$169+ Cheap flights from Orange County 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
May 30 — Jun 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Orange County 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.Cheap flight deals from Orange County to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Orange County to ChicagoExplore the most affordable flight options available from Orange County to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
Explore the most affordable flight options available from Orange County to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/272:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Sat 5/305:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/28![United Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 7/24:38 pm
SNA
- ORD
1 stop10h 29m
Multiple Airlines
Wed 7/89:57 pm
ORD
- SNA
1 stop13h 28m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$318
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/203:35 pm
SNA
- ORD
1 stop7h 10m
United Airlines
Sun 5/247:58 pm
ORD
- SNA
Nonstop4h 34m
United Airlines
Deal found 4/28![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 6/93:21 pm
SNA
- ORD
Nonstop4h 24m
American Airlines
Tue 6/165:00 am
ORD
- SNA
1 stop7h 55m
American Airlines
Deal found 4/29![American Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 7/38:10 pm
SNA
- ORD
1 stop6h 57m
Multiple Airlines
Tue 7/77:15 am
ORD
- SNA
1 stop10h 28m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$321
This Southwest deal was found by Cheapflights users on 4/28. 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 5/279:45 am
SNA
- MDW
1 stop8h 35m
Southwest
Sat 5/305:10 am
MDW
- SNA
1 stop6h 30m
Southwest
Deal found 4/28![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/184:20 pm
SNA
- ORD
2 stops12h 19m
Frontier
Wed 5/209:37 pm
ORD
- SNA
1 stop13h 32m
Frontier
Deal found 4/27![Frontier logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/272:30 pm
SNA
- MDW
1 stop26h 29m
Allegiant Air
Thu 6/48:03 pm
MDW
- SNA
1 stop15h 45m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/114:24 pm
SNA
- MDW
1 stop20h 51m
Multiple Airlines
Sun 6/148:03 pm
MDW
- SNA
1 stop25h 03m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/236:45 am
SNA
- ORD
Nonstop4h 24m
United Airlines
Tue 5/265:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/29![United Airlines logo]()
$325
This Expedia deal was found by Cheapflights users on 4/26. 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.
Fri 5/17:56 pm
SNA
- ORD
1 stop8h 12m
Frontier
Sun 5/310:50 am
ORD
- SNA
1 stop26h 41m
Frontier
Deal found 4/26![Frontier logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/106:30 pm
SNA
- MDW
1 stop22h 43m
Multiple Airlines
Sun 6/148:03 pm
MDW
- SNA
1 stop25h 03m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$327
Best flights from Orange County to ChicagoDiscover carefully curated flight deals from Orange County to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
Discover carefully curated flight deals from Orange County to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
This Southwest deal was found by Cheapflights users on 4/26. 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 5/277:50 pm
SNA
- MDW
1 stop7h 10m
Southwest
Wed 6/36:10 am
MDW
- SNA
1 stop6h 55m
Southwest
Deal found 4/26![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 8/157:54 pm
SNA
- RFD
1 stop14h 40m
Multiple Airlines
Wed 8/192:13 pm
RFD
- SNA
1 stop21h 38m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 4/25. 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 6/3012:18 pm
SNA
- MDW
1 stop7h 59m
Delta
Fri 7/31:49 pm
MDW
- SNA
1 stop8h 35m
Delta
Deal found 4/25![Delta logo]()
$354
This United Airlines deal was found by Cheapflights users on 4/29. 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 9/32:10 pm
SNA
- ORD
Nonstop4h 14m
United Airlines
Tue 9/87:45 pm
ORD
- SNA
Nonstop4h 29m
United Airlines
Deal found 4/29![United Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/146:48 pm
SNA
- RFD
1 stop22h 57m
Allegiant Air
Wed 5/208:55 pm
RFD
- SNA
1 stop15h 33m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$385
This Alaska Airlines deal was found by Cheapflights users on 4/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/302:08 pm
SNA
- ORD
1 stop7h 33m
Alaska Airlines
Wed 10/711:45 am
ORD
- SNA
Nonstop4h 22m
Alaska Airlines
Deal found 4/25![Alaska Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 4/28. 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 6/174:20 pm
LGB
- MDW
1 stop5h 45m
Southwest
Wed 6/242:40 pm
MDW
- LGB
Nonstop4h 15m
Southwest
Deal found 4/28![Southwest logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 6/119:35 pm
SNA
- RFD
1 stop20h 45m
Multiple Airlines
Sun 6/141:13 pm
RFD
- SNA
1 stop11h 08m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 4/26. 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.
