$90+ Cheap flights from Oklahoma City (OKC) 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — CHI
Oct 24 — Oct 311
Round-trip
1 adult, Economy
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Find cheap flights from Oklahoma City 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 Oklahoma City Will Rogers World to Chicago are usually found in January or February, booked 79 days in advance, depart on a Thursday or Friday and return on a Wednesday
Cheap flight deals from Oklahoma City to Chicago
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Cheapest flights from Oklahoma City to ChicagoExplore the most affordable flight options available from Oklahoma City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
Explore the most affordable flight options available from Oklahoma City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:27 pm -
1 stop27h 57m
Wed 10/286:30 am -
1 stop12h 54m
Deal found 9/21![Frontier logo]()
$221
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.
Tue 10/208:27 pm -
1 stop27h 57m
Tue 10/276:30 am -
1 stop12h 54m
Deal found 9/22![Frontier logo]()
$223
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:19 pm -
1 stop28h 02m
Tue 11/36:30 am -
1 stop12h 54m
Deal found 9/21![Frontier logo]()
$233
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.
Mon 10/198:27 pm -
1 stop27h 57m
Mon 10/266:30 am -
1 stop13h 12m
Deal found 9/22![Frontier logo]()
$234
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:27 pm -
1 stop27h 57m
Mon 10/266:30 am -
1 stop13h 12m
Deal found 9/21![Frontier logo]()
$236
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:27 pm -
1 stop27h 57m
Sat 10/246:30 am -
1 stop13h 02m
Deal found 9/21![Frontier logo]()
$237
This Trip.com deal was found by Cheapflights users on 9/23. 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.
Sat 11/78:19 pm -
1 stop28h 02m
Sat 11/146:30 am -
1 stop12h 54m
Deal found 9/23![Frontier logo]()
$240
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:45 pm -
1 stop10h 31m
Mon 10/266:30 am -
1 stop13h 12m
Deal found 9/22![Frontier logo]()
$243
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:19 pm -
1 stop28h 02m
Fri 11/66:30 am -
1 stop12h 54m
Deal found 9/21![Frontier logo]()
$248
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:05 am -
Nonstop1h 55m
Thu 10/2910:25 pm -
Nonstop2h 10m
Deal found 9/22![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 9/23. 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 10/222:00 pm -
1 stop7h 15m
Mon 10/2610:25 pm -
Nonstop2h 10m
Deal found 9/23![Southwest logo]()
$307
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.
Wed 12/910:55 am -
2 stops6h 10m
Thu 12/1010:15 am -
Nonstop2h 10m
Deal found 9/18![Southwest logo]()
$308
Best flights from Oklahoma City to ChicagoDiscover carefully curated flight deals from Oklahoma City to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Oklahoma City to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
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.
Thu 11/121:06 pm -
Nonstop2h 24m
Sat 11/1411:45 am -
Nonstop2h 29m
Deal found 9/18![American Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/221:17 pm -
Nonstop2h 26m
Mon 10/269:25 pm -
Nonstop2h 29m
Deal found 9/23![United Airlines logo]()
$297
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 11/42:00 pm -
1 stop6h 00m
Wed 11/1110:15 am -
Nonstop2h 10m
Deal found 9/20![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 9/23. 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 11/91:39 pm -
1 stop7h 10m
Tue 11/103:59 pm -
1 stop7h 04m
Deal found 9/23![Delta logo]()
$317
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:44 pm -
3 stops24h 24m
Sun 11/16:08 pm -
2 stops25h 16m
Deal found 9/18![Multiple Airlines logo]()
$494
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 10/237:15 am -
Nonstop2h 25m
Mon 10/269:25 pm -
Nonstop2h 29m
Deal found 9/19![United Airlines logo]()
$310
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.
Fri 10/237:20 pm -
Nonstop2h 28m
Mon 10/268:14 am -
1 stop7h 43m
Deal found 9/18![American Airlines logo]()
$320
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.
Thu 10/225:05 am -
Nonstop1h 55m
Mon 10/2610:25 pm -
Nonstop2h 10m
Deal found 9/19![Southwest logo]()
$340
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.
