Midway

$79+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MDW
Dec 27 — Jan 31
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Cheap flight deals from Illinois to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) 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 December 22, 2024.

Round-trip from

$158
(Southwest)

One-way from

$79
(Southwest)
From Illinois to Chicago Midway
One-way flight from Illinois to Chicago Midway

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 December 22, 2024.

This Delta deal was found by Cheapflights users on 12/21. 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.
Fri 12/273:24 pmSTL - MDW
1 stop6h 42mDelta
Tue 12/315:51 pmMDW - STL
1 stop3h 52mDelta
Deal found 12/21$504
This Southwest deal was found by Cheapflights users on 12/21. 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.
Thu 12/269:55 pmSTL - MDW
Nonstop1h 10mSouthwest
Sun 12/299:40 amMDW - STL
Nonstop1h 15mSouthwest
Deal found 12/21$608
This Trip.com deal was found by Cheapflights users on 12/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2210:09 pmSTL - MDW
1 stop23h 00mFrontier
Fri 12/278:27 pmMDW - STL
1 stop11h 46mFrontier
Deal found 12/21$741

Find flights from Illinois to Midway within your budget

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 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/9

2:50 pm-4:00 pm

Nonstop1h 10m

Chicago Midway

Mon 1/13

9:05 am-10:20 am

Nonstop1h 15m

$158

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 2/3

6:43 am-1:05 pm

1 stop6h 22m

Chicago Midway

Mon 2/10

10:19 am-4:53 pm

1 stop6h 34m

$176

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/16

8:31 pm-11:44 am

1 stop15h 13m

Chicago Midway

Mon 1/20

11:33 am-11:31 pm

1 stop11h 58m

$318

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Thu 4/17

11:35 am-6:00 pm

1 stop6h 25m

Chicago Midway

Sun 4/20

3:45 pm-10:03 pm

1 stop6h 18m

$1,063

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 2/25

6:10 pm-7:20 pm

Nonstop1h 10m

$79

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/30

8:31 pm-11:44 am

1 stop15h 13m

$80

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 1/21

6:00 am-11:59 am

1 stop5h 59m

$88

PeoriaChicago

PIA - MDW

PIAMDW

Greater Peoria

Wed 1/8

1:52 pm-8:31 am

1 stop18h 39m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

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.

Travel insights for flights from Illinois to Midway

Get recent, data-driven insights about flights from Illinois to Midway including ideal travel times, pricing trends, and more.

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 December 22, 2024.
Peruse reviews from past customers who have flown with Delta, Southwest and Frontier 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.
8.1
Very good
4,804 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,804 reviews
8.1
Very good
4,804 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,594 reviews
8.1
Very good
4,804 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
823 reviews
8.1
Very good
4,804 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.1
Okay
3,472 reviews
8.1
Very good
4,804 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $79 on Southwest. Other airlines that offer cheap prices include Frontier from $80 and Delta from $87 one-way.

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

  • 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.

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