$96+ Cheap flights from Norfolk (ORF) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Jul 5 — Jul 121
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Norfolk to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in September or October, booked 2 days in advance, depart on a Thursday or Wednesday and return on a Saturday
Cheap flight deals from Norfolk to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Norfolk to ChicagoExplore the most affordable flight options available from Norfolk to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 5, 2026.
Explore the most affordable flight options available from Norfolk to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:21 pm
ORF
- ORD
1 stop8h 29m
Frontier
Tue 7/79:34 pm
ORD
- ORF
2 stops36h 41m
Frontier
Deal found 6/3![Frontier logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3012:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Thu 7/912:11 pm
MDW
- ORF
1 stop22h 04m
Frontier
Deal found 6/3![Frontier logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Mon 8/176:17 pm
MDW
- ORF
2 stops40h 09m
Frontier
Deal found 6/5![Frontier logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:21 pm
ORF
- ORD
1 stop20h 42m
Multiple Airlines
Fri 7/108:05 am
ORD
- ORF
2 stops14h 03m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:34 pm
ORF
- MDW
2 stops25h 29m
Frontier
Tue 7/2112:11 pm
MDW
- ORF
1 stop22h 04m
Frontier
Deal found 6/2![Frontier logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:21 pm
ORF
- ORD
1 stop20h 42m
Multiple Airlines
Sat 7/47:52 am
ORD
- ORF
2 stops9h 34m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$335
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:40 am
ORF
- MDW
Nonstop2h 05m
Southwest
Tue 7/77:55 am
MDW
- ORF
Nonstop2h 10m
Southwest
Deal found 6/2![Southwest logo]()
$337
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:58 am
ORF
- ORD
Nonstop2h 33m
American Airlines
Tue 7/142:52 pm
ORD
- ORF
Nonstop2h 24m
American Airlines
Deal found 6/4![American Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Sun 8/2312:27 pm
MDW
- ORF
1 stop21h 59m
Frontier
Deal found 6/2![Frontier logo]()
$338
This CheapOair deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/1412:21 pm
ORF
- ORD
1 stop8h 29m
Frontier
Tue 7/75:13 pm
ORD
- ORF
1 stop26h 26m
Frontier
Deal found 6/1![Frontier logo]()
$338
This Frontier deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:10 pm
ORF
- ORD
1 stop8h 43m
Frontier
Fri 7/2410:16 am
ORD
- ORF
1 stop9h 23m
Frontier
Deal found 5/31![Frontier logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:10 pm
ORF
- MDW
1 stop10h 53m
Multiple Airlines
Thu 8/611:06 am
MDW
- ORF
2 stops11h 47m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$340
Best flights from Norfolk to ChicagoDiscover carefully curated flight deals from Norfolk to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 5, 2026.
Discover carefully curated flight deals from Norfolk to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:06 pm
ORF
- RFD
2 stops16h 31m
Multiple Airlines
Fri 7/247:50 pm
RFD
- ORF
1 stop23h 49m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Mon 8/179:00 am
MDW
- ORF
Nonstop2h 10m
Southwest
Deal found 6/5![Southwest logo]()
$347
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:00 pm
ORF
- ORD
Nonstop2h 41m
United Airlines
Fri 7/176:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:42 pm
ORF
- ORD
1 stop5h 30m
Delta
Sun 8/165:20 pm
ORD
- ORF
1 stop5h 22m
Delta
Deal found 6/2![Delta logo]()
$370
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/910:48 am
ORF
- ORD
Nonstop2h 39m
United Airlines
Tue 7/146:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Deal found 6/5![United Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:05 am
ORF
- MDW
2 stops7h 10m
Southwest
Wed 7/112:00 pm
MDW
- ORF
Nonstop2h 00m
Southwest
Deal found 6/3![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:20 am