Thu 7/21:00 pm
LGB
- ORD
1 stop6h 57m
Delta
Sun 7/57:45 am
ORD
- LGB
1 stop6h 17m
Delta
Deal found 4/26![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 4/29. 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 8/218:20 pm
SNA
- MDW
1 stop7h 35m
Southwest
Sun 8/235:40 pm
MDW
- SNA
1 stop6h 40m
Southwest
Deal found 4/29![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 4/25. 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 6/171:00 pm
LGB
- ORD
1 stop6h 57m
Delta
Sun 6/217:45 am
ORD
- LGB
1 stop6h 17m
Delta
Deal found 4/25![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/2610:20 am
SNA
- ORD
1 stop6h 31m
United Airlines
Sun 5/315:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/29![United Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/277:45 am
SNA
- RFD
1 stop26h 36m
Multiple Airlines
Sat 5/301:01 pm
RFD
- SNA
1 stop23h 27m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 4/25. 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 6/191:00 pm
LGB
- ORD
1 stop6h 57m
Delta
Sat 7/257:45 am
ORD
- LGB
1 stop6h 14m
Delta
Deal found 4/25![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 4/26. 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 9/196:55 am
LGB
- MDW
Nonstop3h 55m
Southwest
Wed 9/2310:05 am
MDW
- LGB
Nonstop4h 15m
Southwest
Deal found 4/26![Southwest logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 4/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:46 am
SNA
- ORD
2 stops10h 17m
Alaska Airlines
Mon 9/141:03 pm
ORD
- SNA
1 stop9h 08m
Alaska Airlines
Deal found 4/25![Alaska Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 4/28. 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 7/222:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Sat 7/257:53 pm
ORD
- SNA
Nonstop4h 34m
United Airlines
Deal found 4/28![United Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/146:48 pm
SNA
- RFD
1 stop22h 57m
Multiple Airlines
Wed 5/208:55 pm
RFD
- SNA
2 stops17h 24m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 4/26. 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 9/37:00 pm
LGB
- MDW
1 stop8h 45m
Southwest
Mon 9/77:10 am
MDW
- LGB
1 stop7h 30m
Southwest
Deal found 4/26![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 4/29. 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 8/76:52 am
LGB
- MDW
2 stops9h 26m
Delta
Tue 8/119:20 am
MDW
- LGB
2 stops9h 01m
Delta
Deal found 4/29![Delta logo]()
$368
This United Airlines deal was found by Cheapflights users on 4/26. 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 5/2310:37 am
SNA
- ORD
Nonstop4h 16m
United Airlines
Tue 5/265:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/26![United Airlines logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 8/157:54 pm
SNA
- RFD
1 stop14h 40m
Multiple Airlines
Thu 8/209:35 pm
RFD
- SNA
1 stop20h 40m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$392
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:08 pm
SNA
- ORD
1 stop7h 33m
Alaska Airlines
Mon 9/146:01 am
ORD
- SNA
2 stops9h 34m
Alaska Airlines
Deal found 4/27![Alaska Airlines logo]()
$475
This Delta deal was found by Cheapflights users on 4/29. 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 8/51:04 pm
LGB
- ORD
1 stop6h 44m
Delta
Sat 8/87:45 am
ORD
- LGB
1 stop6h 14m
Delta
Deal found 4/29![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 4/26. 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.
Sun 9/277:00 pm
LGB
- MDW
1 stop8h 40m
Southwest
Thu 10/112:05 pm
MDW
- LGB
Nonstop4h 20m
Southwest
Deal found 4/26![Southwest logo]()
$380
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/203:35 pm
SNA
- ORD
1 stop7h 10m
United Airlines
Mon 5/255:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/29![United Airlines logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/122:24 pm
SNA
- RFD
1 stop19h 50m
Multiple Airlines
Mon 6/157:53 pm
RFD
- SNA
1 stop18h 22m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$395
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:21 pm
SNA
- ORD
Nonstop4h 24m
Alaska Airlines
Sat 7/48:02 am
ORD
- SNA
1 stop10h 39m
Alaska Airlines
Deal found 4/29![Alaska Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 4/29. 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 8/44:56 pm
LGB
- MDW
2 stops14h 12m
Delta
Fri 8/79:49 am
MDW
- LGB
2 stops8h 23m
Delta
Deal found 4/29![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 4/28. 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 8/82:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Mon 8/105:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/28![United Airlines logo]()
$435
Last-minute flights from Orange County to ChicagoDiscover last-minute flight deals from Orange County to Chicago. Data last updated April 30, 2026 and is based on user searches.
