$101+ Cheap flights from O'Hare Intl (ORD) to Chesapeake, VA
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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RIC
Sep 4 — Sep 111
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to Chesapeake 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 Chicago O'Hare Intl to Chesapeake are usually found in January or May, booked 62 days in advance, depart on a Saturday or Tuesday and return on a Thursday
Cheap flight deals from O'Hare Intl to Chesapeake
Cheapest
Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to ChesapeakeExplore the most affordable flight options available from O'Hare Intl to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
Explore the most affordable flight options available from O'Hare Intl to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Fri 9/49:10 pm -
2 stops38h 15m
Sun 9/131:18 pm -
1 stop21h 02m
Deal found 7/31![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/288:11 pm -
2 stops15h 14m
Sun 8/301:20 pm -
1 stop19h 33m
Deal found 8/2![Frontier logo]()
$279
This Expedia deal was found by Cheapflights users on 8/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:44 pm -
1 stop19h 27m
Sun 9/65:06 pm -
1 stop7h 02m
Deal found 8/2![Frontier logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/111:50 pm -
1 stop20h 25m
Tue 9/81:20 pm -
1 stop7h 48m
Deal found 8/3![Frontier logo]()
$281
This CheapOair deal was found by Cheapflights users on 7/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:05 am -
1 stop9h 06m
Sun 8/236:00 am -
1 stop8h 39m
Deal found 7/31![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Sat 8/227:11 am -
1 stop28h 14m
Mon 8/241:20 pm -
1 stop7h 39m
Deal found 8/3![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/207:28 pm -
2 stops27h 50m
Thu 9/241:18 pm -
1 stop6h 05m
Deal found 8/3![Multiple Airlines logo]()
$286
This CheapOair deal was found by Cheapflights users on 8/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:44 pm -
1 stop19h 27m
Sun 8/305:06 pm -
1 stop7h 02m
Deal found 8/3![Frontier logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/217:05 am -
1 stop28h 20m
Mon 8/241:20 pm -
1 stop7h 39m
Deal found 8/3![Frontier logo]()
$289
This CheapOair deal was found by Cheapflights users on 8/1. 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.
Thu 10/13:50 pm -
1 stop25h 58m
Sun 10/41:18 pm -
1 stop6h 05m
Deal found 8/1![Frontier logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/247:11 am -
2 stops14h 45m
Mon 9/287:43 pm -
1 stop28h 16m
Deal found 8/4![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/241:59 pm -
1 stop21h 26m
Thu 8/271:20 pm -
1 stop7h 39m
Deal found 8/4![Frontier logo]()
$292
Best flights from O'Hare Intl to ChesapeakeDiscover carefully curated flight deals from O'Hare Intl to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
Discover carefully curated flight deals from O'Hare Intl to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:00 pm -
1 stop6h 41m
Fri 9/117:25 am -
1 stop7h 20m
Deal found 7/31![JetBlue logo]()
$315
This Delta deal was found by Cheapflights users on 8/2. 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.
Sat 9/58:05 am -
1 stop6h 25m
Sun 9/66:00 am -
1 stop7h 40m
Deal found 8/2![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 8/2710:55 am -
Nonstop2h 23m
Mon 8/311:00 pm -
Nonstop2h 34m
Deal found 7/31![United Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 10/82:30 pm -
Nonstop2h 29m
Mon 10/126:29 pm -
Nonstop2h 51m
Deal found 8/4![American Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 9/248:45 am -
Nonstop2h 30m
Mon 9/286:20 am -
Nonstop2h 33m
Deal found 8/4![United Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 9/172:22 pm -
Nonstop2h 25m
Sun 9/206:13 am -
Nonstop2h 47m
Deal found 8/4![American Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:30 am -
1 stop5h 09m
Mon 9/75:23 am -
1 stop5h 50m
Deal found 8/4![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Sat 9/1211:55 am -
Nonstop2h 18m
Sat 9/196:00 am -
Nonstop2h 29m
Deal found 7/31![United Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/46:15 pm -
Nonstop2h 33m
Mon 9/76:00 am -
Nonstop2h 34m
Deal found 7/31![United Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 8/1. 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 12/233:00 pm -
1 stop7h 16m
Mon 12/2812:15 pm -
Nonstop2h 44m
Deal found 8/1![United Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Fri 8/216:15 pm -
Nonstop2h 33m
Sun 8/2310:41 am -
1 stop7h 18m
Deal found 8/1![United Airlines logo]()
$483
Last-minute flights from O'Hare Intl to ChesapeakeDiscover last-minute flight deals from O'Hare Intl to Chesapeake. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Chesapeake. Data last updated August 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/111:50 pm -
1 stop20h 25m
Tue 9/81:20 pm -
1 stop7h 48m
Deal found 8/3![Frontier logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/201:59 pm -
1 stop21h 26m
Sat 8/221:20 pm -
1 stop7h 48m
Deal found 8/2![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/217:05 am -
1 stop28h 20m
Mon 8/241:20 pm -
1 stop7h 39m
Deal found 8/3![Frontier logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Sat 8/227:11 am -
1 stop28h 14m
Mon 8/241:20 pm -
1 stop7h 39m
Deal found 8/3![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/241:59 pm -
1 stop21h 26m
Thu 8/271:20 pm -
1 stop7h 39m
Deal found 8/4![Frontier logo]()
$292
This CheapOair deal was found by Cheapflights users on 8/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:44 pm -
1 stop19h 27m
Sun 8/305:06 pm -
1 stop7h 02m
Deal found 8/3![Frontier logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/288:11 pm -
2 stops15h 14m
Sun 8/301:20 pm -
1 stop19h 33m
Deal found 8/2![Frontier logo]()
$279
This Expedia deal was found by Cheapflights users on 8/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:44 pm -
1 stop19h 27m
Sun 9/65:06 pm -
1 stop7h 02m
Deal found 8/2![Frontier logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Fri 9/49:10 pm -
2 stops38h 15m
Sun 9/131:18 pm -
1 stop21h 02m