ORF
- MDW
1 stop6h 55m
Delta
Sun 9/66:05 am
MDW
- ORF
1 stop5h 40m
Delta
Deal found 6/5![Delta logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:34 pm
ORF
- RFD
1 stop22h 26m
Multiple Airlines
Wed 7/2210:03 am
RFD
- ORF
1 stop9h 36m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/163:30 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Wed 7/227:25 am
MDW
- ORF
1 stop3h 35m
Southwest
Deal found 6/2![Southwest logo]()
$360
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:20 am
ORF
- ORD
Nonstop2h 33m
United Airlines
Sun 10/259:30 pm
ORD
- ORF
Nonstop2h 22m
United Airlines
Deal found 5/31![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:02 am
ORF
- ORD
1 stop5h 21m
Delta
Fri 7/245:18 pm
ORD
- ORF
1 stop5h 14m
Delta
Deal found 5/31![Delta logo]()
$383
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:50 am
ORF
- MDW
Nonstop2h 00m
Southwest
Sun 7/124:40 pm
MDW
- ORF
1 stop5h 45m
Southwest
Deal found 5/31![Southwest logo]()
$360
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:00 am
ORF
- ORD
Nonstop2h 28m
United Airlines
Fri 7/106:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Deal found 6/4![United Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:00 am
ORF
- RFD
1 stop9h 57m
Multiple Airlines
Sun 7/1211:27 am
RFD
- ORF
2 stops22h 48m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:40 pm
ORF
- MDW
1 stop5h 15m
Southwest
Sun 8/168:50 am
MDW
- ORF
Nonstop2h 15m
Southwest
Deal found 5/31![Southwest logo]()
$360
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:00 am
ORF
- ORD
1 stop5h 06m
Delta
Fri 7/245:18 pm
ORD
- ORF
1 stop5h 14m
Delta
Deal found 5/31![Delta logo]()
$411
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/248:00 am
ORF
- ORD
Nonstop2h 32m
United Airlines
Sat 6/2712:26 pm
ORD
- ORF
Nonstop2h 22m
United Airlines
Deal found 6/1![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:25 am
ORF
- MDW
2 stops7h 40m
Southwest
Tue 8/258:50 am
MDW
- ORF
Nonstop2h 15m
Southwest
Deal found 6/5![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:55 pm
ORF
- MDW
1 stop4h 00m
Southwest
Mon 8/319:00 am
MDW
- ORF
Nonstop2h 10m
Southwest
Deal found 6/1![Southwest logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:06 pm
ORF
- RFD
2 stops16h 31m
Multiple Airlines
Mon 7/68:39 am
RFD
- ORF
1 stop13h 29m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:00 am
ORF
- ORD
Nonstop2h 28m
United Airlines
Tue 6/236:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:10 am
ORF
- MDW
Nonstop2h 05m
Southwest
Mon 7/67:40 am
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/1![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:02 pm
ORF
- ORD
Nonstop2h 28m
United Airlines
Wed 8/1211:59 am
ORD
- ORF
Nonstop2h 18m
United Airlines
Deal found 6/2![United Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:50 am
ORF
- MDW
Nonstop2h 05m
Southwest
Sun 10/45:10 am
MDW
- ORF
1 stop5h 10m
Southwest
Deal found 6/3![Southwest logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:00 am
ORF
- RFD
1 stop9h 57m
Multiple Airlines
Sun 7/511:27 am
RFD
- ORF
2 stops34h 41m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:48 am
ORF
- ORD
Nonstop2h 39m
United Airlines
Tue 7/76:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:05 am
ORF
- MDW
Nonstop2h 05m
Southwest
Mon 7/62:45 pm
MDW
- ORF
2 stops7h 55m
Southwest
Deal found 5/31![Southwest logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:31 pm
ORF
- RFD
2 stops34h 14m
Multiple Airlines
Wed 6/2410:07 am
RFD
- ORF
1 stop10h 38m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$595
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:00 am
ORF
- RFD
1 stop9h 52m
Multiple Airlines
Sun 6/2111:27 am
RFD
- ORF
2 stops22h 59m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$725
Last-minute flights from Norfolk to ChicagoDiscover last-minute flight deals from Norfolk to Chicago. Data last updated June 5, 2026 and is based on user searches.
