$78+ Cheap flights from Oklahoma City (OKC) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — CHI
Sep 10 — Sep 171
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 September or January, booked 79 days in advance, depart on a Friday or Thursday 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 August 11, 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 August 11, 2026.
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/165:45 am -
Nonstop2h 00m
Sat 9/196:25 pm -
Nonstop2h 10m
Deal found 8/6![Southwest logo]()
$261
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:27 pm -
Nonstop2h 21m
Mon 9/147:45 pm -
Nonstop2h 21m
Deal found 8/7![United Airlines logo]()
$261
This CheapOair deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/118:30 pm -
1 stop27h 53m
Sun 9/138:55 pm -
1 stop16h 42m
Deal found 8/7![Frontier logo]()
$263
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/319:50 am -
2 stops6h 45m
Tue 11/33:45 pm -
2 stops6h 20m
Deal found 8/9![Southwest logo]()
$264
This CheapOair deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:30 pm -
1 stop27h 53m
Sat 9/267:32 pm -
1 stop18h 05m
Deal found 8/8![Frontier logo]()
$264
This CheapOair deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:55 pm -
1 stop23h 07m
Sat 8/292:41 pm -
1 stop24h 18m
Deal found 8/7![Frontier logo]()
$265
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/83:20 pm -
Nonstop1h 50m
Tue 9/1510:30 am -
2 stops10h 25m
Deal found 8/10![Southwest logo]()
$266
This Trip.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/37:55 pm -
1 stop23h 07m
Thu 9/108:55 pm -
1 stop16h 42m
Deal found 8/6![Frontier logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:30 pm -
2 stops28h 15m
Sat 9/126:30 am -
1 stop13h 05m
Deal found 8/6![Frontier logo]()
$267
This Trip.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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
Wed 10/76:30 am -
1 stop13h 05m
Deal found 8/10![Frontier logo]()
$268
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:00 pm -
1 stop6h 36m
Sat 9/126:05 am -
1 stop4h 56m
Deal found 8/8![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/37:45 am -
1 stop7h 14m
Sun 9/66:00 am -
1 stop5h 00m
Deal found 8/7![Delta logo]()
$269
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 August 11, 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 August 11, 2026.
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/81:17 pm -
Nonstop2h 26m
Thu 10/88:10 pm -
Nonstop2h 21m
Deal found 8/6![United Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 11/164:25 pm -
1 stop6h 10m
Wed 11/1810:15 am -
Nonstop2h 10m
Deal found 8/6![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 12/25:30 pm -
1 stop5h 26m
Sat 12/511:28 am -
1 stop6h 46m
Deal found 8/6![Delta logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:30 pm -
2 stops23h 11m
Sun 9/136:30 am -
1 stop13h 05m
Deal found 8/10![Frontier logo]()
$361
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:50 am -
2 stops8h 25m
Mon 9/288:55 pm -
Nonstop2h 05m
Deal found 8/6![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 11/35:20 am -
Nonstop2h 00m
Fri 11/69:25 pm -
Nonstop2h 15m
Deal found 8/10![Southwest logo]()
$281
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/237:19 am -
Nonstop2h 26m
Sun 9/278:10 pm -
Nonstop2h 21m
Deal found 8/10![United Airlines logo]()
$318
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/139:15 am -
Nonstop2h 35m
Tue 9/151:30 pm -
Nonstop2h 31m
Deal found 8/6![United Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/95:45 am -
Nonstop2h 00m
Wed 9/168:20 pm -
Nonstop2h 05m
Deal found 8/10![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/235:45 am -
Nonstop2h 00m
Wed 9/308:20 pm -
Nonstop2h 05m
Deal found 8/10![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:05 pm -
1 stop4h 45m
Mon 9/145:30 pm -
1 stop5h 25m
Deal found 8/7![Southwest logo]()
$317
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:19 am -
Nonstop2h 26m
Fri 8/281:35 pm -
Nonstop2h 31m
Deal found 8/7![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:17 am -
1 stop4h 22m
Tue 9/158:55 am -
2 stops7h 32m
Deal found 8/6![Delta logo]()
$545
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/297:00 am -
1 stop7h 10m
Sat 9/56:25 pm -
Nonstop2h 10m
Deal found 8/8![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 12/27:27 am -
2 stops11h 35m
Sat 12/510:32 am -
1 stop7h 42m
Deal found 8/7![Delta logo]()
$545
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:27 pm -
Nonstop2h 21m
Sun 9/139:20 pm -
Nonstop2h 19m
Deal found 8/10![United Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/111:20 pm -
1 stop7h 36m
Sat 9/1210:44 am -
2 stops9h 46m
Deal found 8/6![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:40 am -
2 stops8h 50m
Fri 8/285:30 am -
1 stop4h 52m
Deal found 8/7![Delta logo]()
$591
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 am -
2 stops14h 01m
Sun 9/135:00 am -
1 stop5h 50m
Deal found 8/10![United Airlines logo]()
$547
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/205:00 am -
1 stop5h 15m
Thu 9/245:53 pm -
1 stop5h 22m
Deal found 8/8![United Airlines logo]()
$557
Last-minute flights from Oklahoma City to ChicagoDiscover last-minute flight deals from Oklahoma City to Chicago. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Oklahoma City to Chicago. Data last updated August 11, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:55 pm -
1 stop23h 07m
Sat 8/292:41 pm -
1 stop24h 18m
Deal found 8/7![Frontier logo]()
$265
This Trip.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/37:55 pm -
1 stop23h 07m
Thu 9/108:55 pm -
1 stop16h 42m
Deal found 8/6![Frontier logo]()
$266
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/37:45 am -
1 stop7h 14m
Sun 9/66:00 am -
1 stop5h 00m
Deal found 8/7![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:00 pm -
1 stop6h 36m
Sat 9/126:05 am -
1 stop4h 56m
Deal found 8/8![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/812:05 pm -
2 stops8h 40m
Sat 9/122:15 pm -
2 stops6h 55m
Deal found 8/11![Southwest logo]()
$264
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/83:20 pm -
Nonstop1h 50m
Tue 9/1510:30 am -
2 stops10h 25m
Deal found 8/10![Southwest logo]()
$266
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/811:11 am -
Nonstop2h 27m
Tue 9/153:50 pm -
1 stop5h 15m
Deal found 8/10![American Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:30 pm -
2 stops28h 15m
Sat 9/126:30 am -
1 stop13h 05m
Deal found 8/6![Frontier logo]()
$267
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:27 pm -
Nonstop2h 21m
Mon 9/147:45 pm -
Nonstop2h 21m
Deal found 8/7![United Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:11 am -
1 stop7h 14m
Thu 9/176:00 pm -
Nonstop2h 22m
Deal found 8/11![American Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/165:45 am -
Nonstop2h 00m
Sat 9/196:25 pm -
Nonstop2h 10m
Deal found 8/6![Southwest logo]()
$261
This CheapOair deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:30 pm -
1 stop27h 53m
Sat 9/267:32 pm -
1 stop18h 05m
Deal found 8/8![Frontier logo]()
$264
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 August 11, 2026.
