Chicago

$160+ Cheap flights from Tulsa (TUL) to Chicago (CHI)

TUL — CHI
Dec 12 — Dec 191
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Tulsa to Chicago are usually found in October or September, booked 58 days in advance, depart on a Friday or Wednesday and return on a Wednesday

Cheap flight deals from Tulsa to Chicago

Cheapest flights from Tulsa to Chicago

Wed 12/23:00 pm -
Nonstop1h 55m
Sat 12/510:15 am -
Nonstop2h 00m
Deal found 11/8$319
Wed 12/26:25 pm -
Nonstop2h 00m
Sat 12/53:35 pm -
Nonstop2h 14m
Deal found 11/8$319
Tue 12/85:30 am -
Nonstop1h 45m
Tue 12/157:05 am -
1 stop4h 10m
Deal found 11/9$325
Wed 12/210:47 am -
Nonstop2h 16m
Sat 12/56:59 am -
1 stop5h 03m
Deal found 11/8$329
Tue 12/85:59 pm -
Nonstop2h 16m
Tue 12/157:15 pm -
Nonstop2h 15m
Deal found 11/10$330
Sat 12/56:00 pm -
Nonstop2h 21m
Mon 12/77:15 pm -
Nonstop2h 15m
Deal found 11/8$332
Mon 12/1410:47 am -
Nonstop2h 16m
Wed 12/163:11 pm -
Nonstop2h 13m
Deal found 11/9$334
Tue 12/155:30 am -
Nonstop1h 45m
Sat 12/195:20 am -
1 stop4h 50m
Deal found 11/10$339
Sat 12/512:50 pm -
Nonstop1h 45m
Mon 12/77:05 am -
1 stop4h 10m
Deal found 11/8$340
Mon 12/1410:15 am -
Nonstop2h 10m
Wed 12/1612:55 pm -
Nonstop2h 14m
Deal found 11/11$349
Mon 12/146:00 am -
1 stop6h 04m
Wed 12/166:00 am -
1 stop6h 09m
Deal found 11/10$354
Mon 12/1412:59 pm -
1 stop7h 54m
Wed 12/168:04 am -
1 stop8h 01m
Deal found 11/10$354

Find flight deals from Tulsa to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$319
(Southwest)

One-way from

$160
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$364

Good round-trip deal

$322 or less

Good one-way deal

$200 or less
Provider with most accurate pricing for Tulsa-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Tulsa-Chicago (CHI) flights.
From Tulsa to Chicago (CHI)
One-way flight from Tulsa to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($33 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Tulsa to Chicago (CHI).
Price to beat on a one-way flight from Tulsa to Chicago (CHI).

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Tue 12/8

3:05 pm-5:00 pm

Nonstop1h 55m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$165

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Wed 12/9

6:00 am-4:17 pm

2 stops10h 17m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$175

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Tue 12/8

7:30 am-2:12 pm

1 stop6h 42m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$175

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Tue 12/8

6:58 pm-11:56 pm

1 stop4h 58m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$175

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Tue 12/8

6:00 am-4:50 pm

2 stops10h 50m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$180

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Thu 1/21

5:35 am-7:20 am

Nonstop1h 45m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$185

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Fri 12/25

4:08 pm-10:05 pm

1 stop5h 57m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$210

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Fri 12/18

6:58 pm-11:56 pm

1 stop4h 58m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$210

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Fri 12/25

11:00 am-8:18 pm

2 stops9h 18m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$215

TulsaChicago

TUL Tulsa - ORD Chicago O'Hare Intl

TULORD

Tulsa

Tue 5/11

12:36 pm-8:37 pm

2 stops8h 01m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 37 resultsSorted by cheapest first
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Compare providers for flights from Tulsa to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Tulsa to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Tulsa-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tulsa-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tulsa-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tulsa-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Tulsa-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Tulsa to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Tulsa with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Tulsa to Chicago

What is the cheapest month to book a flight from Tulsa to Chicago?

Currently, October is the cheapest month in which you can book a flight from Tulsa to Chicago (average of $303). Flying from Tulsa to Chicago in July is currently the most expensive (average of $431). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TUL to CHI?

One of the essential ways to save on airfare from Tulsa to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 23% on airfare.

Weekly flight availability from Tulsa to Chicago

The most flights from TUL to CHI are scheduled on a Wednesday (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).

How much does it cost to fly round-trip from Tulsa to Chicago?

Airfare is typical for this route at the moment.
Tulsa to Chicago flights typically cost between $309 and $431 in December.
The cheapest round-trip price found within the last 5 days was $319 on Southwest (Dec 2-Dec 5).

How far ahead should I book a flight from Tulsa to Chicago?

The price you pay for your flight from Tulsa to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Tulsa to Chicago?

Travelers seeking maximum savings on their Tulsa to Chicago flight should consider departing on Monday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Tulsa to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • What airport do you fly from for flights from Tulsa to Chicago?

    Tulsa (TUL) is the airport you will fly out of if you book a flight from Tulsa to Chicago. You should not have trouble finding flights to Chicago from Tulsa; the airport handles an average of 28 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Tulsa airport to Chicago. It is only a 6.6 mi journey to Tulsa (TUL) from Tulsa’s city center.

  • How long is the flight from Tulsa to Chicago?

    Departing from Tulsa to Chicago will take you 1h 45m. There are 582 mi between Tulsa and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Tulsa to Chicago round-trip?

    Cheapflights users have booked flights from Tulsa to Chicago round-trip from $177. Other airlines that can offer you cheap pricing are American Airlines, from $196, and Southwest, from $231. United Airlines is currently priced 50% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Tulsa to Chicago one-way?

    One-way options have recently been found by users for as low as $101 on American Airlines. Other airlines that offer cheap prices include United Airlines from $122 and Southwest from $128 one-way.

  • What are the most reliable airlines from Tulsa to Chicago?

    Before booking your flight to Chicago from Tulsa, check out the most reliable airlines to get you to your destination on time: Porter Airlines (94%), Japan Airlines (90%), Aer Lingus( 87%).

  • What are the cheapest flights from Tulsa to Chicago?

    Looking at all options, your cheapest flight can be booked for $148. While the most popular route (Tulsa - Chicago O'Hare Intl) can be booked for $319 on average, our data indicates $890 when flying from Tulsa to Chicago.

  • Can I find deals for flights from Tulsa to Chicago that include hotel bookings?

    Yes. In addition to deals on Tulsa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tulsa to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tulsa to Chicago.

  • Can I find deals for business class flights from Tulsa to Chicago?

    Yes. Cheapflights offers flight deals from Tulsa to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tulsa to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Tulsa to Chicago (average of $303). Flying from Tulsa to Chicago in July is currently the most expensive (average of $431). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top 3 airlines flying from Tulsa to Chicago

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$177Average$398FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$386FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$231Average$381FlexibilityNo cancel feeOn-time63%

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