Discover last-minute flight deals from Norfolk to Chicago. Data last updated June 5, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/1412:21 pm
ORF
- ORD
1 stop8h 29m
Frontier
Tue 7/75:13 pm
ORD
- ORF
1 stop26h 26m
Frontier
Deal found 6/1![Frontier logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:06 pm
ORF
- MDW
1 stop11h 05m
Frontier
Tue 6/3012:27 pm
MDW
- ORF
2 stops31h 13m
Frontier
Deal found 6/1![Frontier logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3012:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Thu 7/912:11 pm
MDW
- ORF
1 stop22h 04m
Frontier
Deal found 6/3![Frontier logo]()
$333
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:40 am
ORF
- MDW
Nonstop2h 05m
Southwest
Tue 7/77:55 am
MDW
- ORF
Nonstop2h 10m
Southwest
Deal found 6/2![Southwest logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Fri 7/1012:11 pm
MDW
- ORF
1 stop22h 10m
Frontier
Deal found 6/4![Frontier logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1412:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Thu 7/166:05 am
MDW
- ORF
2 stops13h 34m
Frontier
Deal found 6/4![Frontier logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1412:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Fri 7/176:05 am
MDW
- ORF
2 stops13h 34m
Frontier
Deal found 6/4![Frontier logo]()
$343
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 pm
ORF
- MDW
Nonstop2h 10m
Southwest
Fri 7/177:40 am
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/2![Southwest logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:34 pm
ORF
- MDW
2 stops25h 29m
Frontier
Tue 7/2112:11 pm
MDW
- ORF
1 stop22h 04m
Frontier
Deal found 6/2![Frontier logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:06 pm
ORF
- RFD
2 stops16h 31m
Multiple Airlines
Fri 7/247:50 pm
RFD
- ORF
1 stop23h 49m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/209:34 pm
ORF
- MDW
2 stops25h 29m
Frontier
Mon 7/276:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Deal found 6/5![Frontier logo]()
$348
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:05 am
ORF
- MDW
2 stops7h 10m
Southwest
Tue 7/286:50 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/2![Southwest logo]()
$352
One-way flights from Norfolk to ChicagoSearch for one-way flight options from Norfolk to Chicago. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
Search for one-way flight options from Norfolk to Chicago. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2712:10 pm
ORF
- ORD
1 stop20h 43m
Frontier
Deal found 6/2![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:21 pm
ORF
- ORD
1 stop8h 29m
Frontier
Deal found 6/2![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/69:34 pm
ORF
- ORD
1 stop12h 37m
Frontier
Deal found 6/4![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:34 pm
ORF
- ORD
1 stop26h 36m
Frontier
Deal found 6/4![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:10 pm
ORF
- ORD
1 stop20h 43m
Frontier
Deal found 6/2![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/812:16 pm
ORF
- ORD
1 stop8h 37m
Frontier
Deal found 6/2![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Deal found 6/4![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:21 pm
ORF
- ORD
1 stop20h 42m
Frontier
Deal found 6/3![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:10 pm
ORF
- MDW
1 stop23h 57m
Frontier
Deal found 6/4![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:10 pm
ORF
- ORD
1 stop20h 43m
Frontier
Deal found 6/4![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:06 pm
ORF
- RFD
2 stops16h 41m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1012:10 pm
ORF
- MDW
1 stop23h 57m
Frontier
Deal found 6/1![Frontier logo]()
$119
Find flight deals from Norfolk to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Norfolk (ORF) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $332 (Kiwi.com) |
One-way from | $96 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $381 |
Good round-trip deal | $395 or less |
Good one-way deal | $229 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Norfolk to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 5, 2026.
