How does KAYAK find such low prices on flights from Oklahoma to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oklahoma to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oklahoma to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Oklahoma is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Oklahoma to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Oklahoma with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oklahoma to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Oklahoma up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$109 CHEAP FLIGHTS from Oklahoma to Chicago

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Cheap Flights from Oklahoma to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Oklahoma to Chicago

Tue, Nov 10 - Tue, Nov 17

8:19 pm - 12:21 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

28h 02m1 stop Denver Intl

6:30 am - 7:24 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

12h 54m1 stop Denver Intl

$206Frontier

Fri, Dec 4 - Mon, Dec 7

8:29 pm - 12:54 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

28h 25m1 stop Denver Intl

7:25 am - 7:33 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

12h 08m1 stop Denver Intl

$215Frontier

Fri, Oct 30 - Tue, Nov 3

8:19 pm - 12:21 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

28h 02m1 stop Denver Intl

6:30 am - 7:24 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

12h 54m1 stop Denver Intl

$216Frontier

Thu, Oct 29 - Mon, Nov 2

6:00 am - 12:08 pmOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

6h 08m1 stop Dallas/Fort Worth

5:00 am - 10:21 amORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

5h 21m1 stop Dallas/Fort Worth

$260American Airlines

Thu, Dec 3 - Mon, Dec 7

6:57 am - 9:30 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 33mnonstop

6:14 pm - 8:54 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 40mnonstop

$289American Airlines

Thu, Dec 3 - Mon, Dec 7

5:20 am - 7:20 amOKC Oklahoma City Will Rogers World-MDW Chicago Midway

2h 00mnonstop

8:50 pm - 11:05 pmMDW Chicago Midway-OKC Oklahoma City Will Rogers World

2h 15mnonstop

$289Southwest

Mon, Dec 14 - Tue, Dec 15

3:30 pm - 5:25 pmOKC Oklahoma City Will Rogers World-MDW Chicago Midway

1h 55mnonstop

8:50 pm - 11:00 pmMDW Chicago Midway-OKC Oklahoma City Will Rogers World

2h 10mnonstop

$289Southwest

Mon, Dec 14 - Tue, Dec 15

10:00 am - 12:20 pmOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 20mnonstop

7:55 pm - 10:24 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 29mnonstop

$289United Airlines

Wed, Dec 23 - Wed, Dec 30

1:27 pm - 3:43 pmOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 16mnonstop

1:30 pm - 4:12 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 42mnonstop

$289United Airlines

Thu, Dec 3 - Mon, Dec 7

6:57 am - 9:30 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 33mnonstop

10:00 am - 12:40 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 40mnonstop

$289American Airlines

Recent last minute flight deals from Oklahoma to Chicago

Mon, Oct 19 - Tue, Nov 17

8:27 pm - 12:24 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

27h 57m1 stop Denver Intl

6:30 am - 7:24 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

12h 54m1 stop Denver Intl

$313Frontier

Mon, Oct 19 - Mon, Nov 9

8:27 pm - 12:24 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

27h 57m1 stop Denver Intl

6:30 am - 7:24 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

12h 54m1 stop Denver Intl

$314Frontier

Wed, Oct 21 - Wed, Oct 28

8:27 pm - 12:24 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

27h 57m1 stop Denver Intl

6:30 am - 7:24 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

12h 54m1 stop Denver Intl

$351Frontier

Tue, Oct 20 - Tue, Nov 3

5:36 pm - 7:49 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 13mnonstop

8:10 am - 10:20 amORD Chicago O'Hare Intl-TUL Tulsa

2h 10mnonstop

$381American Airlines

Tue, Oct 20 - Tue, Nov 3

5:36 pm - 7:49 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 13mnonstop

6:00 am - 12:02 pmORD Chicago O'Hare Intl-TUL Tulsa

6h 02m1 stop Dallas/Fort Worth

$391American Airlines

Tue, Oct 20 - Tue, Nov 3

6:43 pm - 11:59 pmTUL Tulsa-ORD Chicago O'Hare Intl

5h 16m1 stop Dallas/Fort Worth

1:44 pm - 7:23 pmORD Chicago O'Hare Intl-TUL Tulsa

5h 39m1 stop Dallas/Fort Worth

$401American Airlines

Mon, Oct 19 - Mon, Nov 9

5:05 am - 7:00 amOKC Oklahoma City Will Rogers World-MDW Chicago Midway

1h 55mnonstop

9:25 pm - 11:45 pmMDW Chicago Midway-OKC Oklahoma City Will Rogers World

2h 20mnonstop

$439Southwest

Mon, Oct 19 - Tue, Nov 17

5:05 am - 7:00 amOKC Oklahoma City Will Rogers World-MDW Chicago Midway

1h 55mnonstop

10:15 am - 12:25 pmMDW Chicago Midway-OKC Oklahoma City Will Rogers World

2h 10mnonstop

$439Southwest

Mon, Oct 19 - Tue, Nov 17

7:15 am - 9:40 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 25mnonstop

1:30 pm - 4:10 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 40mnonstop

$439United Airlines

Mon, Oct 19 - Mon, Nov 9

7:15 am - 9:40 amOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 25mnonstop

