What is the cheapest airline that flies from Oklahoma to Chicago?

Southwest, Delta, and United Airlines are the most popular carriers operating from Oklahoma to Chicago

How long does it take to fly to Chicago?

Average flight duration from Oklahoma to Chicago depends on which airport you fly into and out of. Flying from Tulsa to Chicago O'Hare Intl Airport is 2h on average, while flying from Oklahoma City to Chicago O'Hare Intl Airport is 2h 19m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Oklahoma according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Oklahoma to Chicago on average per day?

The number of flights available between Oklahoma and Chicago is 169 per day as of June 2026. The most frequent departure time is 12:00PM, with 41% of daily flights leaving in the afternoon.

How many flights depart from Oklahoma to Chicago on average per week?

As of June 2026, 1,183 flights take off from Oklahoma and land in Chicago each week. The most common flight departure day for this route is Thu, with 17% of weekly flights taking off on this day.

When did momondo last update prices for flights from Oklahoma to Chicago?

Prices for flights from Oklahoma to Chicago were last updated today.

How many operators does momondo search for flights from Oklahoma to Chicago?

The number of operators available for flights from Oklahoma to Chicago is 7 as of June 2026.

How old do you have to be to fly from Oklahoma to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oklahoma to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$84 Cheap Flights from Oklahoma to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oklahoma to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:13 pm - 7:55 pm

DFW

ORD

2h 42mnonstop

6:30 am - 2:50 pm

ORD

DFW

8h 20m

1 stop

$170Frontier

Wed, Sep 9 - Sat, Sep 12

1:30 pm - 3:50 pm

DFW

MDW

2h 20mnonstop

4:45 pm - 7:20 pm

MDW

DFW

2h 35mnonstop

$172Frontier

Wed, Jul 22 - Wed, Jul 29

5:00 am - 6:45 am

TUL

MDW

1h 45mnonstop

11:45 am - 1:30 pm

MDW

TUL

1h 45mnonstop

$217Southwest

Wed, Jul 15 - Wed, Jul 29

7:22 pm - 9:30 pm

TUL

ORD

2h 08mnonstop

4:42 pm - 6:45 pm

ORD

TUL

2h 03mnonstop

$217American Airlines

Tue, Oct 20 - Tue, Nov 3

7:49 pm - 10:05 pm

TUL

ORD

2h 16mnonstop

5:00 pm - 7:05 pm

ORD

TUL

2h 05mnonstop

$218American Airlines

Sat, Aug 8 - Sat, Aug 15

3:40 pm - 9:10 pm

TUL

MDW

5h 30m

1 stop

10:15 am - 12:00 pm

MDW

TUL

1h 45mnonstop

$227Southwest

Wed, Jul 15 - Sat, Jul 18

4:48 pm - 10:15 pm

TUL

MDW

5h 27m

1 stop

6:00 am - 11:56 am

MDW

TUL

5h 56m

1 stop

$237Delta

Tue, Jul 14 - Wed, Jul 15

4:10 pm - 9:45 pm

TUL

ORD

5h 35m

1 stop

9:30 am - 3:19 pm

ORD

TUL

5h 49m

1 stop

$237Delta

Tue, Oct 20 - Tue, Nov 3

7:21 pm - 11:10 pm

XNA

ORD

27h 49m

1 stop

5:13 pm - 1:59 pm

ORD

XNA

20h 46m

1 stop

$271Multiple Airlines

Fri, Aug 7 - Wed, Aug 12

7:00 am - 3:09 pm

DFW

RFD

8h 09m

1 stop

3:59 pm - 12:07 pm

RFD

DFW

20h 08m

1 stop

$273Multiple Airlines

Thu, Aug 27 - Sun, Aug 30

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Frontier flights from Oklahoma to Chicago

