HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$103+ Cheap flights from Tulsa (TUL) to Midway (MDW)

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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — MDW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Tulsa to Midway with Cheapflights

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

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Tulsa to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Tulsa (TUL) to Midway (MDW). 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 September 17, 2025.

Round-trip from

$251
(Delta)

One-way from

$103
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$398

Good round-trip deal

$303 or less

Good one-way deal

$220 or less
From Tulsa to Chicago Midway
Search Deals
One-way flight from Tulsa to Chicago Midway
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Tulsa to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Tulsa to Chicago Midway.
Search Deals

Find flight deals from Tulsa to Midway

Cheapest flights from Tulsa to Midway
Explore the most affordable flight options available from Tulsa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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 11/123:15 pmTUL - MDW
Nonstop1h 45mSouthwest
Sat 11/155:10 amMDW - TUL
1 stop7h 20mSouthwest
Deal found 9/15$261
This Southwest deal was found by Cheapflights users on 9/17. 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 10/156:55 pmTUL - MDW
1 stop5h 10mSouthwest
Wed 10/225:30 pmMDW - TUL
Nonstop1h 50mSouthwest
Deal found 9/17$264
This Southwest deal was found by Cheapflights users on 9/17. 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.
Sat 10/256:35 amTUL - MDW
Nonstop1h 45mSouthwest
Mon 10/273:45 pmMDW - TUL
Nonstop1h 45mSouthwest
Deal found 9/17$269
This Southwest deal was found by Cheapflights users on 9/17. 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 10/156:55 pmTUL - MDW
1 stop5h 10mSouthwest
Sat 10/188:25 amMDW - TUL
Nonstop1h 55mSouthwest
Deal found 9/17$279
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 12/116:46 pmTUL - MDW
1 stop4h 46mDelta
Mon 12/155:32 pmMDW - TUL
1 stop6h 27mDelta
Deal found 9/15$307
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 10/186:35 amTUL - MDW
Nonstop1h 45mSouthwest
Mon 10/205:25 pmMDW - TUL
1 stop6h 45mSouthwest
Deal found 9/16$314

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tulsa to Midway 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 September 17, 2025.
Use the filters below to find and compare flights from Tulsa to Chicago Midway Airport that are best for you.

Fly from

Tulsa

Fly to

Midway

Route

Depart

Return

Price

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 11/12

3:15 pm-5:00 pm

Nonstop1h 45m

Chicago Midway

Sat 11/15

5:10 am-12:30 pm

1 stop7h 20m

$261

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 10/25

6:35 am-8:20 am

Nonstop1h 45m

Chicago Midway

Mon 10/27

3:45 pm-5:30 pm

Nonstop1h 45m

$269

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 11/1

4:10 pm-10:14 pm

1 stop6h 04m

Chicago Midway

Sat 11/8

6:00 am-12:02 pm

1 stop6h 02m

$271

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Thu 12/11

6:46 pm-11:32 pm

1 stop4h 46m

Chicago Midway

Mon 12/15

5:32 pm-11:59 pm

1 stop6h 27m

$307

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Thu 10/23

9:35 am-11:25 am

Nonstop1h 50m

Chicago Midway

Sun 10/26

9:30 am-11:20 am

Nonstop1h 50m

$324

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 10/15

6:55 pm-12:05 am

1 stop5h 10m

Chicago Midway

Sat 10/18

5:15 am-12:00 pm

1 stop6h 45m

$335

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Fri 10/24

9:35 am-11:25 am

Nonstop1h 50m

Chicago Midway

Sun 10/26

9:30 am-11:20 am

Nonstop1h 50m

$343

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 1/13

10:05 am-4:25 pm

1 stop6h 20m

$126

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 12/17

3:15 pm-5:00 pm

Nonstop1h 45m

$126

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 1/7

5:15 pm-9:46 pm

1 stop4h 31m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 18 results
1
2

Best time to book a flight from Tulsa to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

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

Find hourly flight availability from Tulsa to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

One of the essential ways to save on airfare from Tulsa to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 8% on airfare.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated September 17, 2025.
See what other customers who have flown with Southwest from Tulsa to Chicago Midway Airport 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
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Overall

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 Midway. 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 Midway?

    Tulsa (TUL), located 6.6 mi from the city center, is the airport you fly out of when you book flights from Tulsa to Chicago Midway. 1 airline have flights from Tulsa to Chicago Midway on a regular basis. Booking flights from Tulsa to Chicago Midway should not be difficult; the airport handles an average of 1 outbound flight to Chicago Midway per day.

  • How long is the flight from Tulsa to Chicago Midway Airport?

    There are many flights that can get you from Tulsa to Chicago Midway Airport in 1h 45m. Fly via Southwest or Delta to get the fastest option. Airlines will cover a distance of 582 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Tulsa to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Tulsa to Chicago Midway Airport round-trip from $167. You may be able to fly from Tulsa to Chicago Midway Airport for 60% less than the average price by searching for this airline.

  • What are the cheapest flights from Tulsa to Chicago Midway Airport?

    Looking for the cheapest flight from Tulsa to Chicago Midway Airport? While on average our users pay $325, our data indicates the cheapest price to be $158. The most popular route (Tulsa - Chicago Midway), is priced around $251.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tulsa to Midway 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 Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Tulsa to Chicago Midway Airport (average of $160). Flying from Tulsa to Chicago Midway Airport in November 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 Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Tulsa to Midway

Discover the top airline that operate flights from Tulsa to Midway. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$167Average$355FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.