Search for one-way flight options from Oklahoma City to Chicago. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/131:56 pm -
1 stop20h 05m
Deal found 8/11![Frontier logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:30 pm -
1 stop27h 53m
Deal found 8/10![Frontier logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/121:56 pm -
1 stop20h 05m
Deal found 8/11![Frontier logo]()
$98
This Trip.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/58:20 pm -
1 stop17h 16m
Deal found 8/6![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:30 pm -
1 stop27h 53m
Deal found 8/10![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:30 pm -
1 stop27h 53m
Deal found 8/10![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/78:30 pm -
1 stop13h 31m
Deal found 8/11![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/83:20 pm -
Nonstop1h 50m
Deal found 8/10![Southwest logo]()
$117
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/99:15 am -
Nonstop2h 35m
Deal found 8/10![United Airlines logo]()
$117
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:30 am -
Nonstop2h 10m
Deal found 8/6![Southwest logo]()
$119
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/57:09 pm -
Nonstop2h 31m
Deal found 8/6![American Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 11/101:56 pm -
1 stop20h 05m
Deal found 8/11![Frontier logo]()
$121
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (Southwest) |
One-way from | $78 (Kiwi.com) |
Popular in | June |
Cheapest in | September |
Average price | $347 |
Good round-trip deal | $354 or less |
Good one-way deal | $190 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 2,558,603 searches. Data last updated August 11, 2026.
Use the filters below to find and compare flights from Oklahoma City to Chicago that are best for you.
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Cheapest round-trip
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Thu 10/8
1:17 pm-3:43 pm
Nonstop2h 26m
Chicago O'Hare Intl
Thu 10/8
8:10 pm-10:31 pm
Nonstop2h 21m
$261
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Mon 11/16
4:25 pm-10:35 pm
1 stop6h 10m
Chicago Midway
Wed 11/18
10:15 am-12:25 pm
Nonstop2h 10m
$271
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Sat 9/26
5:50 am-2:15 pm
2 stops8h 25m
Chicago Midway
Mon 9/28
8:55 pm-11:00 pm
Nonstop2h 05m
$276
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Wed 12/2
5:30 pm-10:56 pm
1 stop5h 26m
Chicago Midway
Sat 12/5
11:28 am-6:14 pm
1 stop6h 46m
$281
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Tue 11/3
5:20 am-7:20 am
Nonstop2h 00m
Chicago Midway
Fri 11/6
9:25 pm-11:40 pm
Nonstop2h 15m
$281
Quickest round-trip
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Wed 9/9
5:45 am-7:45 am
Nonstop2h 00m
Chicago Midway
Wed 9/16
8:20 pm-10:25 pm
Nonstop2h 05m
$302
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Wed 9/23
5:45 am-7:45 am
Nonstop2h 00m
Chicago Midway
Wed 9/30
8:20 pm-10:25 pm
Nonstop2h 05m
$302
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Thu 9/10
7:05 pm-11:50 pm
1 stop4h 45m
Chicago Midway
Mon 9/14
5:30 pm-10:55 pm
1 stop5h 25m
$317
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Wed 9/23
7:19 am-9:45 am
Nonstop2h 26m
Chicago O'Hare Intl
Sun 9/27
8:10 pm-10:31 pm
Nonstop2h 21m
$318
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Sun 9/13
9:15 am-11:50 am
Nonstop2h 35m
Chicago O'Hare Intl
Tue 9/15
1:30 pm-4:01 pm
Nonstop2h 31m
$332
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 August.
| 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, September is the cheapest month in which you can book a flight from Oklahoma City to Chicago (average of $330). 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 August 11, 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 27% 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 August 11, 2026.
The most flights from OKC to CHI are scheduled on a Monday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 $282 and $400 in September.The cheapest round-trip price found within the last 5 days was $261 on Southwest (Sep 16-Sep 19).
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 76 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 August 8, 2026.
Travelers seeking maximum savings on their Oklahoma City to Chicago flight should consider departing on Tuesday at noon when fares are most often at their lowest. Monday 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 August 11, 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.
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
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 August 11, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Oklahoma City to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oklahoma City and Chicago flights
Browse other Oklahoma City and Chicago flight options. Last updated on August 11, 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 August 11, 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 2,558,603 searches. Data last updated August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$248 | Average$393 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$396 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$281 | Average$473 | FlexibilityNo cancel fee | On-time63% |