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

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

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

The number of flights available between Tulsa and Chicago is 192 per week as of March 2026. The most frequent departure day is Fri, with 16% of weekly flights leaving on this day.

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

The number of flights available between Tulsa and Chicago is 27 per day as of March 2026. The most frequent departure time is 10:00AM, with 73% of daily flights leaving at noon.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Tulsa according to our data. American Airlines is the first choice among our users, with 71% 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.

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

Prices for flights from Tulsa Airport to Chicago are updated daily.

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

As of March 2026, there are 3 operators available to choose from for flights from Tulsa Airport to Chicago.

How old do you have to be to fly from Tulsa Airport 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 Tulsa Airport to Chicago.

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

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$109 Cheap Flights from Tulsa to Chicago in 2026

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Find the cheapest flights from Tulsa to Chicago

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

3:10 pm - 4:50 pm

TUL

MDW

1h 40mnonstop

9:40 am - 11:35 am

MDW

TUL

1h 55mnonstop

$217Southwest

Tue, Apr 14 - Wed, Apr 15

6:42 pm - 8:50 pm

TUL

ORD

2h 08mnonstop

8:45 am - 11:01 am

ORD

TUL

2h 16mnonstop

$217United Airlines

Tue, Apr 14 - Wed, Apr 15

3:10 pm - 4:50 pm

TUL

MDW

1h 40mnonstop

6:30 am - 1:40 pm

MDW

TUL

7h 10m

1 stop

$227Southwest

Tue, Apr 14 - Wed, Apr 15

9:25 am - 11:34 am

TUL

ORD

2h 09mnonstop

9:06 pm - 11:16 pm

ORD

TUL

2h 10mnonstop

$230American Airlines

Tue, Apr 7 - Thu, Apr 9

6:42 pm - 8:50 pm

TUL

ORD

2h 08mnonstop

8:45 am - 11:01 am

ORD

TUL

2h 16mnonstop

$231United Airlines

Wed, Apr 15 - Thu, Apr 16

5:05 am - 6:50 am

TUL

MDW

1h 45mnonstop

12:55 pm - 2:50 pm

MDW

TUL

1h 55mnonstop

$231Southwest

Wed, Apr 15 - Sat, Apr 18

7:20 am - 4:35 pm

TUL

MDW

9h 15m

2 stops

9:05 pm - 11:00 pm

MDW

TUL

1h 55mnonstop

$232Southwest

Tue, Apr 14 - Wed, Apr 15

1:55 pm - 8:16 pm

TUL

ORD

6h 21m

1 stop

5:15 am - 10:15 am

ORD

TUL

5h 00m

1 stop

$237Delta

Tue, Apr 14 - Wed, Apr 22

5:05 am - 6:50 am

TUL

MDW

1h 45mnonstop

9:05 pm - 11:00 pm

MDW

TUL

1h 55mnonstop

$237Southwest

Wed, Apr 15 - Wed, Apr 15

7:32 pm - 9:41 pm

TUL

ORD

2h 09mnonstop

4:17 pm - 9:34 pm

ORD

TUL

5h 17m

1 stop

$240American Airlines

Tue, Apr 7 - Thu, Apr 9

American Airlines flights from Tulsa to Chicago

Our best American Airlines deals on Tulsa to Chicago flight tickets

American Airlines

Apr 7

TUL9:25 amTulsa

2h 09m

ORD11:34 amChicago O'Hare Intl

Apr 9

ORD9:06 pmChicago O'Hare Intl

2h 10m

TUL11:16 pmTulsa

$230

American Airlines

Apr 7

TUL7:32 pmTulsa

2h 09m

ORD9:41 pmChicago O'Hare Intl

Apr 9

ORD4:17 pmChicago O'Hare Intl

5h 17m

1 stop

TUL9:34 pmTulsa

$240

American Airlines

Apr 15

TUL7:32 pmTulsa

2h 09m

ORD9:41 pmChicago O'Hare Intl

Apr 16

ORD6:05 amChicago O'Hare Intl

6h 58m

1 stop

TUL1:03 pmTulsa

$241

United Airlines flights from Tulsa to Chicago

Our best United Airlines deals on Tulsa to Chicago flight tickets

United Airlines

Apr 14

TUL2:40 pmTulsa

2h 05m

ORD4:45 pmChicago O'Hare Intl

Apr 15

ORD12:40 pmChicago O'Hare Intl

2h 14m

TUL2:54 pmTulsa

$217

United Airlines

Apr 15

TUL6:42 pmTulsa

2h 08m

ORD8:50 pmChicago O'Hare Intl

Apr 16

ORD8:45 amChicago O'Hare Intl

2h 16m

TUL11:01 amTulsa

$231

United Airlines

Apr 9

TUL7:15 amTulsa

2h 05m

ORD9:20 amChicago O'Hare Intl

Apr 16

ORD8:45 amChicago O'Hare Intl

2h 16m

TUL11:01 amTulsa

$245

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 4/14

3:10 pm-4:50 pm

Nonstop1h 40m

Chicago Midway

Wed 4/15

9:40 am-11:35 am

Nonstop1h 55m

$217

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 4/14

6:42 pm-8:50 pm

Nonstop2h 08m

Chicago O'Hare Intl

Wed 4/15

8:45 am-11:01 am

Nonstop2h 16m

$217

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 4/14

3:10 pm-4:50 pm

Nonstop1h 40m

Chicago Midway

Wed 4/15

6:30 am-1:40 pm

1 stop7h 10m

$227

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 4/7

9:25 am-11:34 am

Nonstop2h 09m

Chicago O'Hare Intl

Thu 4/9

9:06 pm-11:16 pm

Nonstop2h 10m

$230

TulsaChicago

TUL - ORD

TULORD

Tulsa

Wed 4/15

6:42 pm-8:50 pm

Nonstop2h 08m

Chicago O'Hare Intl

Thu 4/16

8:45 am-11:01 am

Nonstop2h 16m

$231

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 4/15

5:05 am-6:50 am

Nonstop1h 45m

Chicago Midway

Sat 4/18

12:55 pm-2:50 pm

Nonstop1h 55m

$231

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 4/14

7:20 am-4:35 pm

2 stops9h 15m

Chicago Midway

Wed 4/15

9:05 pm-11:00 pm

Nonstop1h 55m

$232

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 4/14

1:55 pm-8:16 pm

1 stop6h 21m

Chicago O'Hare Intl

Wed 4/22

5:15 am-10:15 am

1 stop5h 00m

$237

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 4/15

5:05 am-6:50 am

Nonstop1h 45m

Chicago Midway

Wed 4/15

9:05 pm-11:00 pm

Nonstop1h 55m

$237

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 4/7

7:32 pm-9:41 pm

Nonstop2h 09m

Chicago O'Hare Intl

Thu 4/9

4:17 pm-9:34 pm

1 stop5h 17m

$240

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 Tulsa 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 August is, on average, the cheapest month to fly to Chicago from Tulsa, with most prices found around $267. If you’re not able to fly to Chicago in August, then May is your next best option. Flight prices from Tulsa to Chicago during May average around $294.

