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.

$83 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

Wed, Oct 21 - Sun, Oct 25

12:12 pm - 2:35 pmDFW Dallas/Fort Worth-MDW Chicago Midway

2h 23mnonstop

1:12 pm - 3:45 pmMDW Chicago Midway-DFW Dallas/Fort Worth

2h 33mnonstop

$180Frontier

Sat, Oct 17 - Mon, Oct 19

12:12 pm - 2:35 pmDFW Dallas/Fort Worth-MDW Chicago Midway

2h 23mnonstop

1:12 pm - 3:45 pmMDW Chicago Midway-DFW Dallas/Fort Worth

2h 33mnonstop

$195Frontier

Sat, Oct 10 - Sat, Oct 17

5:30 am - 3:03 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

9h 33m1 stop Minneapolis St Paul

12:37 pm - 3:20 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 43mnonstop

$211Multiple Airlines

Thu, Oct 22 - Mon, Oct 26

11:39 am - 6:43 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

7h 04m1 stop Minneapolis St Paul

6:20 am - 8:59 amORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 39mnonstop

$230Multiple Airlines

Sat, Oct 17 - Tue, Oct 20

10:38 am - 1:15 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 37mnonstop

7:50 pm - 10:28 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 38mnonstop

$233United Airlines

Wed, Oct 14 - Wed, Oct 21

7:00 am - 9:42 amDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 42mnonstop

7:50 pm - 10:28 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 38mnonstop

$233United Airlines

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

$241American Airlines

Tue, Oct 20 - Tue, Oct 27

5:10 am - 6:55 amTUL Tulsa-MDW Chicago Midway

1h 45mnonstop

8:50 pm - 10:40 pmMDW Chicago Midway-TUL Tulsa

1h 50mnonstop

$241Southwest

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

$251American Airlines

Tue, Oct 20 - Tue, Oct 27

3:00 pm - 4:45 pmTUL Tulsa-MDW Chicago Midway

1h 45mnonstop

6:05 am - 1:20 pmMDW Chicago Midway-TUL Tulsa

7h 15m1 stop Denver Intl

$251Southwest

Recent last minute flight deals from Oklahoma to Chicago

Fri, Sep 18 - Mon, Oct 5

10:16 pm - 12:45 amDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 29mnonstop

6:00 am - 8:41 amORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 41mnonstop

$212Frontier

Sun, Sep 20 - Thu, Oct 1

9:54 pm - 10:20 amDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

12h 26m1 stop Orlando

1:01 pm - 3:47 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 46mnonstop

$212Frontier

Thu, Sep 17 - Wed, Sep 30

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

6:00 am - 8:41 amORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 41mnonstop

$232Multiple Airlines

Thu, Sep 17 - Wed, Sep 30

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

6:30 am - 1:47 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

7h 17m1 stop Denver Intl

$247Multiple Airlines

Thu, Sep 17 - Thu, Sep 24

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

2:40 pm - 7:15 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

4h 35m1 stop Kirksville Cannon Memorial

$279Contour

Thu, Sep 17 - Mon, Sep 21

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

2:40 pm - 7:15 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

4h 35m1 stop Kirksville Cannon Memorial

$279Contour

Fri, Sep 18 - Fri, Sep 25

7:00 am - 9:10 amXNA Fayetteville Northwest Arkansas-ORD Chicago O'Hare Intl

2h 10mnonstop

6:45 pm - 8:45 pmORD Chicago O'Hare Intl-XNA Fayetteville Northwest Arkansas

2h 00mnonstop

$374American Airlines

Fri, Sep 18 - Fri, Sep 25

12:53 pm - 8:29 pmXNA Fayetteville Northwest Arkansas-ORD Chicago O'Hare Intl

7h 36m1 stop Dallas/Fort Worth

6:45 pm - 8:45 pmORD Chicago O'Hare Intl-XNA Fayetteville Northwest Arkansas

2h 00mnonstop

$384American Airlines

Thu, Sep 17 - Sat, Sep 19

7:30 am - 9:37 amXNA Fayetteville Northwest Arkansas-ORD Chicago O'Hare Intl

2h 07mnonstop

12:00 pm - 1:55 pmORD Chicago O'Hare Intl-XNA Fayetteville Northwest Arkansas

1h 55mnonstop

$409United Airlines

Thu, Sep 17 - Tue, Sep 22

7:30 am - 9:37 amXNA Fayetteville Northwest Arkansas-ORD Chicago O'Hare Intl

2h 07mnonstop

9:20 pm - 11:20 pmORD Chicago O'Hare Intl-XNA Fayetteville Northwest Arkansas

2h 00mnonstop

$409United Airlines

Useful Info

Low season	December
High season	July
Cheapest flight	$83

Best time to beat the crowds with an average 3% drop in price.

Most popular time to fly with an average 11% increase in price.

Flight from Dallas/Fort Worth Airport 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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$83 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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More options for your flight to Chicago

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

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