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$81+ 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 6/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MDW
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$162
(Frontier)

One-way from

$81
(Frontier)

Popular in

April

Cheapest in

January

Average price

$179
Provider with most accurate pricing for Moline Quad-City-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Moline Quad-City-Chicago (CHI) flights.
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From Illinois to Chicago Midway
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One-way flight from Illinois to Chicago Midway
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Highest demand for flights based on searches. 38% potential increase in price ($188 potential increase over avg. RT price).
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Cheapest flight prices on average. 31% potential price decrease ($74 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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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 May 1, 2025.

This Frontier deal was found by Cheapflights users on 5/1. 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.
Sat 8/162:52 pmSTL - MDW
1 stop7h 43mFrontier
Sat 8/236:10 amMDW - STL
1 stop5h 06mFrontier
Deal found 5/1$162
This Southwest deal was found by Cheapflights users on 5/1. 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 5/243:45 pmSTL - MDW
Nonstop1h 05mSouthwest
Sun 5/259:00 pmMDW - STL
Nonstop1h 15mSouthwest
Deal found 5/1$217
This Delta deal was found by Cheapflights users on 5/1. 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 5/243:40 pmSTL - MDW
1 stop5h 33mDelta
Sun 5/257:25 pmMDW - STL
1 stop4h 01mDelta
Deal found 5/1$237
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Tue 6/37:11 pmPIA - MDW
1 stop20h 26mAllegiant Air
Mon 6/92:53 pmMDW - PIA
2 stops27h 28mAllegiant Air
Deal found 4/30$275
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Wed 5/148:39 amMLI - MDW
2 stops29h 34mAllegiant Air
Sun 5/1811:43 amMDW - MLI
1 stop21h 10mAllegiant Air
Deal found 4/29$384
This Delta deal was found by Cheapflights users on 4/30. 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.
Sun 6/156:00 amEVV - MDW
1 stop12h 02mDelta
Sun 6/224:26 pmMDW - EVV
1 stop24h 53mDelta
Deal found 4/30$465

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 May 1, 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 8/16

2:52 pm-10:35 pm

1 stop7h 43m

Chicago Midway

Sat 8/23

6:10 am-11:16 am

1 stop5h 06m

$162

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 5/24

3:45 pm-4:50 pm

Nonstop1h 05m

Chicago Midway

Sun 5/25

9:00 pm-10:15 pm

Nonstop1h 15m

$217

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 5/24

3:40 pm-9:13 pm

1 stop5h 33m

Chicago Midway

Sun 5/25

7:25 pm-11:26 pm

1 stop4h 01m

$237

PeoriaChicago

PIA - MDW

PIAMDW

Greater Peoria

Tue 6/3

7:11 pm-3:37 pm

1 stop20h 26m

Chicago Midway

Mon 6/9

2:53 pm-6:21 pm

2 stops27h 28m

$275

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

Wed 5/14

8:39 am-2:13 pm

2 stops29h 34m

Chicago Midway

Sun 5/18

11:43 am-8:53 am

1 stop21h 10m

$384

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Sun 6/15

6:00 am-6:02 pm

1 stop12h 02m

Chicago Midway

Sun 6/22

4:26 pm-5:19 pm

1 stop24h 53m

$465

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 6/28

2:52 pm-10:28 pm

1 stop7h 36m

$81

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 7/1

8:35 pm-9:40 pm

Nonstop1h 05m

$109

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 6/3

6:00 am-12:28 pm

2 stops6h 28m

$124

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 6/5

10:10 am-2:03 pm

3 stops27h 53m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 11 results
1
2

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 May 1, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Allegiant Air from Illinois to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,293 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,287 reviews
Southwest
8.0
Very good
4,293 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Illinois to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $81 on Frontier. Other airlines that offer cheap prices include Southwest from $109 and Delta from $124 one-way.

  • 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.

  • What is the cheapest month to book a flight from Illinois to Chicago Midway Airport?

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

Book flights to Illinois if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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