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

The number of flights available between Tulsa and Chicago is 96 per week as of September 2026. The most frequent departure day is Tue, with 32% of weekly flights leaving on this day.

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

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

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

The number of flights available between Tulsa and Chicago is 13 per day as of September 2026. The most frequent departure time is 10:00AM, with 65% 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 66% 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 September 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.

$158 Cheap Flights from Tulsa to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Tulsa to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:15 am - 7:00 amTUL Tulsa-MDW Chicago Midway

1h 45mnonstop

9:30 pm - 11:25 pmMDW Chicago Midway-TUL Tulsa

1h 55mnonstop

$315Southwest

Thu, Oct 1 - Mon, Oct 5

4:15 pm - 5:55 pmTUL Tulsa-MDW Chicago Midway

1h 40mnonstop

10:05 am - 12:00 pmMDW Chicago Midway-TUL Tulsa

1h 55mnonstop

$315Southwest

Mon, Nov 9 - Thu, Nov 12

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

2h 12mnonstop

8:00 am - 10:07 amORD Chicago O'Hare Intl-TUL Tulsa

2h 07mnonstop

$315American Airlines

Thu, Oct 22 - Sat, Oct 24

5:46 pm - 7:59 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 13mnonstop

3:00 pm - 5:13 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 13mnonstop

$315American Airlines

Thu, Oct 29 - Mon, Nov 2

6:20 pm - 8:35 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 15mnonstop

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

1h 59mnonstop

$315United Airlines

Tue, Oct 6 - Tue, Oct 13

5:15 am - 7:00 amTUL Tulsa-MDW Chicago Midway

1h 45mnonstop

7:10 pm - 9:00 pmMDW Chicago Midway-TUL Tulsa

1h 50mnonstop

$315Southwest

Thu, Oct 22 - Sat, Oct 24

9:51 am - 11:59 amTUL Tulsa-ORD Chicago O'Hare Intl

2h 08mnonstop

12:50 pm - 2:55 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 05mnonstop

$329United Airlines

Wed, Sep 30 - Fri, Oct 2

4:48 pm - 10:54 pmTUL Tulsa-MDW Chicago Midway

6h 06m1 stop Atlanta Hartsfield-Jackson

6:00 am - 12:13 pmMDW Chicago Midway-TUL Tulsa

6h 13m1 stop Atlanta Hartsfield-Jackson

$335Delta

Mon, Nov 16 - Wed, Nov 18

12:59 pm - 7:05 pmTUL Tulsa-ORD Chicago O'Hare Intl

6h 06m1 stop Atlanta Hartsfield-Jackson

6:49 am - 12:13 pmORD Chicago O'Hare Intl-TUL Tulsa

5h 24m1 stop Atlanta Hartsfield-Jackson

$335Delta

Mon, Nov 16 - Wed, Nov 18

2:21 pm - 4:30 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 09mnonstop

3:35 pm - 5:55 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 20mnonstop

$367United Airlines

Tue, Dec 29 - Sat, Jan 2

Cheap last minute flights

Enter your travel dates to find the best prices.

