$94+ Cheap flights from Omaha (OMA) to Chicago (CHI)
This is the cheapest round-trip 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.
OMA — CHI
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Omaha 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 Omaha Eppley Airfield to Chicago are usually found in January or April, booked 71 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from Omaha to Chicago
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Cheapest flights from Omaha to ChicagoExplore the most affordable flight options available from Omaha to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from Omaha to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/20. 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 12/21:35 pm -
2 stops8h 00m
Tue 12/811:30 am -
2 stops9h 00m
Deal found 9/20![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 9/18. 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.
Mon 11/25:00 am -
2 stops12h 35m
Mon 11/95:55 am -
1 stop5h 05m
Deal found 9/18![Southwest logo]()
$248
This Trip.com deal was found by Cheapflights users on 9/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:22 pm -
1 stop28h 02m
Mon 10/266:30 am -
1 stop13h 44m
Deal found 9/19![Frontier logo]()
$248
This Trip.com deal was found by Cheapflights users on 9/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:59 pm -
1 stop27h 22m
Wed 10/286:30 am -
1 stop12h 57m
Deal found 9/17![Frontier logo]()
$250
This Southwest deal was found by Cheapflights users on 9/17. 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 10/172:25 pm -
1 stop5h 35m
Sat 10/2410:30 am -
Nonstop1h 30m
Deal found 9/17![Southwest logo]()
$253
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Mon 10/1212:23 pm -
Nonstop1h 49m
Tue 10/131:46 pm -
1 stop6h 46m
Deal found 9/17![American Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 9/21. 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 10/221:45 pm -
Nonstop1h 25m
Mon 10/2610:00 pm -
Nonstop1h 35m
Deal found 9/21![Southwest logo]()
$256
This American Airlines deal was found by Cheapflights users on 9/18. 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 11/1112:24 pm -
Nonstop1h 48m
Fri 11/1310:47 pm -
Nonstop1h 45m
Deal found 9/18![American Airlines logo]()
$256
This Southwest deal was found by Cheapflights users on 9/17. 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.
Mon 10/127:20 pm -
1 stop5h 00m
Tue 10/136:05 am -
1 stop7h 05m
Deal found 9/17![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 9/17. 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 11/111:35 pm -
2 stops8h 00m
Sat 11/141:25 pm -
Nonstop1h 30m
Deal found 9/17![Southwest logo]()
$258
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Mon 10/266:01 am -
Nonstop1h 59m
Wed 10/2810:29 am -
Nonstop1h 52m
Deal found 9/17![United Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 9/19. 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 10/102:55 pm -
1 stop2h 50m
Mon 10/1210:00 pm -
Nonstop1h 35m
Deal found 9/19![Southwest logo]()
$266
Best flights from Omaha to ChicagoDiscover carefully curated flight deals from Omaha to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Omaha to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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 10/172:25 pm -
1 stop5h 35m
Sat 10/2410:30 am -
Nonstop1h 30m
Deal found 9/17![Southwest logo]()
$253
This United Airlines deal was found by Cheapflights users on 9/19. 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 11/67:45 am -
Nonstop1h 46m
Sat 11/712:40 pm -
Nonstop1h 39m
Deal found 9/19![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 9/20. 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 10/226:54 am -
1 stop4h 46m
Thu 10/296:20 am -
1 stop3h 57m
Deal found 9/20![Delta logo]()
$298
This United Airlines deal was found by Cheapflights users on 9/18. 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 11/297:45 am -
Nonstop1h 46m
Thu 12/39:29 pm -
Nonstop1h 51m
Deal found 9/18![United Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 9/19. 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 10/205:40 pm -
1 stop6h 10m
Sun 10/255:00 am -
1 stop6h 00m
Deal found 9/19![Southwest logo]()
$322
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:54 am -
1 stop4h 53m
Mon 11/25:31 pm -
1 stop5h 33m
Deal found 9/21![Delta logo]()
$331
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/186:30 pm -
Nonstop1h 55m
Thu 10/223:49 pm -
Nonstop1h 45m
Deal found 9/17![United Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 9/19. 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 10/171:55 pm -
Nonstop1h 25m
Mon 10/1911:05 am -
2 stops9h 15m
Deal found 9/19![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 9/18. 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 12/36:32 am -
1 stop5h 12m
Sat 12/55:33 pm -
1 stop5h 54m
Deal found 9/18![Delta logo]()
$348
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/2211:21 am -
Nonstop1h 54m
Sun 10/258:41 am -
Nonstop1h 42m
Deal found 9/17![United Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 9/21. 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 10/94:00 pm -
Nonstop1h 25m
Tue 10/133:30 pm -
Nonstop1h 30m
Deal found 9/21![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 9/17. 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.
