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$49+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MDW
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find 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 November 6, 2025.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:04 pmSTL - MDW
1 stop10h 08mFrontier
Mon 12/83:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 11/6$110
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:04 pmSTL - MDW
1 stop6h 04mFrontier
Sun 12/146:15 amMDW - STL
1 stop27h 37mFrontier
Deal found 11/5$135
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.
Tue 12/167:00 amSTL - MDW
Nonstop1h 10mSouthwest
Sat 1/106:40 amMDW - STL
Nonstop1h 25mSouthwest
Deal found 11/5$144
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:04 pmSTL - MDW
1 stop10h 08mFrontier
Thu 12/117:23 pmMDW - STL
1 stop14h 24mFrontier
Deal found 11/6$145
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:04 pmSTL - MDW
1 stop6h 04mFrontier
Fri 12/512:18 pmMDW - STL
1 stop21h 56mFrontier
Deal found 11/6$146
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:04 pmSTL - MDW
1 stop6h 04mFrontier
Mon 12/153:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 11/6$150
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.
Wed 12/35:28 pmSTL - MDW
1 stop6h 19mDelta
Wed 12/1010:49 amMDW - STL
1 stop5h 32mDelta
Deal found 11/5$157
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:04 pmSTL - MDW
1 stop6h 04mFrontier
Fri 12/128:42 pmMDW - STL
2 stops25h 51mFrontier
Deal found 11/5$159
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:27 pmEVV - MDW
2 stops22h 37mMultiple Airlines
Sun 12/146:37 pmMDW - EVV
1 stop22h 18mMultiple Airlines
Deal found 11/5$302
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1510:21 amPIA - MDW
1 stop22h 51mMultiple Airlines
Mon 12/1512:18 pmMDW - PIA
1 stop8h 03mMultiple Airlines
Deal found 11/4$319
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/213:33 pmPIA - MDW
2 stops30h 39mMultiple Airlines
Tue 11/2510:22 amMDW - PIA
1 stop22h 53mMultiple Airlines
Deal found 11/6$397
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:37 pmPIA - MDW
2 stops18h 44mAllegiant Air
Mon 11/247:36 pmMDW - PIA
2 stops22h 57mAllegiant Air
Deal found 11/4$472

Cheap flight deals from Illinois to Midway

Keep the following information in mind while searching for Illinois to Midway flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$110
(Frontier)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

January

Average price

$239
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 ($2 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 November 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 November 6, 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

Tue 12/16

1:50 pm-2:55 pm

Nonstop1h 05m

Chicago Midway

Sat 1/10

9:50 am-5:00 pm

1 stop7h 10m

$154

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 1/5

6:35 am-12:48 pm

1 stop6h 13m

Chicago Midway

Tue 1/13

7:16 pm-11:25 pm

1 stop4h 09m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 12/3

5:28 pm-11:47 pm

1 stop6h 19m

Chicago Midway

Wed 12/10

10:49 am-4:21 pm

1 stop5h 32m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/11

7:00 am-8:10 am

Nonstop1h 10m

Chicago Midway

Mon 12/15

11:25 am-12:35 pm

Nonstop1h 10m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Fri 12/5

7:02 pm-11:47 pm

1 stop4h 45m

Chicago Midway

Fri 12/12

7:02 pm-11:29 pm

1 stop4h 27m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Fri 12/5

5:12 pm-11:47 pm

1 stop6h 35m

Chicago Midway

Sun 12/7

6:00 am-10:45 am

1 stop4h 45m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 12/6

5:45 pm-6:55 pm

Nonstop1h 10m

Chicago Midway

Sat 12/13

6:20 am-7:35 am

Nonstop1h 15m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 1/5

2:30 pm-3:40 pm

Nonstop1h 10m

Chicago Midway

Mon 1/12

9:55 am-11:15 am

Nonstop1h 20m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/17

6:10 am-12:48 pm

2 stops6h 38m

Chicago Midway

Mon 1/19

7:16 pm-11:25 pm

1 stop4h 09m

$172

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 12/17

6:39 am-12:34 pm

1 stop5h 55m

Chicago Midway

Sat 1/10

5:00 pm-11:25 pm

1 stop6h 25m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 38 results
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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 05m. 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, Evansville Dress Regional - Chicago Midway and Moline Quad-City - 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
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Illinois to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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