Deal found 7/31![Frontier logo]()
$278
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:00 pm -
1 stop6h 41m
Mon 9/217:25 am -
1 stop7h 20m
Deal found 7/31![JetBlue logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/207:28 pm -
2 stops27h 50m
Thu 9/241:18 pm -
1 stop6h 05m
Deal found 8/3![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/247:11 am -
2 stops14h 45m
Mon 9/287:43 pm -
1 stop28h 16m
Deal found 8/4![Multiple Airlines logo]()
$291
One-way flights from O'Hare Intl to ChesapeakeSearch for one-way flight options from O'Hare Intl to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
Search for one-way flight options from O'Hare Intl to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Wed 8/191:59 pm -
1 stop21h 26m
Deal found 7/31![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Tue 8/257:05 am -
1 stop28h 20m
Deal found 8/2![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Sun 8/307:05 am -
1 stop28h 20m
Deal found 7/31![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Wed 11/112:03 pm -
1 stop20h 59m
Deal found 7/31![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Tue 9/17:05 am -
1 stop28h 20m
Deal found 8/1![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Wed 9/167:28 pm -
1 stop16h 01m
Deal found 7/31![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Tue 10/272:03 pm -
1 stop20h 59m
Deal found 7/31![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/210:26 am -
1 stop28h 24m
Deal found 8/3![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Thu 10/292:03 pm -
1 stop20h 59m
Deal found 7/31![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Wed 9/28:05 am -
2 stops9h 21m
Deal found 8/1![Multiple Airlines logo]()
$115
Find flight deals from O'Hare Intl to Chesapeake
Keep the following information in mind while searching for O'Hare Intl to Chesapeake flight deals. Data was last updated August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $278 (Kiwi.com) |
One-way from | $101 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $382 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Chesapeake 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 August 5, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Wed 9/9
3:00 pm-10:41 pm
1 stop6h 41m
Norfolk
Fri 9/11
7:25 am-1:45 pm
1 stop7h 20m
$315
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Sat 9/5
8:05 am-3:30 pm
1 stop6h 25m
Norfolk
Sun 9/6
6:00 am-12:40 pm
1 stop7h 40m
$337
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Thu 8/27
10:55 am-2:18 pm
Nonstop2h 23m
Norfolk
Mon 8/31
1:00 pm-2:34 pm
Nonstop2h 34m
$345
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Thu 10/8
2:30 pm-5:59 pm
Nonstop2h 29m
Norfolk
Mon 10/12
6:29 pm-8:20 pm
Nonstop2h 51m
$345
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Thu 9/24
8:45 am-12:15 pm
Nonstop2h 30m
Norfolk
Mon 9/28
6:20 am-7:53 am
Nonstop2h 33m
$345
Quickest round-trip
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Sat 9/12
11:55 am-3:13 pm
Nonstop2h 18m
Norfolk
Sat 9/19
6:00 am-7:29 am
Nonstop2h 29m
$345
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Fri 9/4
6:15 pm-9:48 pm
Nonstop2h 33m
Norfolk
Mon 9/7
6:00 am-7:34 am
Nonstop2h 34m
$352
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Thu 9/17
2:22 pm-5:47 pm
Nonstop2h 25m
Norfolk
Sun 9/20
6:13 am-8:00 am
Nonstop2h 47m
$359
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Tue 9/1
5:30 am-11:39 am
1 stop5h 09m
Norfolk
Mon 9/7
5:23 am-10:13 am
1 stop5h 50m
$365
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Wed 12/23
3:00 pm-11:16 pm
1 stop7h 16m
Norfolk
Mon 12/28
12:15 pm-1:59 pm
Nonstop2h 44m
$376
Showing 1-10 of 18 resultsSorted by cheapest first
Best time to book a flight from O'Hare Intl to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from O'Hare Intl with our price prediction graph.
ORD-ORF
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 Chicago O'Hare Intl Airport to Chesapeake
ORD-C6E
ORD-ORF
What is the cheapest time of day to fly from ORD to C6E?
Find hourly flight availability from O'Hare Intl to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 5, 2026.
It’s typically best to fly out from Chicago O'Hare Intl Airport to Chesapeake in the evening. Doing so could potentially save you 6% on the flight price compared to flying in the afternoon, which is usually more expensive.
Weekly flight availability from Chicago O'Hare Intl Airport to Chesapeake
Explore weekly flight availability from O'Hare Intl to Chesapeake. 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 August 5, 2026.
The most flights from ORD to C6E are scheduled on a Monday (24 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Chesapeake?
Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Chesapeake flights typically cost between $317 and $420 in September.The cheapest round-trip price found within the last 5 days was $278 on Frontier (Sep 4-Sep 13).
What is the cheapest day to fly from Chicago O'Hare Intl Airport to Chesapeake?
Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Chesapeake. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Chesapeake flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chesapeake
Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated August 5, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andFrontier from Chicago O'Hare Intl Airport to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Comfort
7.3
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Comfort
7.3
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Comfort
7.3
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Comfort
7.3
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
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Top 3 airlines flying from O'Hare Intl to Chesapeake
Discover the top 3 airlines that operate flights from O'Hare Intl to Chesapeake. 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 August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$267 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$219 | Average$413 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$463 | FlexibilityNo cancel fee | On-time71% |