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$49+ Cheap flights from Midway (MDW) to Illinois

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — ORD
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap flight deals from Midway to Illinois

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

Round-trip from

$135
(Kiwi.com)

One-way from

$49
(Southwest)
From Chicago Midway to Illinois
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One-way flight from Chicago Midway to Illinois
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Find flight deals from Midway to Illinois

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

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.
Wed 12/102:49 pmMDW - STL
1 stop20h 18mFrontier
Fri 12/1210:42 amSTL - MDW
1 stop9h 00mFrontier
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 12/91:55 pmMDW - STL
1 stop5h 30mSouthwest
Wed 12/108:25 amSTL - MDW
1 stop5h 10mSouthwest
Deal found 11/5$137
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/191:56 pmMDW - STL
1 stop9h 05mFrontier
Thu 11/203:14 pmSTL - MDW
1 stop7h 29mFrontier
Deal found 11/4$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.
Thu 12/47:02 pmMDW - STL
1 stop4h 27mDelta
Sun 12/76:00 amSTL - MDW
1 stop5h 55mDelta
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.
Mon 12/88:42 pmMDW - STL
2 stops25h 51mFrontier
Sat 12/137:43 pmSTL - MDW
1 stop15h 25mFrontier
Deal found 11/5$158
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.
Mon 12/86:20 amMDW - STL
Nonstop1h 15mSouthwest
Sat 12/135:45 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 11/5$171
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 12/46:15 amMDW - STL
2 stops16h 18mFrontier
Thu 12/1112:04 pmSTL - MDW
1 stop6h 04mFrontier
Deal found 11/5$175
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 12/47:23 pmMDW - STL
1 stop14h 24mFrontier
Sun 12/710:42 amSTL - MDW
1 stop11h 30mFrontier
Deal found 11/5$183
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:05 amMDW - STL
1 stop8h 24mFrontier
Mon 1/58:52 pmSTL - MDW
1 stop14h 28mFrontier
Deal found 11/5$186
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 12/25:15 pmMDW - STL
Nonstop1h 15mSouthwest
Tue 12/97:00 amSTL - MDW
Nonstop1h 10mSouthwest
Deal found 11/5$187
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 12/48:05 amMDW - BMI
2 stops24h 08mMultiple Airlines
Thu 12/1110:24 amBMI - MDW
1 stop11h 34mMultiple Airlines
Deal found 11/6$267
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 11/2112:12 pmMDW - PIA
1 stop8h 35mMultiple Airlines
Tue 11/256:42 pmPIA - MDW
2 stops24h 12mMultiple Airlines
Deal found 11/6$423

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Illinois 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 Chicago Midway Airport to Illinois that are best for you.

Fly from

Midway

Fly to

Illinois

Route

Depart

Return

Price

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 12/4

5:13 pm-11:42 pm

1 stop6h 29m

Lambert-St Louis

Mon 12/8

5:12 pm-11:47 pm

1 stop6h 35m

$157

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 12/4

7:02 pm-11:29 pm

1 stop4h 27m

Lambert-St Louis

Sun 12/7

6:00 am-11:55 am

1 stop5h 55m

$157

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Tue 12/2

8:10 am-1:30 pm

1 stop5h 20m

Lambert-St Louis

Tue 12/9

1:50 pm-2:55 pm

Nonstop1h 05m

$197

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Sat 12/6

6:00 am-10:33 pm

2 stops16h 33m

Lambert-St Louis

Sun 12/7

10:42 am-10:12 pm

1 stop11h 30m

$209

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Tue 12/9

8:10 am-1:00 pm

1 stop4h 50m

Lambert-St Louis

Wed 12/10

10:35 am-4:50 pm

2 stops6h 15m

$212

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Sat 12/6

6:20 am-7:35 am

Nonstop1h 15m

Lambert-St Louis

Sun 12/7

5:45 pm-6:55 pm

Nonstop1h 10m

$240

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Mon 12/1

9:20 pm-10:35 pm

Nonstop1h 15m

Lambert-St Louis

Thu 12/4

7:35 pm-8:45 pm

Nonstop1h 10m

$255

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Sat 12/6

9:29 am-4:49 pm

2 stops7h 20m

Lambert-St Louis

Sun 12/7

6:00 am-12:34 pm

2 stops6h 34m

$270

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Fri 12/12

6:45 am-8:00 am

Nonstop1h 15m

Lambert-St Louis

Sun 12/14

5:45 pm-6:55 pm

Nonstop1h 10m

$317

ChicagoPeoria

MDW - PIA

MDWPIA

Chicago Midway

Fri 11/21

12:12 pm-8:47 pm

1 stop8h 35m

Greater Peoria

Tue 11/25

6:42 pm-6:54 pm

2 stops24h 12m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 19 results
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Best time to book a flight from Midway to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Midway 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 Chicago Midway Airport to Illinois
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 Midway to Illinois. 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 Chicago Midway Airport to Illinois?

    For as low as $197, Delta can have you in Illinois from Chicago Midway Airport in 5h 20m. There are 251 mi between Chicago Midway Airport and Illinois. This flight may include one or multiple stops.

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

    Most travelers choose Chicago Midway - Lambert-St Louis, Chicago Midway - Bloomington-Normal or Chicago Midway - Greater Peoria when deciding on the best route from Chicago Midway Airport to Illinois.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Illinois 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

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Alternative routes for Midway to Illinois

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