Mon 11/231:19 pm -
Nonstop2h 19m
Sat 11/289:25 pm -
Nonstop2h 29m
Deal found 9/19![United Airlines logo]()
$353
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 12/105:21 am -
1 stop5h 08m
Sun 12/136:00 am -
1 stop6h 40m
Deal found 9/18![Delta logo]()
$390
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.
Thu 10/296:20 am -
1 stop4h 50m
Sun 11/19:25 pm -
Nonstop2h 15m
Deal found 9/18![Southwest logo]()
$380
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 11/17:25 am -
1 stop4h 15m
Tue 11/312:30 pm -
1 stop7h 47m
Deal found 9/21![Delta logo]()
$394
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 11/275:33 pm -
Nonstop2h 26m
Mon 11/309:25 pm -
Nonstop2h 29m
Deal found 9/22![United Airlines logo]()
$383
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 11/610:50 am -
2 stops6h 55m
Sun 11/85:55 am -
1 stop5h 15m
Deal found 9/19![Southwest logo]()
$408
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 10/97:15 am -
Nonstop2h 25m
Tue 10/139:16 am -
Nonstop2h 38m
Deal found 9/21![United Airlines logo]()
$402
This Southwest deal was found by Cheapflights users on 9/23. 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 10/159:15 pm -
1 stop8h 30m
Sat 10/176:35 am -
2 stops7h 15m
Deal found 9/23![Southwest logo]()
$408
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.
Thu 10/295:20 am -
1 stop6h 34m
Sun 11/16:04 am -
1 stop4h 58m
Deal found 9/19![Delta logo]()
$458
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.
Mon 11/235:50 pm -
1 stop6h 20m
Sat 11/289:25 pm -
Nonstop2h 20m
Deal found 9/19![Southwest logo]()
$410
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.
Wed 11/257:00 am -
Nonstop2h 18m
Mon 11/309:25 pm -
Nonstop2h 29m
Deal found 9/22![United Airlines logo]()
$426
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.
Wed 11/256:50 pm -
1 stop5h 15m
Sun 11/2911:15 pm -
Nonstop2h 20m
Deal found 9/21![Southwest logo]()
$466
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 10/66:00 am -
1 stop6h 10m
Sat 10/102:40 pm -
2 stops6h 40m
Deal found 9/21![Southwest logo]()
$530
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 9/297:15 am -
2 stops8h 45m
Tue 10/610:10 am -
2 stops6h 10m
Deal found 9/21![Southwest logo]()
$536
Last-minute flights from Oklahoma City to ChicagoDiscover last-minute flight deals from Oklahoma City to Chicago. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Oklahoma City to Chicago. Data last updated September 24, 2026 and is based on user searches.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:30 pm -
1 stop27h 53m
Tue 10/66:30 am -
1 stop13h 05m
Deal found 9/21![Frontier logo]()
$376
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 9/308:30 pm -
1 stop27h 53m
Fri 10/26:30 am -
1 stop13h 04m
Deal found 9/19![Frontier logo]()
$384
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:30 pm -
1 stop27h 53m
Wed 10/76:30 am -
1 stop13h 05m
Deal found 9/18![Frontier logo]()
$334
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.
Fri 10/28:30 pm -
1 stop27h 53m
Sun 10/48:55 pm -
1 stop16h 42m
Deal found 9/19![Frontier logo]()
$385
This Booking.com deal was found by Cheapflights users on 9/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:25 pm -
1 stop15h 13m
Mon 10/56:30 am -
1 stop13h 04m
Deal found 9/23![Frontier logo]()
$392
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.
Sat 10/38:30 pm -
1 stop27h 53m
Sat 10/106:30 am -
1 stop13h 02m
Deal found 9/19![Frontier logo]()
$310
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.
Sat 10/37:15 am -
Nonstop2h 25m
Sat 10/108:10 pm -
Nonstop2h 21m
Deal found 9/19![United Airlines logo]()
$401
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.
Thu 10/152:00 pm -
1 stop7h 15m
Tue 10/208:55 pm -
Nonstop2h 10m
Deal found 9/20![Southwest logo]()
$350
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.