Mon 10/1212:40 pm -
1 stop6h 58m
Tue 10/136:20 am -
1 stop5h 40m
Deal found 9/17![Delta logo]()
$360
This United Airlines deal was found by Cheapflights users on 9/22. 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 11/133:15 pm -
Nonstop1h 47m
Sun 11/1512:40 pm -
Nonstop1h 36m
Deal found 9/22![United Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 9/19. 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 11/205:45 pm -
1 stop3h 48m
Mon 11/236:23 am -
1 stop5h 44m
Deal found 9/19![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 9/19. 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 12/115:55 pm -
1 stop4h 45m
Sun 12/136:30 am -
2 stops9h 15m
Deal found 9/19![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/18. 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 12/113:29 pm -
Nonstop1h 49m
Sun 12/137:55 pm -
Nonstop1h 47m
Deal found 9/18![United Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 9/21. 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 11/15:30 am -
Nonstop1h 35m
Mon 11/29:15 pm -
Nonstop1h 40m
Deal found 9/21![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 9/21. 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 10/1012:40 pm -
1 stop4h 07m
Tue 10/1312:27 pm -
1 stop4h 53m
Deal found 9/21![Delta logo]()
$373
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/233:13 pm -
Nonstop1h 52m
Mon 10/2612:40 pm -
Nonstop1h 39m
Deal found 9/17![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 9/18. 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 11/297:25 pm -
1 stop6h 25m
Thu 12/33:45 pm -
Nonstop1h 35m
Deal found 9/18![Southwest logo]()
$373
Last-minute flights from Omaha to ChicagoDiscover last-minute flight deals from Omaha to Chicago. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Omaha to Chicago. Data last updated September 22, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/19. 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 10/102:55 pm -
1 stop2h 50m
Mon 10/1210:00 pm -
Nonstop1h 35m
Deal found 9/19![Southwest logo]()
$266
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Sat 10/104:29 pm -
1 stop5h 41m
Mon 10/1210:50 pm -
Nonstop1h 41m
Deal found 9/18![American Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Mon 10/1212:23 pm -
Nonstop1h 49m
Tue 10/131:46 pm -
1 stop6h 46m
Deal found 9/17![American Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 9/17. 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.
Mon 10/127:20 pm -
1 stop5h 00m
Tue 10/136:05 am -
1 stop7h 05m
Deal found 9/17![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 9/17. 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 10/172:25 pm -
1 stop5h 35m
Sat 10/2410:30 am -
Nonstop1h 30m
Deal found 9/17![Southwest logo]()
$253
This Trip.com deal was found by Cheapflights users on 9/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:22 pm -
1 stop28h 02m
Mon 10/266:30 am -
1 stop13h 44m
Deal found 9/19![Frontier logo]()
$248
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/214:29 pm -
1 stop6h 31m
Wed 10/2810:50 pm -
Nonstop1h 41m
Deal found 9/18![American Airlines logo]()
$266
This Delta deal was found by Cheapflights users on 9/21. 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 10/216:54 am -
1 stop4h 53m
Wed 10/2812:27 pm -
1 stop4h 53m
Deal found 9/21![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 9/21. 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 10/221:45 pm -
Nonstop1h 25m
Mon 10/2610:00 pm -
Nonstop1h 35m
Deal found 9/21![Southwest logo]()
$256
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/236:00 am -
Nonstop1h 51m
Mon 10/268:10 pm -
Nonstop1h 47m
Deal found 9/21![United Airlines logo]()
$256
This Trip.com deal was found by Cheapflights users on 9/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:59 pm -
1 stop27h 22m
Wed 10/286:30 am -
1 stop12h 57m
Deal found 9/17![Frontier logo]()
$250
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Mon 10/266:01 am -
Nonstop1h 59m
Wed 10/2810:29 am -
Nonstop1h 52m
Deal found 9/17![United Airlines logo]()
$261
One-way flights from Omaha to ChicagoSearch for one-way flight options from Omaha to Chicago. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Omaha to Chicago. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Super.com deal was found by Cheapflights users on 9/18. 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.
Sat 10/248:51 pm -
1 stop27h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$94
This CheapOair deal was found by Cheapflights users on 9/20. 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 10/198:59 pm -
1 stop27h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 9/19. 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.
