$97+ Cheap flights from Oklahoma 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — CHI
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Oklahoma 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
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Cheapest flights from Oklahoma to ChicagoExplore the most affordable flight options available from Oklahoma to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Oklahoma to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Expedia deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/210:16 pm -
Nonstop2h 29m
Mon 10/51:01 pm -
Nonstop2h 46m
Deal found 9/12![Frontier logo]()
$202
This Priceline deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:14 pm -
Nonstop2h 42m
Sun 10/186:20 am -
Nonstop2h 39m
Deal found 9/13![Frontier logo]()
$203
This Booking.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/910:08 pm -
Nonstop2h 23m
Tue 10/137:44 pm -
1 stop11h 16m
Deal found 9/16![Frontier logo]()
$204
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/201:08 pm -
1 stop10h 35m
Tue 10/276:42 pm -
1 stop12h 22m
Deal found 9/16![Frontier logo]()
$204
This Expedia deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Tue 10/138:27 pm -
1 stop27h 57m
Sat 10/176:30 am -
1 stop27h 02m
Deal found 9/16![Frontier logo]()
$205
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Tue 10/138:05 am -
1 stop15h 38m
Sat 10/173:30 pm -
Nonstop2h 42m
Deal found 9/16![Frontier logo]()
$205
This Booking.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Thu 10/159:10 pm -
1 stop12h 11m
Thu 10/226:20 am -
Nonstop2h 39m
Deal found 9/16![Frontier logo]()
$206
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/211:08 pm -
1 stop10h 35m
Fri 10/231:12 pm -
Nonstop2h 33m
Deal found 9/15![Frontier logo]()
$206
This eDestinos deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:48 pm -
2 stops19h 32m
Sat 10/1012:37 pm -
Nonstop2h 43m
Deal found 9/15![Frontier logo]()
$207
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/59:36 am -
Nonstop2h 23m
Sat 10/106:21 am -
1 stop5h 52m
Deal found 9/15![Frontier logo]()
$207
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Sat 10/179:10 pm -
1 stop12h 11m
Mon 10/196:20 am -
Nonstop2h 39m
Deal found 9/15![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:08 pm -
Nonstop2h 23m
Thu 10/156:20 am -
Nonstop2h 39m
Deal found 9/16![Frontier logo]()
$209
Best flights from Oklahoma to ChicagoDiscover carefully curated flight deals from Oklahoma to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Oklahoma to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/106:19 pm -
Nonstop2h 11m
Tue 10/138:00 pm -
Nonstop1h 59m
Deal found 9/16![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/71:36 pm -
1 stop4h 24m
Wed 10/145:09 pm -
1 stop7h 13m
Deal found 9/15![Delta logo]()
$253
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/2011:35 am -
2 stops7h 55m
Tue 10/276:05 am -
1 stop8h 15m
Deal found 9/14![Southwest logo]()
$266
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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
Fri 10/236:30 am -
1 stop13h 12m
Deal found 9/16![Frontier logo]()
$307
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/135:54 pm -
Nonstop2h 06m
Mon 11/1611:30 am -
Nonstop1h 56m
Deal found 9/16![American Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/510:01 pm -
1 stop12h 32m
Sun 11/81:08 pm -
1 stop7h 31m
Deal found 9/12![Multiple Airlines logo]()
$342
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/215:15 am -
1 stop6h 01m
Wed 10/213:40 pm -
Nonstop2h 39m
Deal found 9/15![United Airlines logo]()
$243
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/135:30 am -
2 stops7h 17m
Sat 10/179:29 am -
1 stop4h 36m
Deal found 9/16![Delta logo]()
$258
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/317:05 am -
1 stop6h 35m
Sat 11/77:10 pm -
Nonstop2h 10m
Deal found 9/16![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/64:00 pm -
1 stop5h 05m
Tue 10/138:55 pm -
Nonstop2h 10m
Deal found 9/15![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/216:00 am -
2 stops10h 32m
Wed 10/281:55 pm -
2 stops8h 44m
Deal found 9/15![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/125:15 am -
Nonstop1h 45m
Wed 10/145:40 am -
1 stop5h 15m
Deal found 9/15![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/25:25 pm -
1 stop6h 27m
Sat 12/53:55 pm -
1 stop7h 11m
Deal found 9/16![Delta logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:27 pm -
1 stop27h 57m
Fri 10/238:01 pm -
2 stops23h 31m
Deal found 9/16![Frontier logo]()
$353
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/191:17 pm -
Nonstop2h 26m
Fri 10/233:35 pm -
Nonstop2h 30m
Deal found 9/16![United Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/245:10 am -
Nonstop1h 55m
Tue 10/2710:10 am -
2 stops6h 10m
Deal found 9/15![Southwest logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:11 pm -
1 stop13h 16m
Sun 10/189:33 pm -
2 stops26h 42m
Deal found 9/16![Multiple Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/164:48 pm -
1 stop6h 06m
Wed 11/186:00 am -
1 stop6h 13m
Deal found 9/15![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1612:59 pm -
1 stop6h 06m
Wed 11/186:49 am -
1 stop5h 24m
Deal found 9/15![Delta logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:11 pm -
1 stop13h 16m
Sun 10/2510:20 am -
1 stop10h 34m
Deal found 9/15![Multiple Airlines logo]()
$369
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.