Use the filters below to find and compare flights from Norfolk to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NorfolkChicago
ORF - RFD
ORFRFD
Norfolk
Sat 7/18
7:06 pm-10:37 am
2 stops16h 31m
Chicago Greater Rockford
Fri 7/24
7:50 pm-8:39 pm
1 stop23h 49m
$343
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Wed 8/12
6:15 pm-7:20 pm
Nonstop2h 05m
Chicago Midway
Mon 8/17
9:00 am-12:10 pm
Nonstop2h 10m
$347
NorfolkChicago
ORF - ORD
ORFORD
Norfolk
Tue 7/14
5:00 pm-6:41 pm
Nonstop2h 41m
Chicago O'Hare Intl
Fri 7/17
6:45 am-10:07 am
Nonstop2h 22m
$350
NorfolkChicago
ORF - ORD
ORFORD
Norfolk
Thu 7/9
10:48 am-12:27 pm
Nonstop2h 39m
Chicago O'Hare Intl
Tue 7/14
6:45 am-10:07 am
Nonstop2h 22m
$350
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Tue 6/30
6:05 am-12:15 pm
2 stops7h 10m
Chicago Midway
Wed 7/1
12:00 pm-3:00 pm
Nonstop2h 00m
$352
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Thu 7/16
3:30 pm-4:35 pm
Nonstop2h 05m
Chicago Midway
Wed 7/22
7:25 am-12:00 pm
1 stop3h 35m
$360
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Wed 7/8
7:50 am-8:50 am
Nonstop2h 00m
Chicago Midway
Sun 7/12
4:40 pm-11:25 pm
1 stop5h 45m
$360
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Wed 8/12
12:40 pm-4:55 pm
1 stop5h 15m
Chicago Midway
Sun 8/16
8:50 am-12:05 pm
Nonstop2h 15m
$360
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Sat 8/22
6:25 am-1:05 pm
2 stops7h 40m
Chicago Midway
Tue 8/25
8:50 am-12:05 pm
Nonstop2h 15m
$362
NorfolkChicago
ORF - ORD
ORFORD
Norfolk
Fri 10/23
6:20 am-7:53 am
Nonstop2h 33m
Chicago O'Hare Intl
Sun 10/25
9:30 pm-12:52 am
Nonstop2h 22m
$363
Showing 1-10 of 55 resultsSorted by cheapest first
Compare providers for flights from Norfolk to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Norfolk to Chicago in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Norfolk-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Norfolk-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Norfolk-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Norfolk-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Norfolk-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Norfolk to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Norfolk with our price prediction graph.
ORF-CHI
ORF-MDW
ORF-ORD
ORF-RFD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Norfolk to Chicago
ORF-CHI
ORF-MDW
ORF-ORD
ORF-RFD
What is the cheapest month to book a flight from Norfolk to Chicago?
Currently, August is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $70). Flying from Norfolk to Chicago in April is currently the most expensive (average of $216). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ORF to CHI?
Find hourly flight availability from Norfolk to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 5, 2026.
It’s typically best to fly out from Norfolk to Chicago in the afternoon. Doing so could potentially save you 11% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Norfolk to Chicago
Explore weekly flight availability from Norfolk to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 5, 2026.
The most flights from ORF to CHI are scheduled on a Monday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Norfolk to Chicago?
How far ahead should I book a flight from Norfolk to Chicago?
The price you pay for your flight from Norfolk to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 59 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Norfolk to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Norfolk to Chicago. Price data was last updated on May 30, 2026.
Travelers seeking maximum savings on their Norfolk to Chicago flight should consider departing on Sunday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 5, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Norfolk to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Norfolk to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Norfolk
Popular flights
Alternative routes for Norfolk to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 5, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Norfolk to Chicago by cabin class
Find flights from Norfolk to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Norfolk and Chicago flights
Browse other Norfolk and Chicago flight options. Last updated on June 5, 2026.
Other flights from Norfolk
Browse through other flights departing from Norfolk. Flights are based on user searches made on Cheapflights and were last updated on June 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Norfolk to Chicago
Discover the top 4 airlines that operate flights from Norfolk to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$217 | Average$365 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$231 | Average$385 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$235 | Average$413 | FlexibilityNo cancel fee | On-time69% |