Illinois

$78+ Cheap flights from Oklahoma to Illinois

OKC — ORD
Nov 29 — Dec 61
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Cheap flight deals from Oklahoma to Illinois

Cheapest flights from Oklahoma to Illinois

Wed 12/28:29 pm -
1 stop28h 24m
Mon 12/147:25 am -
1 stop12h 08m
Deal found 10/25$132
Sat 12/58:29 pm -
1 stop28h 25m
Wed 12/97:25 am -
1 stop12h 08m
Deal found 10/27$140
Wed 11/258:29 pm -
1 stop28h 24m
Wed 12/27:00 am -
1 stop12h 29m
Deal found 10/25$146
Fri 12/48:29 pm -
1 stop28h 25m
Mon 12/77:25 am -
1 stop12h 08m
Deal found 10/25$190
Thu 12/108:29 pm -
1 stop28h 25m
Mon 12/147:25 am -
1 stop12h 08m
Deal found 10/26$192
Fri 11/138:19 pm -
1 stop28h 02m
Sun 11/156:30 am -
1 stop12h 54m
Deal found 10/25$201
Fri 12/118:29 pm -
1 stop28h 25m
Mon 12/147:25 am -
1 stop12h 08m
Deal found 10/29$202
Sat 12/58:29 pm -
2 stops14h 03m
Tue 12/87:25 am -
1 stop12h 08m
Deal found 10/27$204
Sat 12/128:29 pm -
2 stops28h 39m
Tue 12/157:25 am -
1 stop12h 08m
Deal found 10/26$206
Thu 11/193:05 pm -
Nonstop1h 55m
Mon 11/239:25 pm -
Nonstop2h 05m
Deal found 10/27$243
Mon 12/1410:15 am -
Nonstop2h 10m
Wed 12/1612:55 pm -
Nonstop2h 14m
Deal found 10/27$243
Thu 11/265:10 am -
Nonstop1h 40m
Thu 12/37:05 am -
1 stop4h 10m
Deal found 10/28$249

Find flight deals from Oklahoma to Illinois

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(Kiwi.com)

One-way from

$78
(Trip.com)

Popular in

June

Cheapest in

August

Average price

$402

Good round-trip deal

$324 or less

Good one-way deal

$182 or less
Provider with most accurate pricing for Oklahoma City Will Rogers World-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Oklahoma City Will Rogers World-Chicago (CHI) flights.
From Oklahoma to Illinois
One-way flight from Oklahoma to Illinois
Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in October 2026
Price to beat on a round-trip flight from Oklahoma to Illinois.
Price to beat on a one-way flight from Oklahoma to Illinois.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Oklahoma to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl

OKCORD

Oklahoma City Will Rogers World

Wed 12/16

8:29 pm-12:26 am

1 stop27h 57m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$99

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl

OKCORD

Oklahoma City Will Rogers World

Wed 12/23

8:29 pm-12:26 am

1 stop27h 57m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$113
Quickest round-trip

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Tue 11/24

4:05 pm-5:50 pm

Nonstop1h 45m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$122

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Thu 11/19

6:09 am-8:20 am

Nonstop2h 11m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$122

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Sat 11/21

5:05 am-6:50 am

Nonstop1h 45m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$122

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl

OKCORD

Oklahoma City Will Rogers World

Tue 11/10

8:19 pm-12:21 am

1 stop28h 02m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$129

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - ORD Chicago O'Hare Intl

OKCORD

Oklahoma City Will Rogers World

Wed 12/16

2:15 pm-4:35 pm

Nonstop2h 20m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$130

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Sat 12/12

12:59 pm-8:15 pm

2 stops7h 16m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$137

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 12/3

5:25 pm-10:54 pm

1 stop5h 29m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$140

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Tue 12/8

10:55 am-5:05 pm

2 stops6h 10m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Oklahoma to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Oklahoma with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Oklahoma to Illinois

What is the cheapest month to book a flight from Oklahoma to Illinois?

Currently, April is the cheapest month in which you can book a flight from Oklahoma to Illinois (average of $349). Flying from Oklahoma to Illinois 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 IL?

A simple way to save on the total cost of your ticket is to fly from Oklahoma to Illinois in the morning. If you’re flexible enough to do this you can expect to save up to 23% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Oklahoma to Illinois?

Airfare is below average for this route at the moment.
Oklahoma to Illinois flights typically cost between $370 and $539 in December.
The cheapest round-trip price found within the last 5 days was $132 on Frontier (Dec 2-Dec 14).

How far ahead should I book a flight from Oklahoma to Illinois?

To ensure you get the cheapest price possible for a flight from Oklahoma to Illinois, you should look to book at least 77 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 to Illinois?

Travelers seeking maximum savings on their Oklahoma to Illinois flight should consider departing on Monday at noon 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.

Reviews of airlines servicing Illinois

See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Oklahoma to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Overall

7.9

Entertainment

7.4

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Overall

7.9

Entertainment

7.4

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Overall

7.9

Entertainment

7.4

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Overall

7.9

Entertainment

7.4

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • How long is the flight from Oklahoma to Illinois?

    A quick flight from Oklahoma to Illinois can take about 1h 45m. Southwest provides one of the quickest options available for as low as $249. There are 582 mi between Oklahoma and Illinois. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Oklahoma to Illinois one-way?

    One-way options have recently been found by users for as low as $84 on Frontier. Other airlines that offer cheap prices include American Airlines from $101 and United Airlines from $122 one-way.

  • Can I find deals for flights from Oklahoma to Illinois that include hotel bookings?

    Yes. In addition to deals on Oklahoma to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oklahoma to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oklahoma to Illinois.

  • Can I find deals for business class flights from Oklahoma to Illinois?

    Yes. Cheapflights offers flight deals from Oklahoma to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oklahoma to Illinois?

    Currently, April is the cheapest month in which you can book a flight from Oklahoma to Illinois (average of $349). Flying from Oklahoma to Illinois 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Oklahoma to Illinois

Top 3 airlines flying from Oklahoma to Illinois

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$177Average$400FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$431FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$231Average$408FlexibilityNo cancel feeOn-time63%

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