7:27 pm - 9:46 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 19mnonstop

1:20 pm - 3:23 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 03mnonstop

$499American Airlines

Sat, Sep 12 - Wed, Sep 16

3:56 pm - 6:13 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 17mnonstop

8:12 am - 10:17 amORD Chicago O'Hare Intl-TUL Tulsa

2h 05mnonstop

$499American Airlines

Tue, Sep 15 - Tue, Sep 22

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

1h 40mnonstop

10:30 am - 12:15 pmMDW Chicago Midway-TUL Tulsa

1h 45mnonstop

$499Southwest

Sat, Sep 12 - Tue, Sep 15

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

1h 40mnonstop

10:30 am - 12:15 pmMDW Chicago Midway-TUL Tulsa

1h 45mnonstop

$499Southwest

Sat, Sep 12 - Wed, Sep 16

6:28 am - 8:46 amTUL Tulsa-ORD Chicago O'Hare Intl

2h 18mnonstop

8:12 am - 10:17 amORD Chicago O'Hare Intl-TUL Tulsa

2h 05mnonstop

$499American Airlines

Sat, Sep 12 - Tue, Sep 15

6:00 am - 11:50 amTUL Tulsa-MDW Chicago Midway

5h 50m1 stop Dallas Love Field

10:30 am - 12:15 pmMDW Chicago Midway-TUL Tulsa

1h 45mnonstop

$509Southwest

Sat, Sep 12 - Tue, Sep 15

10:05 am - 4:15 pmTUL Tulsa-MDW Chicago Midway

6h 10m1 stop Atlanta Hartsfield-Jackson

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

5h 55m1 stop Atlanta Hartsfield-Jackson

$539Delta

Tue, Sep 15 - Wed, Sep 23

6:00 am - 11:54 amTUL Tulsa-MDW Chicago Midway

5h 54m1 stop Atlanta Hartsfield-Jackson

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

5h 55m1 stop Atlanta Hartsfield-Jackson

$539Delta

Tue, Sep 15 - Sat, Sep 19

2:40 pm - 4:48 pmTUL Tulsa-ORD Chicago O'Hare Intl

2h 08mnonstop

3:35 pm - 5:42 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 07mnonstop

$543United Airlines

Mon, Sep 14 - Tue, Sep 15

1:49 pm - 9:32 pmTUL Tulsa-ORD Chicago O'Hare Intl

7h 43m1 stop Houston George Bush Intcntl

3:35 pm - 5:42 pmORD Chicago O'Hare Intl-TUL Tulsa

2h 07mnonstop

$553United Airlines

Mon, Sep 14 - Tue, Sep 15

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

American Airlines flights from Tulsa to Chicago

Our best American Airlines deals on Tulsa to Chicago flight tickets

American Airlines

Oct 26

TUL5:47 pmTulsa

2h 13m

ORD8:00 pmChicago O'Hare Intl

Oct 28

ORD8:00 amChicago O'Hare Intl

2h 07m

TUL10:07 amTulsa

$315

American Airlines

Oct 26

TUL4:06 pmTulsa

5h 24m

1 stop

ORD9:30 pmChicago O'Hare Intl

Oct 28

ORD10:15 pmChicago O'Hare Intl

2h 07m

TUL12:22 amTulsa

$325

American Airlines

Oct 1

TUL3:56 pmTulsa

2h 17m

ORD6:13 pmChicago O'Hare Intl

Oct 5

ORD5:16 pmChicago O'Hare Intl

4h 37m

1 stop

TUL9:53 pmTulsa

$326

Delta flights from Tulsa to Chicago

Our best Delta deals on Tulsa to Chicago flight tickets

Delta

Oct 26

TUL12:49 pmTulsa

7h 49m

1 stop

ORD8:38 pmChicago O'Hare Intl

Oct 29

ORD5:27 amChicago O'Hare Intl

6h 37m

1 stop

TUL12:04 pmTulsa

$335

Delta

Oct 6

TUL10:08 amTulsa

6h 50m

1 stop

ORD4:58 pmChicago O'Hare Intl

Oct 13

ORD1:55 pmChicago O'Hare Intl

8h 44m

2 stops

TUL10:39 pmTulsa

$340

Delta

Oct 6

TUL10:08 amTulsa

10h 22m

2 stops

ORD8:30 pmChicago O'Hare Intl

Oct 13

ORD1:55 pmChicago O'Hare Intl

8h 44m

2 stops

TUL10:39 pmTulsa

$345

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Thu 10/1

5:15 am-7:00 am

Nonstop1h 45m

Chicago Midway

Mon 10/5

9:30 pm-11:25 pm

Nonstop1h 55m

$315

Quickest round-trip

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Mon 11/9

4:15 pm-5:55 pm

Nonstop1h 40m

Chicago Midway

Thu 11/12

10:05 am-12:00 pm

Nonstop1h 55m

$315

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Thu 10/22

6:08 am-8:20 am

Nonstop2h 12m

Chicago O'Hare Intl

Sat 10/24

8:00 am-10:07 am

Nonstop2h 07m

$315

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Thu 10/29

5:46 pm-7:59 pm

Nonstop2h 13m

Chicago O'Hare Intl

Mon 11/2

3:00 pm-5:13 pm

Nonstop2h 13m

$315

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Tue 10/6

6:20 pm-8:35 pm

Nonstop2h 15m

Chicago O'Hare Intl

Tue 10/13

8:00 pm-9:59 pm

Nonstop1h 59m

$315

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Thu 10/22

5:15 am-7:00 am

Nonstop1h 45m

Chicago Midway

Sat 10/24

7:10 pm-9:00 pm

Nonstop1h 50m

$315

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Wed 9/30

9:51 am-11:59 am

Nonstop2h 08m

Chicago O'Hare Intl

Fri 10/2

12:50 pm-2:55 pm

Nonstop2h 05m

$329

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Mon 11/16

4:48 pm-10:54 pm

1 stop6h 06m

Chicago Midway

Wed 11/18

6:00 am-12:13 pm

1 stop6h 13m

$335

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Mon 11/16