Our best Frontier deals on Oklahoma to Chicago flight tickets

Frontier

Sep 9

DFW5:13 pmDallas/Fort Worth

2h 42m

ORD7:55 pmChicago O'Hare Intl

Sep 12

ORD6:30 amChicago O'Hare Intl

8h 20m

1 stop

DFW2:50 pmDallas/Fort Worth

$170

Frontier

Jun 30

DFW9:00 amDallas/Fort Worth

2h 33m

ORD11:33 amChicago O'Hare Intl

Jul 4

ORD9:10 amChicago O'Hare Intl

2h 47m

DFW11:57 amDallas/Fort Worth

$172

Frontier

Jul 21

DFW2:30 pmDallas/Fort Worth

2h 21m

MDW4:51 pmChicago Midway

Jul 25

MDW6:41 pmChicago Midway

2h 40m

DFW9:21 pmDallas/Fort Worth

$173

Sun Country Air flights from Oklahoma to Chicago

Our best Sun Country Air deals on Oklahoma to Chicago flight tickets

Sun Country Air

Jul 19

TUL8:06 pmTulsa

21h 33m

1 stop

ORD5:39 pmChicago O'Hare Intl

Jul 22

ORD12:24 pmChicago O'Hare Intl

21h 52m

1 stop

TUL10:16 amTulsa

$375

Sun Country Air

Jul 2

TUL8:06 pmTulsa

21h 13m

1 stop

ORD5:19 pmChicago O'Hare Intl

Jul 4

ORD6:05 pmChicago O'Hare Intl

16h 11m

1 stop

TUL10:16 amTulsa

$425

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 9/9

5:13 pm-7:55 pm

Nonstop2h 42m

Chicago O'Hare Intl

Sat 9/12

6:30 am-2:50 pm

1 stop8h 20m

$170

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 7/22

1:30 pm-3:50 pm

Nonstop2h 20m

Chicago Midway

Wed 7/29

4:45 pm-7:20 pm

Nonstop2h 35m

$172

Quickest round-trip

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 7/15

5:00 am-6:45 am

Nonstop1h 45m

Chicago Midway

Wed 7/29

11:45 am-1:30 pm

Nonstop1h 45m

$217

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 10/20

7:22 pm-9:30 pm

Nonstop2h 08m

Chicago O'Hare Intl

Tue 11/3

4:42 pm-6:45 pm

Nonstop2h 03m

$217

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 8/8

7:49 pm-10:05 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sat 8/15

5:00 pm-7:05 pm

Nonstop2h 05m

$218

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 7/15

3:40 pm-9:10 pm

1 stop5h 30m

Chicago Midway

Sat 7/18

10:15 am-12:00 pm

Nonstop1h 45m

$227

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 7/14

4:48 pm-10:15 pm

1 stop5h 27m

Chicago Midway

Wed 7/15

6:00 am-11:56 am

1 stop5h 56m

$237

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 10/20

4:10 pm-9:45 pm

1 stop5h 35m

Chicago O'Hare Intl

Tue 11/3

9:30 am-3:19 pm

1 stop5h 49m

$237

FayettevilleChicago

XNA - ORD

XNAORD

Fayetteville Northwest Arkansas

Fri 8/7

7:21 pm-11:10 pm

1 stop27h 49m

Chicago O'Hare Intl

Wed 8/12

5:13 pm-1:59 pm

1 stop20h 46m

$271

DallasChicago

DFW - RFD

DFWRFD

Dallas/Fort Worth

Thu 8/27

7:00 am-3:09 pm

1 stop8h 09m

Chicago Greater Rockford

Sun 8/30

3:59 pm-12:07 pm

1 stop20h 08m

$273

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Oklahoma to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Oklahoma, with most prices found around $93. If you’re not able to fly to Chicago in September, then November is your next best option. Flight prices from Oklahoma to Chicago during November average around $117.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $551. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Oklahoma to Chicago for around $783.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Oklahoma to Chicago during this time can be as low as $547. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $902.

What is the cheapest Oklahoma to Chicago flight route?

Fly from Tulsa to Chicago Midway for the best Oklahoma - Chicago flight prices

How far in advance should I book a flight from Oklahoma to Chicago?

You are more likely to see cheaper flights to Chicago from Oklahoma when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $377 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Oklahoma for as low as $266 on momondo.

What cabin class options are available on Oklahoma to Chicago flights?

There are 4 cabin classes available to choose from on Oklahoma to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Oklahoma to Chicago flights?

No. A direct flight is the cheapest option for a flight between Oklahoma to Chicago.

Cheap Oklahoma to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oklahoma to Chicago

Best Price Found	$233
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Oklahoma in the past 72 hours is $233. The best round-trip flight deal from Oklahoma to Chicago found on momondo in the last 72 hours is $375.

The fastest flight from Oklahoma to Chicago takes 1h 40m

Direct flights go from Oklahoma to Chicago every day.

There are 3 airports in Chicago. From Oklahoma there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Oklahoma to Chicago

When did momondo last update prices for flights from Oklahoma to Chicago?
Prices for flights from Oklahoma to Chicago were last updated today.
How many operators does momondo search for flights from Oklahoma to Chicago?
The number of operators available for flights from Oklahoma to Chicago is 7 as of June 2026.
How old do you have to be to fly from Oklahoma to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oklahoma to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Oklahoma to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Oklahoma to Chicago is Embraer 175 (Enhanced Winglets), representing 20.36% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 16.63%, Embraer 170 at 11.18%, and Canadair (Bombardier) Regional Jet CRJ-550 at 10.11%.

Best airlines flying from Oklahoma to Chicago

Compare and see reviews for airlines that fly from Oklahoma to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $151	Free Cancellation	Rating 5.6 2,866 reviews	Search Frontier flights
American Airlines	PriceFrom $196	Free Cancellation	Rating 7.1 11,755 reviews	Search American Airlines flights
Southwest	PriceFrom $217	Free Cancellation	Rating 7.9 4,242 reviews	Search Southwest flights
United Airlines	PriceFrom $230	Free Cancellation	Rating 7.4 9,886 reviews	Search United Airlines flights

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Saint Joseph

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Oklahoma to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Oklahoma.

Can I find flights from Oklahoma to Chicago with flexible booking policies on momondo?

All flight searches from Oklahoma to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Oklahoma to Chicago?

Once you have performed a search for Oklahoma to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Oklahoma to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Oklahoma to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Cheap flights from Oklahoma to Chicago from $84

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oklahoma to Chicago departing on 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Frontier flights from Oklahoma to Chicago

Our best Frontier deals on Oklahoma to Chicago flight tickets

Sun Country Air flights from Oklahoma to Chicago

Our best Sun Country Air deals on Oklahoma to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from Oklahoma to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Oklahoma to Chicago flight route?

How far in advance should I book a flight from Oklahoma to Chicago?

What cabin class options are available on Oklahoma to Chicago flights?

Can stopping save me money on Oklahoma to Chicago flights?

What is the cheapest airline that flies from Oklahoma to Chicago?

What airlines fly to Chicago?

How many flights depart from Oklahoma to Chicago on average per day?

How many flights depart from Oklahoma to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Oklahoma to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oklahoma to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Oklahoma to Chicago

Best airlines flying from Oklahoma to Chicago

Compare and see reviews for airlines that fly from Oklahoma to Chicago with momondo

Traveling to a place near Chicago?

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An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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