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.

$72 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, Sep 9 - Thu, Sep 10

5:50 am - 7:30 amTUL Tulsa-MDW Chicago Midway

1h 40mnonstop

10:25 am - 12:10 pmMDW Chicago Midway-TUL Tulsa

1h 45mnonstop

$177Southwest

Sat, Sep 19 - Thu, Sep 24

5:05 am - 6:45 amTUL Tulsa-MDW Chicago Midway

1h 40mnonstop

8:55 pm - 10:50 pmMDW Chicago Midway-TUL Tulsa

1h 55mnonstop

$177Southwest

Thu, Sep 10 - Sat, Sep 12

7:00 am - 9:03 amTUL Tulsa-ORD Chicago O'Hare Intl

2h 03mnonstop

3:29 pm - 5:36 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 07mnonstop

$177United Airlines

Wed, Oct 7 - Wed, Oct 7

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

2h 00mnonstop

8:00 pm - 9:59 pmORD Chicago O'Hare Intl-TUL Tulsa

1h 59mnonstop

$177United Airlines

Mon, Oct 26 - Thu, Oct 29

6:08 am - 8:20 amTUL Tulsa-ORD Chicago O'Hare Intl

2h 12mnonstop

10:15 pm - 12:22 amORD Chicago O'Hare Intl-TUL Tulsa

2h 07mnonstop

$177American Airlines

Thu, Sep 10 - Mon, Sep 14

7:25 pm - 9:44 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 19mnonstop

10:30 pm - 12:31 amORD Chicago O'Hare Intl-TUL Tulsa

2h 01mnonstop

$177American Airlines

Thu, Sep 10 - Mon, Sep 14

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

2h 29mnonstop

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

2h 46mnonstop

$188Frontier

Sat, Sep 12 - Mon, Sep 14

2:48 pm - 12:23 amDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

9h 35m1 stop Denver Intl

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

7h 17m1 stop Denver Intl

$188Frontier

Tue, Sep 22 - Sat, Sep 26

5:30 pm - 10:44 pmTUL Tulsa-MDW Chicago Midway

5h 14m1 stop Atlanta Hartsfield-Jackson

6:05 am - 12:00 pmMDW Chicago Midway-TUL Tulsa

5h 55m1 stop Atlanta Hartsfield-Jackson

$197Delta

Mon, Sep 21 - Sat, Oct 3

4:53 pm - 10:44 pmTUL Tulsa-MDW Chicago Midway

5h 51m1 stop Atlanta Hartsfield-Jackson

6:05 am - 12:00 pmMDW Chicago Midway-TUL Tulsa

5h 55m1 stop Atlanta Hartsfield-Jackson

$197Delta

Recent last minute flight deals from Oklahoma to Chicago

Sat, Aug 22 - Wed, Sep 2

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

4h 25m1 stop Kirksville Cannon Memorial

9:20 am - 12:12 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 52mnonstop

$218Multiple Airlines

Mon, Aug 24 - Thu, Sep 3

1:17 pm - 4:00 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 43mnonstop

9:20 am - 12:12 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 52mnonstop

$226Frontier

Sat, Aug 22 - Thu, Sep 3

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

4h 25m1 stop Kirksville Cannon Memorial

9:20 am - 12:12 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 52mnonstop

$231Multiple Airlines

Mon, Aug 24 - Thu, Sep 3

6:07 pm - 8:31 pmDFW Dallas/Fort Worth-MDW Chicago Midway

2h 24mnonstop

9:26 pm - 11:59 pmMDW Chicago Midway-DFW Dallas/Fort Worth

2h 33mnonstop

$231Frontier

Mon, Aug 24 - Thu, Aug 27

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

$283Contour

Sat, Aug 22 - Thu, Aug 27

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

$288Contour

Mon, Aug 24 - Sat, Oct 3

2:10 pm - 4:15 pmXNA Fayetteville Northwest Arkansas-ORD Chicago O'Hare Intl

2h 05mnonstop

11:40 am - 1:35 pmORD Chicago O'Hare Intl-XNA Fayetteville Northwest Arkansas

1h 55mnonstop

$334American Airlines

Mon, Aug 24 - Sat, Oct 3

6:28 pm - 12:18 amXNA Fayetteville Northwest Arkansas-ORD Chicago O'Hare Intl

5h 50m1 stop Dallas/Fort Worth

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

2h 00mnonstop

$344American Airlines

Mon, Aug 24 - Sat, Oct 3

4:59 pm - 9:47 pmXNA Fayetteville Northwest Arkansas-ORD Chicago O'Hare Intl

4h 48m1 stop Minneapolis St Paul

4:40 pm - 10:12 pmORD Chicago O'Hare Intl-XNA Fayetteville Northwest Arkansas

5h 32m1 stop Atlanta Hartsfield-Jackson

$354Delta

Mon, Aug 24 - Sat, Aug 29

6:00 am - 11:51 amXNA Fayetteville Northwest Arkansas-MDW Chicago Midway

5h 51m1 stop Atlanta Hartsfield-Jackson

4:39 pm - 11:56 pmMDW Chicago Midway-XNA Fayetteville Northwest Arkansas

7h 17m1 stop Atlanta Hartsfield-Jackson

$374Delta

Useful Info

Low season	January
High season	July
Cheapest flight	$72

Best time to beat the crowds but there is an average 3% increase in price.

Most popular time to fly with an average 12% 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

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Munster

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

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Return flight deals

Cabin class types available on flights to Oklahoma

First Class flights to Chicagofrom $562

Business Class flights to Chicagofrom $1,096

Premium Economy Class flights to Chicagofrom $509

Economy Class flights to Chicagofrom $177

$72 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

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Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Oklahoma

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

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Choose which airport to fly into in Chicago

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