9:25 pm - 11:54 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 29mnonstop

$439United Airlines

Recent direct flight deals from Oklahoma to Chicago

Thu, Dec 3 - Fri, Dec 4

6:00 am - 8:19 amTUL Tulsa-ORD Chicago O'Hare Intl

2h 19mnonstop

7:15 pm - 9:30 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 15mnonstop

$289American Airlines

Mon, Nov 23 - Thu, Nov 26

7:48 pm - 10:00 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 12mnonstop

7:49 am - 10:06 amORD Chicago O'Hare Intl-TUL Tulsa

2h 17mnonstop

$289American Airlines

Thu, Dec 3 - Mon, Dec 7

5:20 am - 7:20 amOKC Oklahoma City Will Rogers World-MDW Chicago Midway

2h 00mnonstop

8:50 pm - 11:05 pmMDW Chicago Midway-OKC Oklahoma City Will Rogers World

2h 15mnonstop

$289Southwest

Mon, Dec 14 - Tue, Dec 15

3:30 pm - 5:25 pmOKC Oklahoma City Will Rogers World-MDW Chicago Midway

1h 55mnonstop

8:50 pm - 11:00 pmMDW Chicago Midway-OKC Oklahoma City Will Rogers World

2h 10mnonstop

$289Southwest

Mon, Dec 14 - Tue, Dec 15

10:00 am - 12:20 pmOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 20mnonstop

7:55 pm - 10:24 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 29mnonstop

$289United Airlines

Wed, Dec 23 - Wed, Dec 30

1:27 pm - 3:43 pmOKC Oklahoma City Will Rogers World-ORD Chicago O'Hare Intl

2h 16mnonstop

1:30 pm - 4:12 pmORD Chicago O'Hare Intl-OKC Oklahoma City Will Rogers World

2h 42mnonstop

$289United Airlines

Mon, Dec 14 - Wed, Dec 16

10:47 am - 1:03 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 16mnonstop

3:11 pm - 5:24 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 13mnonstop

$289American Airlines

Thu, Dec 3 - Mon, Dec 7

6:00 am - 8:19 amTUL Tulsa-ORD Chicago O'Hare Intl

2h 19mnonstop

4:41 pm - 6:53 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 12mnonstop

$289American Airlines

Thu, Nov 5 - Mon, Nov 9

5:05 am - 7:00 amOKC Oklahoma City Will Rogers World-MDW Chicago Midway

1h 55mnonstop

9:25 pm - 11:45 pmMDW Chicago Midway-OKC Oklahoma City Will Rogers World

2h 20mnonstop

$289Southwest

Mon, Dec 14 - Wed, Dec 16

10:15 am - 12:25 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 10mnonstop

12:55 pm - 3:09 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 14mnonstop

$297United Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$109

Best time to beat the crowds but there is an average 8% increase in price.

Most popular time to fly with an average 9% increase in price.

Flight from Oklahoma City to Chicago O'Hare Airport

Verified travelerFlew with American Airlines-Aug 2026

Even though Tulsa is usually not busy, it is better to pre-check in online to get your travel and award numbers into the system. You can always go to the counter agent. I like to print the ticket because when going out of country or when luggage is delayed, you can hand the information over to the customs or baggage service agent.

MoFlew with Southwest-Feb 2024

Eat before you go. No ggod food at Midway.

How does KAYAK find such low prices on flights from Oklahoma to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oklahoma to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oklahoma to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Oklahoma is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Oklahoma to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Oklahoma with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oklahoma to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Oklahoma up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$109 Find Cheap Flights from Oklahoma to Chicago - Compare and Save

Cheap Flights from Oklahoma to Chicago

Recent round-trip flight deals from Oklahoma to Chicago

Recent one-way flight deals from Oklahoma to Chicago

Recent last minute flight deals from Oklahoma to Chicago

Recent direct flight deals from Oklahoma to Chicago

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Flights from Oklahoma to Chicago: the best tips from KAYAK users

FAQs for booking flights from Oklahoma to Chicago

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Complete your trip to Chicago with a hotel stay or car rental

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