Mon 10/192:00 pm -
2 stops6h 55m
Mon 10/265:15 am -
1 stop5h 05m
Deal found 9/20![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 9/23. 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 10/222:00 pm -
1 stop7h 15m
Mon 10/2610:25 pm -
Nonstop2h 10m
Deal found 9/23![Southwest logo]()
$307
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:15 pm -
Nonstop1h 55m
Mon 11/29:25 pm -
Nonstop2h 15m
Deal found 9/22![Southwest logo]()
$297
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:35 pm -
1 stop4h 50m
Mon 11/210:20 am -
Nonstop2h 15m
Deal found 9/22![Southwest logo]()
$320
One-way flights from Oklahoma City to ChicagoSearch for one-way flight options from Oklahoma City to Chicago. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Oklahoma City to Chicago. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:19 pm -
1 stop28h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$90
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/158:29 pm -
1 stop28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$92
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.
Wed 10/218:27 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$110
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:19 pm -
1 stop28h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$111
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 10/198:27 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$112
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:27 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$118
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:45 pm -
1 stop10h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$122
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:19 pm -
1 stop28h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$123
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:19 pm -
2 stops21h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$142
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:19 pm -
2 stops21h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$143
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:19 pm -
2 stops21h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$148
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:20 am -
Nonstop2h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$149
Find flight deals from Oklahoma City to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Oklahoma City (OKC) 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 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $221 (CheapOair) |
One-way from | $90 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $353 |
Good round-trip deal | $385 or less |
Good one-way deal | $201 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Oklahoma City 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 24, 2026.
Use the filters below to find and compare flights from Oklahoma City to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Thu 10/22
6:45 pm-5:16 am
1 stop10h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$122
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Thu 10/15
6:45 pm-5:16 am
1 stop10h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$128
Quickest round-trip
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Thu 11/12
5:05 am-7:00 am
Nonstop1h 55m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Thu 10/22
1:17 pm-3:43 pm
Nonstop2h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Mon 12/21
5:15 am-7:10 am
Nonstop1h 55m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Wed 10/21
1:17 pm-3:43 pm
Nonstop2h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Tue 10/20
7:25 am-11:47 am
1 stop4h 22m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Wed 10/21
5:23 pm-10:33 pm
1 stop5h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Thu 12/17
5:21 am-12:04 pm
1 stop6h 43m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Thu 12/24
2:06 pm-7:59 pm
1 stop5h 53m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Oklahoma City 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 Oklahoma City to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Oklahoma City-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oklahoma City-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oklahoma City-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oklahoma City-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 Oklahoma City-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 Oklahoma City to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Oklahoma City with our price prediction graph.
OKC-CHI
OKC-ORD
OKC-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 Oklahoma City to Chicago
OKC-CHI
OKC-ORD
OKC-MDW
What is the cheapest month to book a flight from Oklahoma City to Chicago?
Currently, January is the cheapest month in which you can book a flight from Oklahoma City to Chicago (average of $345). Flying from Oklahoma City to Chicago in July is currently the most expensive (average of $453). 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 OKC to CHI?
Find hourly flight availability from Oklahoma City 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 24, 2026.
One of the essential ways to save on airfare from Oklahoma City 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 26% on airfare.
Weekly flight availability from Oklahoma City to Chicago
Explore weekly flight availability from Oklahoma City 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 24, 2026.
The most flights from OKC to CHI are scheduled on a Wednesday (27 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (14 on average).
How much does it cost to fly round-trip from Oklahoma City to Chicago?
Airfare is below average for this route at the moment.
Oklahoma City to Chicago flights typically cost between $296 and $573 in October.The cheapest round-trip price found within the last 5 days was $221 on Frontier (Oct 21-Oct 28).
How far ahead should I book a flight from Oklahoma City to Chicago?
To ensure you get the cheapest price possible for a flight from Oklahoma City to Chicago, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Oklahoma City to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Oklahoma City to Chicago. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Oklahoma City to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday 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 24, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Oklahoma City 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.
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Oklahoma City 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
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Complete your trip
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Oklahoma City and Chicago flights
Browse other Oklahoma City and Chicago flight options. Last updated on September 24, 2026.
Other flights from Oklahoma City
Browse through other flights departing from Oklahoma City. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Oklahoma City to Chicago
Discover the top 4 airlines that operate flights from Oklahoma City 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 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$166 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$240 | Average$457 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$260 | Average$396 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$287 | Average$399 | FlexibilityNo cancel fee | On-time71% |