$102+ 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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — CHI
Dec 10 — Dec 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 August or February, booked 47 days in advance, depart on a Thursday or Friday and return on a Thursday
Cheap flight deals from Oklahoma City to Chicago
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Best
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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 November 10, 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 November 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Tue 12/88:29 pm -
1 stop28h 25m
Tue 12/157:25 am -
1 stop12h 08m
Deal found 11/10![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Thu 12/38:29 pm -
1 stop28h 24m
Mon 12/77:25 am -
1 stop12h 08m
Deal found 11/6![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/308:29 pm -
1 stop27h 57m
Wed 1/66:10 am -
1 stop13h 24m
Deal found 11/6![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 12/28:29 pm -
1 stop28h 24m
Tue 12/87:25 am -
1 stop12h 08m
Deal found 11/10![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Sat 12/58:29 pm -
1 stop28h 25m
Mon 12/77:25 am -
1 stop12h 08m
Deal found 11/6![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Fri 12/48:29 pm -
1 stop28h 25m
Mon 12/77:25 am -
1 stop12h 08m
Deal found 11/6![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:29 pm -
2 stops28h 39m
Sat 12/127:25 am -
1 stop12h 08m
Deal found 11/7![Frontier logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:29 pm -
2 stops13h 55m
Wed 12/97:25 am -
1 stop12h 08m
Deal found 11/8![Frontier logo]()
$256
This CheapOair deal was found by Cheapflights users on 11/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/248:29 pm -
1 stop27h 57m
Sat 1/166:10 am -
1 stop13h 35m
Deal found 11/6![Frontier logo]()
$260
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/35:20 am -
Nonstop2h 00m
Mon 12/78:50 pm -
Nonstop2h 15m
Deal found 11/5![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 11/6. 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 12/127:27 am -
1 stop4h 32m
Mon 12/145:12 pm -
1 stop5h 53m
Deal found 11/6![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 11/7. 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.
Sat 12/512:40 pm -
Nonstop1h 55m
Sat 12/127:10 pm -
Nonstop2h 05m
Deal found 11/7![Southwest logo]()
$319
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 November 10, 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 November 10, 2026.
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/167:00 am -
Nonstop2h 18m
Thu 12/1710:01 am -
Nonstop2h 45m
Deal found 11/5![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 11/9. 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 12/512:40 pm -
Nonstop1h 55m
Thu 12/108:50 pm -
Nonstop2h 15m
Deal found 11/9![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/101:42 pm -
1 stop7h 11m
Sun 12/136:16 pm -
1 stop5h 47m
Deal found 11/5![Delta logo]()
$360
This Southwest deal was found by Cheapflights users on 11/9. 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 12/55:00 am -
Nonstop1h 55m
Mon 12/710:15 am -
Nonstop2h 10m
Deal found 11/9![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 2/112:25 pm -
Nonstop2h 18m
Sun 2/1410:25 am -
Nonstop2h 37m
Deal found 11/5![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 11/8. 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.
Thu 12/243:30 pm -
Nonstop1h 55m
Fri 1/110:15 am -
Nonstop2h 10m
Deal found 11/8![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 11/10. 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.
Thu 12/310:55 am -
2 stops6h 10m
Sat 12/510:20 am -
Nonstop2h 15m
Deal found 11/10![Southwest logo]()
$360
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Wed 12/2310:04 am -
Nonstop2h 25m
Tue 12/291:30 pm -
Nonstop2h 42m
Deal found 11/6![United Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/215:59 pm -
Nonstop2h 25m
Tue 12/2910:01 am -
Nonstop2h 45m
Deal found 11/9![United Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 11/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/151:00 pm -
1 stop5h 32m
Tue 4/206:00 am -
1 stop5h 21m
Deal found 11/9![Delta logo]()
$538
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/236:45 am -
Nonstop2h 25m
Sat 12/265:58 pm -
1 stop5h 32m
Deal found 11/5![United Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 42m
Sat 12/510:36 am -
1 stop7h 38m
Deal found 11/5![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 11/6. 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 2/108:10 am -
1 stop5h 17m
Sun 2/147:00 am -
2 stops10h 22m
Deal found 11/6![Delta logo]()
$584
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/221:27 pm -
Nonstop2h 16m
Sat 12/265:58 pm -
1 stop5h 32m
Deal found 11/9![United Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 11/8. 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.
Mon 11/236:35 am -
1 stop5h 54m
Sat 11/289:25 pm -
Nonstop2h 29m
Deal found 11/8![United Airlines logo]()
$546
Last-minute flights from Oklahoma City to ChicagoDiscover last-minute flight deals from Oklahoma City to Chicago. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Oklahoma City to Chicago. Data last updated November 10, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 11/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:19 pm -
1 stop28h 02m
Fri 11/206:40 am -
1 stop12h 49m
Deal found 11/9![Frontier logo]()
$415
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:10 pm -
Nonstop2h 29m
Thu 11/269:55 am -
Nonstop2h 40m
Deal found 11/5![American Airlines logo]()
$416
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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.
