HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$66+ Cheap flights from Illinois 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MDW
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois 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 Illinois to Midway

Cheapest flights from Illinois to Midway
Explore the most affordable flight options available from Illinois to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Frontier deal was found by Cheapflights users on 12/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:40 amSTL - MDW
1 stop11h 18mFrontier
Wed 12/313:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 12/25$442
This Frontier deal was found by Cheapflights users on 12/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:40 amSTL - MDW
1 stop11h 18mFrontier
Fri 1/23:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 12/25$462
This Southwest deal was found by Cheapflights users on 12/25. 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.
Fri 12/266:30 pmSTL - MDW
Nonstop1h 10mSouthwest
Sat 1/107:40 pmMDW - STL
Nonstop1h 15mSouthwest
Deal found 12/25$584
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:03 pmMLI - MDW
1 stop13h 50mAllegiant Air
Thu 1/810:17 amMDW - MLI
1 stop30h 44mAllegiant Air
Deal found 12/26$652
This Southwest deal was found by Cheapflights users on 12/25. 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.
Fri 12/262:15 pmSTL - MDW
Nonstop1h 05mSouthwest
Sun 1/47:55 amMDW - STL
Nonstop1h 15mSouthwest
Deal found 12/25$667
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:03 pmMLI - MDW
1 stop13h 50mAllegiant Air
Sun 1/1110:17 amMDW - MLI
1 stop30h 44mAllegiant Air
Deal found 12/26$668
This Southwest deal was found by Cheapflights users on 12/26. 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 12/318:15 amSTL - MDW
1 stop4h 50mSouthwest
Fri 1/210:00 amMDW - STL
Nonstop1h 25mSouthwest
Deal found 12/26$677
This Southwest deal was found by Cheapflights users on 12/26. 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 12/3110:35 amSTL - MDW
2 stops6h 15mSouthwest
Sat 1/33:10 pmMDW - STL
1 stop4h 35mSouthwest
Deal found 12/26$692
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:03 pmMLI - MDW
1 stop13h 50mMultiple Airlines
Thu 1/13:10 pmMDW - MLI
1 stop16h 54mMultiple Airlines
Deal found 12/27$854
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:03 pmMLI - MDW
1 stop13h 50mMultiple Airlines
Tue 12/302:01 pmMDW - MLI
2 stops20h 20mMultiple Airlines
Deal found 12/27$945
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2810:14 amMLI - MDW
1 stop10h 50mMultiple Airlines
Thu 1/13:10 pmMDW - MLI
1 stop16h 54mMultiple Airlines
Deal found 12/27$1,064
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2810:14 amMLI - MDW
1 stop10h 50mMultiple Airlines
Mon 12/293:10 pmMDW - MLI
1 stop16h 44mMultiple Airlines
Deal found 12/27$1,119

Find flight deals from Illinois to Midway

Keep the following information in mind while searching for Illinois to Midway flight deals. Data was last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$157
(Southwest)

One-way from

$66
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$186
Provider with most accurate pricing for Moline Quad-City-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Moline Quad-City-Chicago (CHI) flights.
Search Deals
From Illinois to Chicago Midway
Search Deals
One-way flight from Illinois to Chicago Midway
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 December 28, 2025.
Use the filters below to find and compare flights from Illinois to Chicago Midway Airport that are best for you.

Fly from

Illinois

Fly to

Midway

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/17

5:50 pm-7:00 pm

Nonstop1h 10m

Chicago Midway

Mon 1/19

8:15 am-9:35 am

Nonstop1h 20m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/24

10:25 am-11:35 am

Nonstop1h 10m

Chicago Midway

Mon 1/26

9:55 am-11:15 am

Nonstop1h 20m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 2/5

4:30 pm-5:40 pm

Nonstop1h 10m

Chicago Midway

Mon 2/9

8:15 am-9:35 am

Nonstop1h 20m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 2/25

7:10 am-11:59 am

1 stop4h 49m

Chicago Midway

Wed 2/25

6:40 pm-11:36 pm

1 stop4h 56m

$173

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 2/24

6:00 am-11:59 am

1 stop5h 59m

Chicago Midway

Tue 3/3

6:00 am-11:02 am

1 stop5h 02m

$173

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 2/17

6:10 am-12:46 pm

2 stops6h 36m

Chicago Midway

Tue 2/24

6:00 am-11:02 am

1 stop5h 02m

$178

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/24

1:45 pm-5:20 pm

1 stop3h 35m

Chicago Midway

Sat 1/31

7:40 pm-8:55 pm

Nonstop1h 15m

$181

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 2/21

5:01 pm-10:31 pm

1 stop5h 30m

Chicago Midway

Wed 2/25

7:20 pm-11:23 pm

1 stop4h 03m

$182

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 2/19

6:35 am-12:46 pm

1 stop6h 11m

Chicago Midway

Tue 3/3

7:20 pm-11:23 pm

1 stop4h 03m

$182

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/24

8:22 pm-11:45 am

1 stop15h 23m

Chicago Midway

Mon 1/26

1:00 pm-11:33 pm

1 stop10h 33m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 29 results
1
2
3

Best time to book a flight from Illinois to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Illinois 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 Illinois to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

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

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

    Departing from Illinois to Chicago Midway Airport will take you 1h 10m. Illinois and Chicago Midway Airport are separated by a distance of 251 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Illinois to Chicago Midway Airport?

    The most popular flight routes from Illinois to Chicago Midway Airport are Lambert-St Louis - Chicago Midway, Moline Quad-City - Chicago Midway and Evansville Dress Regional - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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.

Alternative routes for Illinois to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Reagan-National to O'Hare Intl flights
Boston to O'Hare Intl flights
Denver to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Seattle to O'Hare Intl flights
Atlanta to Midway flights
Austin to O'Hare Intl flights
Stewart to O'Hare Intl flights
Love Field to O'Hare Intl flights
Minneapolis to Midway flights
Charlotte to O'Hare Intl flights
Tampa to O'Hare Intl flights
Los Angeles to Midway flights
George Bush Intcntl to O'Hare Intl flights
Orlando to O'Hare Intl flights
Ontario to O'Hare Intl flights
Dulles Intl to Midway flights
Raleigh to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Miami to O'Hare Intl flights
San Francisco to Midway flights
Hobby to Midway flights
Hobby to O'Hare Intl flights
Boston to Midway flights
San Diego to O'Hare Intl flights
Love Field to Midway flights
Fort Lauderdale to O'Hare Intl flights
Orlando to Midway flights
Detroit to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
George Bush Intcntl to Midway flights
Kansas City to O'Hare Intl flights
Tampa to Midway flights
Columbus to O'Hare Intl flights
Denver to Midway flights
Reagan-National to Midway flights

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.