Wed 11/117:00 am -
Nonstop2h 06m
Sun 11/157:00 am -
1 stop5h 58m
Deal found 9/17![United Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/273:05 pm -
Nonstop1h 55m
Thu 10/2910:25 pm -
Nonstop2h 10m
Deal found 9/14![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/285:20 am -
2 stops11h 20m
Thu 10/295:27 am -
2 stops8h 37m
Deal found 9/16![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/233:09 pm -
1 stop7h 01m
Sun 10/255:16 pm -
1 stop5h 30m
Deal found 9/16![American Airlines logo]()
$463
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/107:15 am -
Nonstop2h 25m
Sun 10/116:00 am -
1 stop6h 52m
Deal found 9/15![United Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/54:53 pm -
1 stop5h 51m
Tue 10/61:27 pm -
2 stops9h 12m
Deal found 9/15![Delta logo]()
$282
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.
Tue 11/176:00 am -
1 stop5h 02m
Fri 11/209:00 am -
1 stop5h 51m
Deal found 9/17![American Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/54:53 pm -
1 stop7h 06m
Tue 10/61:55 pm -
2 stops8h 44m
Deal found 9/15![Delta logo]()
$282
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:09 pm -
1 stop6h 21m
Sat 10/176:55 am -
1 stop7h 44m
Deal found 9/13![American Airlines logo]()
$463
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/165:49 pm -
Nonstop2h 31m
Sun 10/259:27 pm -
Nonstop2h 27m
Deal found 9/15![United Airlines logo]()
$388
Last-minute flights from Oklahoma to ChicagoDiscover last-minute flight deals from Oklahoma to Chicago. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Oklahoma to Chicago. Data last updated September 17, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/210:16 pm -
Nonstop2h 29m
Mon 10/51:01 pm -
Nonstop2h 46m
Deal found 9/12![Frontier logo]()
$202
This eDestinos deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:48 pm -
2 stops19h 32m
Sat 10/1012:37 pm -
Nonstop2h 43m
Deal found 9/15![Frontier logo]()
$207
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/59:36 am -
Nonstop2h 23m
Sat 10/106:21 am -
1 stop5h 52m
Deal found 9/15![Frontier logo]()
$207
This FlightHub deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/74:48 pm -
Nonstop2h 43m
Tue 10/1312:37 pm -
Nonstop2h 43m
Deal found 9/16![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:08 pm -
Nonstop2h 23m
Thu 10/156:20 am -
Nonstop2h 39m
Deal found 9/16![Frontier logo]()
$209
This Expedia deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Tue 10/138:27 pm -
1 stop27h 57m
Sat 10/176:30 am -
1 stop27h 02m
Deal found 9/16![Frontier logo]()
$205
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Tue 10/138:05 am -
1 stop15h 38m
Sat 10/173:30 pm -
Nonstop2h 42m
Deal found 9/16![Frontier logo]()
$205
This Priceline deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:14 pm -
Nonstop2h 42m
Sun 10/186:20 am -
Nonstop2h 39m
Deal found 9/13![Frontier logo]()
$203
This Booking.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Thu 10/159:10 pm -
1 stop12h 11m
Thu 10/226:20 am -
Nonstop2h 39m
Deal found 9/16![Frontier logo]()
$206
This Super.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/179:55 pm -
Nonstop2h 34m
Sun 10/186:20 am -
Nonstop2h 39m
Deal found 9/16![Frontier logo]()
$208
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/201:08 pm -
1 stop10h 35m
Tue 10/276:42 pm -
1 stop12h 22m
Deal found 9/16![Frontier logo]()
$204
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/211:08 pm -
1 stop10h 35m
Fri 10/231:12 pm -
Nonstop2h 33m
Deal found 9/15![Frontier logo]()
$206
One-way flights from Oklahoma to ChicagoSearch for one-way flight options from Oklahoma to Chicago. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Oklahoma to Chicago. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This CheapOair deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/138:27 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 -
1 stop28h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$105
This deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:52 pm -
Nonstop2h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:14 pm -
Nonstop2h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/1412:14 pm -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$113
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/139:10 pm -
1 stop26h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/165:34 am -
Nonstop2h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/288:05 am -
2 stops24h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/145:56 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$116
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/76:00 am -
Nonstop2h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$117
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/67:48 pm -
1 stop22h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$117
Find flight deals from Oklahoma to Chicago
Keep the following information in mind while searching for Oklahoma to Chicago flight deals. Data was last updated September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $202 (Expedia) |
One-way from | $97 (CheapOair) |
Popular in | June |
Cheapest in | January |
Average price | $353 |
Good round-trip deal | $338 or less |
Good one-way deal | $195 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Oklahoma 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 17, 2026.