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 Thursday when prices can be found for as low as $489. 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 Tulsa to Chicago for around $737.

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 Tulsa to Chicago during this time can be as low as $553. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $739.

What is the cheapest Tulsa to Chicago flight route?

Fly from Tulsa to Chicago O'Hare Intl for the best Tulsa - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Tulsa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $358 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Tulsa for as low as $217 on momondo.

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

There are 4 cabin classes available to choose from on Tulsa 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 Tulsa to Chicago flights?

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

How have Tulsa to Chicago flight prices changed over time?

As of March 2026, prices for Tulsa to Chicago flights are approximately 156% more expensive when compared to flights at the same time last year.

When to book flights from Tulsa to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Tulsa to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Tulsa to Chicago (TUL to CHI) flight deals and tips

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

Best Price Found	$193
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Tulsa in the past 72 hours is $193. The best round-trip flight deal from Tulsa to Chicago found on momondo in the last 72 hours is $374.

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

Direct flights go from Tulsa to Chicago every day.

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

Search flight deals

How far is Tulsa to Chicago by plane?
There are 597.4 mi between Tulsa and Chicago. A reasonable flight in good conditions will take 1h 40m.
When did momondo last update prices for flights from Tulsa Airport to Chicago?
Prices for flights from Tulsa Airport to Chicago are updated daily.
How many operators does momondo search for flights from Tulsa Airport to Chicago?
As of March 2026, there are 3 operators available to choose from for flights from Tulsa Airport to Chicago.
How old do you have to be to fly from Tulsa Airport 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 Tulsa Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Tulsa to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Tulsa to Chicago is Embraer 175 (Enhanced Winglets), representing 22.09% of all bookings. The subsequent popular models are Embraer 170 at 21.59%, Embraer 175 at 20.93%, and Canadair (Bombardier) Regional Jet CRJ-550 at 8.97%.
What is the most popular airline from Tulsa to Chicago?
momondo data reveals that the most frequently booked airline on the route from Tulsa to Chicago is American Airlines, representing 55% of all bookings. The subsequent popular airlines are United Airlines at 26% and Southwest at 20%.

Best airlines flying from Tulsa to Chicago

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $189	Free Cancellation	Rating 7.1 11,467 reviews	Search American Airlines flights
Southwest	PriceFrom $197	Free Cancellation	Rating 8.0 4,318 reviews	Search Southwest flights
United Airlines	PriceFrom $259	Free Cancellation	Rating 7.4 9,428 reviews	Search United Airlines flights

Southwest Flights From Tulsa to Chicago
Southwest flight deals from Tulsa to Chicago start from $197 round-trip. Over the 9 Southwest flights for this route in a normal week, average airfare is usually $356 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Tulsa to Chicago
United Airlines (7.4/10 from 9,428 reviews) operates around 21 flights from Tulsa to Chicago in any given week. The average United Airlines airfare for this route is around $381, with deals from around $259 rare but found on momondo. Referenced prices are for round-trip Tulsa to Chicago flight searches in the last 72 hours.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

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 Tulsa to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Tulsa to Chicago for you.

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

Flights from Tulsa to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Chicago from Tulsa. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Chicago from Tulsa. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

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Cheap flights from Tulsa to Chicago from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tulsa to Chicago departing on 6/10. 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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American Airlines flights from Tulsa to Chicago

Our best American Airlines deals on Tulsa to Chicago flight tickets

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How to get the cheapest flight ticket from Tulsa 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 Tulsa to Chicago flight route?

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

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

Can stopping save me money on Tulsa to Chicago flights?

How have Tulsa to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

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

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

When to book flights from Tulsa to Chicago

Cheap Tulsa to Chicago (TUL to CHI) flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Best airlines flying from Tulsa to Chicago

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

Southwest Flights From Tulsa to Chicago

United Airlines Flights From Tulsa to Chicago

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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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