Wed 11/118:22 pm -
1 stop27h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$104
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Sat 11/218:44 pm -
1 stop28h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$106
This Southwest deal was found by Cheapflights users on 9/21. 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 10/1710:25 am -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$109
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Mon 12/2112:55 pm -
Nonstop1h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$109
This Southwest deal was found by Cheapflights users on 9/21. 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 10/205:40 pm -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$119
This Delta deal was found by Cheapflights users on 9/21. 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 10/2012:40 pm -
1 stop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Delta logo]()
$119
This Southwest deal was found by Cheapflights users on 9/17. 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 12/95:50 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$122
This CheapOair deal was found by Cheapflights users on 9/19. 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.
Wed 11/188:22 pm -
1 stop27h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$122
This Super.com deal was found by Cheapflights users on 9/19. 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.
Fri 10/238:59 pm -
1 stop27h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$123
This Southwest deal was found by Cheapflights users on 9/20. 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 11/41:35 pm -
2 stops8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$124
Find flight deals from Omaha to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Omaha (OMA) 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 September 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $247 (Southwest) |
One-way from | $94 (Super.com) |
Popular in | August |
Cheapest in | January |
Average price | $336 |
Good round-trip deal | $349 or less |
Good one-way deal | $205 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Omaha 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 7,457,451 searches. Data last updated September 22, 2026.
Use the filters below to find and compare flights from Omaha to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Wed 11/4
5:50 am-7:20 am
Nonstop1h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Wed 11/18
5:50 am-7:20 am
Nonstop1h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Mon 12/14
6:32 am-11:59 am
1 stop5h 27m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Wed 11/18
6:50 am-11:50 am
1 stop5h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Mon 11/16
12:48 pm-4:39 pm
1 stop3h 51m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Tue 10/20
5:40 pm-11:50 pm
1 stop6h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl
OMAORD
Omaha Eppley Airfield
Tue 10/20
8:15 am-2:36 pm
1 stop6h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl
OMAORD
Omaha Eppley Airfield
Sat 10/24
5:55 pm-9:27 pm
1 stop3h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Tue 11/17
1:35 pm-9:35 pm
2 stops8h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
OmahaChicago
OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl
OMAORD
Omaha Eppley Airfield
Wed 2/3
8:15 pm-10:15 pm
Nonstop2h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Omaha 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 Omaha to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Omaha-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Omaha-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Omaha-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Omaha-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 Omaha-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 Omaha to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Omaha with our price prediction graph.
OMA-CHI
OMA-ORD
OMA-MDW
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 Omaha to Chicago
OMA-CHI
OMA-ORD
OMA-MDW
What is the cheapest month to book a flight from Omaha to Chicago?
Currently, January is the cheapest month in which you can book a flight from Omaha to Chicago (average of $302). Flying from Omaha to Chicago in August is currently the most expensive (average of $400). 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 OMA to CHI?
Find hourly flight availability from Omaha 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 September 22, 2026.
One of the essential ways to save on airfare from Omaha to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 30% on airfare.
Weekly flight availability from Omaha to Chicago
Explore weekly flight availability from Omaha 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 September 22, 2026.
The most flights from OMA to CHI are scheduled on a Monday (45 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 on average).
How much does it cost to fly round-trip from Omaha to Chicago?
Airfare is below average for this route at the moment.
Omaha to Chicago flights typically cost between $284 and $448 in December.The cheapest round-trip price found within the last 5 days was $247 on Southwest (Dec 2-Dec 8).
How often are flights from Omaha to Chicago delayed?
About 12% of weekly flights between Omaha and Chicago have experienced delays in the past year, with the average delay time being 119 minutes.
What is the most punctual flight time for Omaha to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Omaha to Chicago flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.
How far ahead should I book a flight from Omaha to Chicago?
Booking 70 days in advance of your planned departure date is, on average, the best time to get cheap flights from Omaha 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 day to fly from Omaha to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Omaha to Chicago. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Omaha to Chicago flight should consider departing on Monday evenings 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 September 22, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Omaha 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.
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Omaha 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
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Omaha and Chicago flights
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Other flights from Omaha
Browse through other flights departing from Omaha. Flights are based on user searches made on Cheapflights and were last updated on September 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Omaha to Chicago
Discover the top 3 airlines that operate flights from Omaha 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 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$217 | Average$317 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$231 | Average$377 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$243 | Average$329 | FlexibilityNo cancel fee | On-time71% |