Use the filters below to find and compare flights from Oklahoma to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DallasChicago
DFW Dallas/Fort Worth - ORD Chicago O'Hare Intl
DFWORD
Dallas/Fort Worth
Sat 10/17
7:00 am-9:42 am
Nonstop2h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 10/10
11:47 am-6:00 pm
1 stop6h 13m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Wed 11/18
12:59 pm-8:49 pm
1 stop7h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$130
DallasChicago
DFW Dallas/Fort Worth - ORD Chicago O'Hare Intl
DFWORD
Dallas/Fort Worth
Tue 10/13
7:05 am-4:32 pm
2 stops9h 27m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
DallasChicago
DFW Dallas/Fort Worth - ORD Chicago O'Hare Intl
DFWORD
Dallas/Fort Worth
Wed 10/14
11:47 am-8:38 pm
2 stops8h 51m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 10/17
6:45 am-6:00 pm
2 stops11h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Tue 10/13
11:47 am-10:33 pm
2 stops10h 46m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Sat 11/14
6:00 am-4:18 pm
2 stops10h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Tue 11/17
6:00 am-2:55 pm
2 stops8h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Tue 11/17
7:27 am-11:50 am
1 stop4h 23m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oklahoma to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Oklahoma with our price prediction graph.
DFW-ORD
DFW-MDW
TUL-ORD
TUL-MDW
OKC-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 Oklahoma to Chicago
USOK-CHI
DFW-ORD
DFW-MDW
TUL-ORD
TUL-MDW
What is the cheapest month to book a flight from Oklahoma to Chicago?
Currently, October is the cheapest month in which you can book a flight from Oklahoma to Chicago (average of $347). Flying from Oklahoma to Chicago in July is currently the most expensive (average of $443). 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 OK to CHI?
Find hourly flight availability from Oklahoma 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 17, 2026.
It’s optimal to fly from Oklahoma to Chicago in the morning. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Oklahoma to Chicago
Explore weekly flight availability from Oklahoma 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 17, 2026.
The most flights from USOK to CHI are scheduled on a Tuesday (28 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (21 on average).
How much does it cost to fly round-trip from Oklahoma to Chicago?
Airfare is below average for this route at the moment.
Oklahoma to Chicago flights typically cost between $303 and $493 in October.The cheapest round-trip price found within the last 5 days was $221 on Frontier (Oct 22-Oct 24).
How far ahead should I book a flight from Oklahoma to Chicago?
The price you pay for your flight from Oklahoma to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 77 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Oklahoma to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Oklahoma to Chicago. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Oklahoma to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Oklahoma 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
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
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Complete your trip
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Alternative routes for Oklahoma 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 September 17, 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 Oklahoma to Chicago by cabin class
Find flights from Oklahoma to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oklahoma and Chicago flights
Browse other Oklahoma and Chicago flight options. Last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Oklahoma to Chicago flights
Consider these flights traveling from Oklahoma to Chicago.
Top 4 airlines flying from Oklahoma to Chicago
Discover the top 4 airlines that operate flights from Oklahoma 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 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$166 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$387 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$195 | Average$393 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$231 | Average$403 | FlexibilityNo cancel fee | On-time63% |