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$65+ Cheap flights from Tulsa (TUL) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — CHI
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheapflights Tip: The best prices from Tulsa to Chicago are usually found in August or September, booked 44 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Tulsa to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Tulsa (TUL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$205
(American Airlines)

One-way from

$65
(Mytrip)

Popular in

January

Cheapest in

August

Average price

$346

Good round-trip deal

$306 or less

Good one-way deal

$171 or less
Provider with most accurate pricing for Tulsa-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Tulsa-Chicago (CHI) flights.
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From Tulsa to Chicago (CHI)
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One-way flight from Tulsa to Chicago (CHI)
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Highest demand for flights based on searches. 19% potential increase in price ($88 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Tulsa to Chicago (CHI).
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Price to beat on a one-way flight from Tulsa to Chicago (CHI).
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Find flight deals from Tulsa to Chicago

Cheapest flights from Tulsa to Chicago
Explore the most affordable flight options available from Tulsa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:32 pmTUL - ORD
Nonstop2h 02mAmerican Airlines
Tue 12/99:45 amORD - TUL
Nonstop2h 15mAmerican Airlines
Deal found 11/4$207
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/33:15 pmTUL - MDW
Nonstop1h 45mSouthwest
Mon 12/81:55 pmMDW - TUL
Nonstop1h 50mSouthwest
Deal found 11/5$226
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:32 pmTUL - ORD
Nonstop2h 02mAmerican Airlines
Tue 12/99:52 pmORD - TUL
Nonstop2h 07mAmerican Airlines
Deal found 11/5$226
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:28 pmTUL - MDW
1 stop7h 19mDelta
Fri 12/1210:49 amMDW - TUL
1 stop4h 54mDelta
Deal found 11/5$227
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:47 amTUL - ORD
1 stop8h 32mAmerican Airlines
Tue 12/24:42 pmORD - TUL
Nonstop2h 03mAmerican Airlines
Deal found 11/6$227
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:44 pmTUL - ORD
Nonstop2h 12mAmerican Airlines
Sat 12/134:46 pmORD - TUL
Nonstop2h 05mAmerican Airlines
Deal found 11/5$230
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:44 pmTUL - ORD
Nonstop2h 12mAmerican Airlines
Mon 12/153:56 pmORD - TUL
Nonstop2h 10mAmerican Airlines
Deal found 11/5$235
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:44 pmTUL - ORD
1 stop5h 34mAmerican Airlines
Thu 12/49:45 amORD - TUL
Nonstop2h 15mAmerican Airlines
Deal found 11/5$236
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:32 pmTUL - ORD
Nonstop2h 02mAmerican Airlines
Mon 12/810:05 pmORD - TUL
1 stop10h 21mAmerican Airlines
Deal found 11/4$239
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:50 amTUL - ORD
Nonstop2h 04mUnited Airlines
Thu 12/1112:45 pmORD - TUL
Nonstop2h 15mUnited Airlines
Deal found 11/6$245
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:45 pmTUL - MDW
1 stop5h 02mDelta
Thu 12/1110:49 amMDW - TUL
1 stop4h 54mDelta
Deal found 11/6$246
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:28 pmTUL - MDW
1 stop7h 19mDelta
Wed 12/106:00 amMDW - TUL
1 stop6h 13mDelta
Deal found 11/3$249

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tulsa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
Use the filters below to find and compare flights from Tulsa to Chicago that are best for you.

Fly from

Tulsa

Fly to

Chicago

Route

Depart

Return

Price

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 12/3

3:15 pm-5:00 pm

Nonstop1h 45m

Chicago Midway

Mon 12/8

1:55 pm-3:45 pm

Nonstop1h 50m

$226

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Thu 12/11

4:28 pm-11:47 pm

1 stop7h 19m

Chicago Midway

Mon 12/15

6:00 am-12:13 pm

1 stop6h 13m

$227

TulsaChicago

TUL - ORD

TULORD

Tulsa

Thu 11/27

6:47 am-3:19 pm

1 stop8h 32m

Chicago O'Hare Intl

Tue 12/2

4:42 pm-6:45 pm

Nonstop2h 03m

$227

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Fri 12/5

4:28 pm-11:47 pm

1 stop7h 19m

Chicago Midway

Fri 12/12

10:49 am-3:43 pm

1 stop4h 54m

$227

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 12/8

5:55 am-11:55 am

1 stop6h 00m

Chicago Midway

Tue 12/9

12:50 pm-6:00 pm

1 stop5h 10m

$227

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Fri 12/5

10:09 am-4:18 pm

1 stop6h 09m

Chicago Midway

Tue 12/9

10:49 am-6:00 pm

1 stop7h 11m

$227

TulsaChicago

TUL - ORD

TULORD

Tulsa

Fri 12/5

10:09 am-3:20 pm

1 stop5h 11m

Chicago O'Hare Intl

Tue 12/9

5:30 am-12:13 pm

1 stop6h 43m

$227

TulsaChicago

TUL - ORD

TULORD

Tulsa

Thu 12/11

6:45 pm-12:01 am

1 stop5h 16m

Chicago O'Hare Intl

Mon 12/15

5:30 am-12:13 pm

1 stop6h 43m

$227

TulsaChicago

TUL - ORD

TULORD

Tulsa

Fri 12/5

10:09 am-3:20 pm

1 stop5h 11m

Chicago O'Hare Intl

Fri 12/12

5:30 am-12:13 pm

1 stop6h 43m

$227

TulsaChicago

TUL - ORD

TULORD

Tulsa

Thu 12/4

6:45 pm-12:01 am

1 stop5h 16m

Chicago O'Hare Intl

Mon 12/8

5:59 pm-11:47 pm

1 stop5h 48m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 41 results
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Compare providers for flights from Tulsa to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
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 Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Tulsa-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Tulsa to Chicago. Price data was last updated on October 31, 2025.

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 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, June is the cheapest month in which you can book a flight from Tulsa to Chicago (average of $121). Flying from Tulsa to Chicago in January is currently the most expensive (average of $249). 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?

Find hourly flight availability from Tulsa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

One of the essential ways to save on airfare from Tulsa to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 31% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Tulsa to Chicago. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Tulsa to Chicago flight should consider departing on Tuesday 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.

Weekly flight availability from Tulsa to Chicago

Explore weekly flight availability from Tulsa to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 6, 2025.

The most flights from TUL to CHI are scheduled on a Thursday (27 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated November 6, 2025.
See what other customers who have flown with Southwest, United Airlines, and American 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.
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Tulsa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 24 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 $189. Other airlines that can offer you cheap pricing are Southwest, from $197, and United Airlines, from $259. American Airlines is currently priced 47% 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 $104 on Southwest. Other airlines that offer cheap prices include United Airlines from $104 and Delta from $114 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: Republic Airways (100%), Royal Jordanian (92%), ANA( 90%).

  • What are the cheapest flights from Tulsa to Chicago?

    Looking at all options, your cheapest flight can be booked for $163. While the most popular route (Tulsa - Chicago O'Hare Intl) can be booked for $207 on average, our data indicates $524 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, June is the cheapest month in which you can book a flight from Tulsa to Chicago (average of $121). Flying from Tulsa to Chicago in January is currently the most expensive (average of $249). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Tulsa to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Tulsa to Chicago

Discover the top 3 airlines that operate flights from Tulsa to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$357FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$197Average$356FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$259Average$388FlexibilityNo cancel feeOn-time69%

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