Discover last-minute flight deals from Orange County to Chicago. Data last updated April 30, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 4/26. 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.
Fri 5/17:56 pm
SNA
- ORD
1 stop8h 12m
Frontier
Sun 5/310:50 am
ORD
- SNA
1 stop26h 41m
Frontier
Deal found 4/26![Frontier logo]()
$326
This Expedia deal was found by Cheapflights users on 4/25. 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.
Wed 5/138:05 am
SNA
- ORD
1 stop8h 58m
Multiple Airlines
Fri 5/159:37 pm
ORD
- SNA
1 stop13h 32m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/169:54 am
SNA
- ORD
1 stop8h 38m
Frontier
Tue 5/199:37 pm
ORD
- SNA
2 stops40h 42m
Frontier
Deal found 4/29![Frontier logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/184:20 pm
SNA
- ORD
2 stops12h 19m
Frontier
Wed 5/209:37 pm
ORD
- SNA
1 stop13h 32m
Frontier
Deal found 4/27![Frontier logo]()
$323
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/203:35 pm
SNA
- ORD
1 stop7h 10m
United Airlines
Sun 5/247:58 pm
ORD
- SNA
Nonstop4h 34m
United Airlines
Deal found 4/28![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/236:45 am
SNA
- ORD
Nonstop4h 24m
United Airlines
Tue 5/265:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/29![United Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/272:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Sat 5/305:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/28![United Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/273:08 pm
SNA
- ORD
Nonstop4h 31m
American Airlines
Sat 5/307:11 am
ORD
- SNA
1 stop6h 32m
American Airlines
Deal found 4/28![American Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 4/28. 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 5/279:45 am
SNA
- MDW
1 stop8h 35m
Southwest
Sat 5/305:10 am
MDW
- SNA
1 stop6h 30m
Southwest
Deal found 4/28![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/272:30 pm
SNA
- MDW
1 stop26h 29m
Allegiant Air
Thu 6/48:03 pm
MDW
- SNA
1 stop15h 45m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$324
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:58 pm
SNA
- ORD
1 stop15h 34m
Alaska Airlines
Sat 5/306:44 pm
ORD
- SNA
Nonstop4h 29m
Alaska Airlines
Deal found 4/27![Alaska Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 4/27. 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 5/299:10 pm
SNA
- MDW
1 stop5h 50m
Southwest
Tue 6/212:35 pm
MDW
- SNA
1 stop8h 30m
Southwest
Deal found 4/27![Southwest logo]()
$329
One-way flights from Orange County to ChicagoSearch for one-way flight options from Orange County to Chicago. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
Search for one-way flight options from Orange County to Chicago. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
This Southwest deal was found by Cheapflights users on 4/26. 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 10/249:15 am
LGB
- MDW
Nonstop3h 50m
Southwest
Deal found 4/26![Southwest logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/169:54 am
SNA
- ORD
2 stops21h 33m
Frontier
Deal found 4/30![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 7/62:27 pm
SNA
- ORD
2 stops37h 01m
Frontier
Deal found 4/27![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/48:10 pm
SNA
- ORD
2 stops17h 56m
Frontier
Deal found 4/27![Frontier logo]()
$173
This CheapOair deal was found by Cheapflights users on 4/27. 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.
Tue 5/124:33 pm
SNA
- ORD
2 stops15h 21m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$174
This Southwest deal was found by Cheapflights users on 4/29. 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 7/157:45 pm
SNA
- MDW
1 stop7h 40m
Southwest
Deal found 4/29![Southwest logo]()
$175
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:05 am
SNA
- ORD
1 stop9h 50m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$175
This CheapOair deal was found by Cheapflights users on 4/28. 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.
Mon 6/14:33 pm
SNA
- ORD
2 stops15h 26m
Spirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/294:20 pm
SNA
- MDW
2 stops19h 52m
Frontier
Deal found 4/29![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/1510:44 am
SNA
- ORD
2 stops10h 58m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 7/98:02 pm
SNA
- RFD
2 stops22h 21m
Allegiant Air
Deal found 4/28![Allegiant Air logo]()
$178
This Super.com deal was found by Cheapflights users on 4/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:54 am
SNA
- ORD
1 stop8h 38m
Frontier
Deal found 4/26![Frontier logo]()
$178
Find flight deals from Orange County to Chicago
Keep the following information in mind while searching for Orange County to Chicago flight deals. Data was last updated April 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $315 (United Airlines) |
One-way from | $169 (Southwest) |
Popular in | February |
Cheapest in | September |
Average price | $323 |
Cheapflights Fare Finder
Customize your flight search to find flights from Orange County 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 April 30, 2026.