Wed 11/188:19 pm -
2 stops32h 54m
Thu 11/2610:00 pm -
2 stops21h 29m
Deal found 11/5![Frontier logo]()
$474
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Wed 11/1810:09 am -
Nonstop2h 20m
Wed 11/181:30 pm -
Nonstop2h 40m
Deal found 11/6![United Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/1910:09 am -
Nonstop2h 20m
Mon 11/238:50 am -
Nonstop2h 50m
Deal found 11/5![United Airlines logo]()
$537
This Delta deal was found by Cheapflights users on 11/6. 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 12/25:25 pm -
1 stop5h 29m
Sat 12/511:28 am -
1 stop6h 46m
Deal found 11/6![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/35:20 am -
Nonstop2h 00m
Mon 12/78:50 pm -
Nonstop2h 15m
Deal found 11/5![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 11/8. 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.
Thu 12/310:55 am -
2 stops6h 10m
Sat 12/510:20 am -
Nonstop2h 15m
Deal found 11/8![Southwest logo]()
$345
This Southwest deal was found by Cheapflights users on 11/7. 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.
Sat 12/512:40 pm -
Nonstop1h 55m
Sat 12/127:10 pm -
Nonstop2h 05m
Deal found 11/7![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 11/9. 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 12/55:00 am -
Nonstop1h 55m
Mon 12/710:15 am -
Nonstop2h 10m
Deal found 11/9![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 11/10. 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 12/810:55 am -
2 stops6h 10m
Tue 12/1510:15 am -
Nonstop2h 10m
Deal found 11/10![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 11/6. 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 12/127:27 am -
1 stop4h 32m
Mon 12/145:12 pm -
1 stop5h 53m
Deal found 11/6![Delta logo]()
$317
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 November 10, 2026.
Search for one-way flight options from Oklahoma City to Chicago. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Kissandfly.com deal was found by Cheapflights users on 11/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/48:29 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 2/168:29 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Frontier logo]()
$108
This CheapOair deal was found by Cheapflights users on 11/7. 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.
Sat 2/68:29 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/118:29 pm -
1 stop28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Frontier logo]()
$127
This CheapOair deal was found by Cheapflights users on 11/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/238:29 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 2/178:29 pm -
2 stops19h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Frontier logo]()
$136
This Trip.com deal was found by Cheapflights users on 11/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/218:29 pm -
1 stop27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/98:29 pm -
1 stop28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Frontier logo]()
$145
This Southwest deal was found by Cheapflights users on 11/10. 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 12/153:30 pm -
Nonstop1h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/10![Southwest logo]()
$165
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/155:25 pm -
1 stop5h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/10![Delta logo]()
$175
This Southwest deal was found by Cheapflights users on 11/7. 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.
Mon 12/216:15 am -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 11/9. 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.
Fri 1/1511:05 am -
1 stop6h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Southwest logo]()
$195
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 November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $195 (Kiwi.com) |
One-way from | $102 (Kissandfly.com) |
Popular in | June |
Cheapest in | August |
Average price | $419 |
Good round-trip deal | $362 or less |
Good one-way deal | $218 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 November 10, 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
Sat 2/6
8:29 pm-12:55 am
2 stops28h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Fri 12/18
8:29 pm-12:57 am
1 stop28h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Sat 12/19
6:37 pm-11:59 pm
1 stop5h 22m
Chicago O'Hare Intl
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
Mon 12/21
8:29 pm-5:49 am
2 stops33h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Wed 12/23
6:00 am-11:00 am
1 stop5h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$170
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Fri 12/18
10:04 am-12:29 pm
Nonstop2h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$173
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Tue 12/15
10:55 am-5:05 pm
2 stops6h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$175
Quickest round-trip
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
$175
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - MDW Chicago Midway
OKCMDW
Oklahoma City Will Rogers World
Fri 1/15
3:30 pm-5:30 pm
Nonstop2h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$185
Oklahoma CityChicago
OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl
OKCORD
Oklahoma City Will Rogers World
Wed 12/9
6:00 pm-8:20 pm
Nonstop2h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$210
Showing 1-10 of 32 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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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, August is the cheapest month in which you can book a flight from Oklahoma City to Chicago (average of $356). Flying from Oklahoma City to Chicago in November is currently the most expensive (average of $460). 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 November 10, 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 21% 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 November 10, 2026.
The most flights from OKC to CHI are scheduled on a Monday (29 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 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 $308 and $562 in December.The cheapest round-trip price found within the last 5 days was $195 on Frontier (Dec 8-Dec 15).
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 November 7, 2026.
Travelers seeking maximum savings on their Oklahoma City to Chicago flight should consider departing on Friday 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 November 10, 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.
Entertainment
7.4
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
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
Merrillville
Lansing
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 November 10, 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 City to Chicago by cabin class
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 November 10, 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 November 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Oklahoma City to Chicago
Discover the top 3 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 November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$240 | Average$430 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$257 | Average$400 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$424 | FlexibilityNo cancel fee | On-time69% |