12:59 pm-7:05 pm

1 stop6h 06m

Chicago O'Hare Intl

Wed 11/18

6:49 am-12:13 pm

1 stop5h 24m

$335

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Tue 12/29

2:21 pm-4:30 pm

Nonstop2h 09m

Chicago O'Hare Intl

Sat 1/2

3:35 pm-5:55 pm

Nonstop2h 20m

$367

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 typical price of a round-trip flight between Tulsa and Chicago?

Prices are currently typical for flights on this route.

Typical prices usually range from $278 to $347.
The lowest price recently found on this route was $315.

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Tulsa, with most prices found around $266. If you’re not able to fly to Chicago in October, then April is your next best option. Flight prices from Tulsa to Chicago during April average around $330.

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 Wednesday when prices can be found for as low as $480. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Tulsa to Chicago for around $708.

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 $506. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $753.

What is the cheapest Tulsa to Chicago flight route?

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

How far in advance should I book a flight from Tulsa 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 $406 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 $310 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 September 2026, prices for Tulsa to Chicago flights are approximately 23% 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	$158
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 $158. The best round-trip flight deal from Tulsa to Chicago found on momondo in the last 72 hours is $315.

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

Frequently asked questions about flying from Tulsa to Chicago

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 September 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 170, representing 17.13% of all bookings. The subsequent popular models are Embraer 175 at 16.87%, Embraer 175 (Enhanced Winglets) at 16.70%, and Canadair (Bombardier) Regional Jet CRJ-550 at 13.51%.
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 44% of all bookings. The subsequent popular airlines are United Airlines at 28% and Southwest at 28%.

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
United Airlines	PriceFrom $177	Free Cancellation	Rating 7.4 10,188 reviews	Search United Airlines flights
American Airlines	PriceFrom $195	Free Cancellation	Rating 7.1 12,046 reviews	Search American Airlines flights
Southwest	PriceFrom $231	Free Cancellation	Rating 8.0 4,194 reviews	Search Southwest flights

Southwest Flights From Tulsa to Chicago
Southwest flight deals from Tulsa to Chicago start from $231 round-trip. Over the 10 Southwest flights for this route in a normal week, average airfare is usually $381 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 10,191 reviews) operates around 13 flights from Tulsa to Chicago in any given week. The average United Airlines airfare for this route is around $384, with deals from around $177 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

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

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

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Fri 10/9

Fri 10/16

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Tulsa

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Tulsa to Chicago from $158

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 11/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Tulsa to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

American Airlines flights from Tulsa to Chicago

Our best American Airlines deals on Tulsa to Chicago flight tickets

Delta flights from Tulsa to Chicago

Our best Delta deals on Tulsa to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Tulsa to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Tulsa to Chicago

What is the typical price of a round-trip flight between Tulsa and 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 from Tulsa 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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Tulsa to Chicago

Best airlines flying from Tulsa to Chicago

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

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.

Popular cities in the United States

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

Fly to other destinations from Tulsa

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year