Use the filters below to find and compare flights from Orange County to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 5/27
7:50 pm-5:00 am
1 stop7h 10m
Chicago Midway
Wed 6/3
6:10 am-11:05 am
1 stop6h 55m
$323
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Sat 8/15
7:54 pm-12:34 pm
1 stop14h 40m
Chicago Greater Rockford
Wed 8/19
2:13 pm-9:51 am
1 stop21h 38m
$338
Long BeachChicago
LGB - MDW
LGBMDW
Long Beach Municipal
Wed 6/17
4:20 pm-12:05 am
1 stop5h 45m
Chicago Midway
Wed 6/24
2:40 pm-4:55 pm
Nonstop4h 15m
$347
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 8/21
8:20 pm-5:55 am
1 stop7h 35m
Chicago Midway
Sun 8/23
5:40 pm-10:20 pm
1 stop6h 40m
$349
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Tue 6/30
12:18 pm-10:17 pm
1 stop7h 59m
Chicago Midway
Fri 7/3
1:49 pm-8:24 pm
1 stop8h 35m
$354
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Thu 6/11
9:35 pm-8:20 pm
1 stop20h 45m
Chicago Greater Rockford
Sun 6/14
1:13 pm-10:21 pm
1 stop11h 08m
$354
Long BeachChicago
LGB - ORD
LGBORD
Long Beach Municipal
Thu 7/2
1:00 pm-9:57 pm
1 stop6h 57m
Chicago O'Hare Intl
Sun 7/5
7:45 am-12:02 pm
1 stop6h 17m
$357
Long BeachChicago
LGB - ORD
LGBORD
Long Beach Municipal
Wed 6/17
1:00 pm-9:57 pm
1 stop6h 57m
Chicago O'Hare Intl
Sun 6/21
7:45 am-12:02 pm
1 stop6h 17m
$357
Long BeachChicago
LGB - ORD
LGBORD
Long Beach Municipal
Fri 6/19
1:00 pm-9:57 pm
1 stop6h 57m
Chicago O'Hare Intl
Sat 7/25
7:45 am-11:59 am
1 stop6h 14m
$357
Quickest round-trip
Long BeachChicago
LGB - MDW
LGBMDW
Long Beach Municipal
Sat 9/19
6:55 am-12:50 pm
Nonstop3h 55m
Chicago Midway
Wed 9/23
10:05 am-12:20 pm
Nonstop4h 15m
$364
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Orange County to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Orange County with our price prediction graph.
SNA-ORD
SNA-MDW
LGB-MDW
SNA-RFD
LGB-ORD
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 Orange County to Chicago
zzKFI-CHI
SNA-ORD
SNA-MDW
LGB-MDW
SNA-RFD
How far ahead should I book a flight from Orange County to Chicago?
Booking 64 days in advance of your planned departure date is, on average, the best time to get cheap flights from Orange County to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Orange County to Chicago?
Currently, March is the cheapest month in which you can book a flight from Orange County to Chicago (average of $72). Flying from Orange County to Chicago in January is currently the most expensive (average of $269). 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 KFI to CHI?
Find hourly flight availability from Orange County 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 April 30, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orange County to Chicago as you normally would.
Weekly flight availability from Orange County to Chicago
Explore weekly flight availability from Orange County 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 April 30, 2026.
The most flights from zzKFI to CHI are scheduled on a Thursday (25 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 on average).
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 April 30, 2026.
Peruse reviews from past customers who have flown with Southwest,Alaska Airlines, andUnited Airlines from Orange County to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from Orange County 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
Popular flights
Alternative routes for Orange County 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 April 30, 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 Orange County to Chicago by cabin class
Find flights from Orange County to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orange County and Chicago flights
Browse other Orange County and Chicago flight options. Last updated on April 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Orange County to Chicago
Discover the top 7 airlines that operate flights from Orange County 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 April 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$195 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$463 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$258 | Average$425 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$269 | Average$384 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$269 | Average$460 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$288 | Average$446 | FlexibilityNo cancel fee | On-time63% |