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$65+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MDW
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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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 November 21, 2024.

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 21, 2024.

This Frontier deal was found by Cheapflights users on 11/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/63:34 pmSTL - MDW
1 stop5h 28mFrontier
Mon 12/911:33 amMDW - STL
1 stop11h 51mFrontier
Deal found 11/21$138
This Southwest deal was found by Cheapflights users on 11/20. 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 12/116:30 amSTL - MDW
Nonstop1h 10mSouthwest
Thu 12/129:50 amMDW - STL
Nonstop1h 15mSouthwest
Deal found 11/20$143
This Delta deal was found by Cheapflights users on 11/20. 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 12/196:04 amSTL - MDW
1 stop5h 04mDelta
Wed 12/254:50 pmMDW - STL
1 stop5h 16mDelta
Deal found 11/20$176
This Delta deal was found by Cheapflights users on 11/19. 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 12/186:00 amEVV - MDW
2 stops11h 01mDelta
Wed 12/253:32 pmMDW - EVV
1 stop4h 21mDelta
Deal found 11/19$950
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Sat 12/215:52 pmSTL - MDW
3 stops23h 59mMultiple Airlines
Mon 12/2312:05 pmMDW - STL
3 stops27h 16mMultiple Airlines
Deal found 11/20$1,123

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Fri 12/6

3:34 pm-9:02 pm

1 stop5h 28m

Chicago Midway

Mon 12/9

11:33 am-11:24 pm

1 stop11h 51m

$138

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 12/11

6:30 am-7:40 am

Nonstop1h 10m

Chicago Midway

Thu 12/12

9:50 am-11:05 am

Nonstop1h 15m

$143

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/19

6:04 am-11:08 am

1 stop5h 04m

Chicago Midway

Wed 12/25

4:50 pm-10:06 pm

1 stop5h 16m

$176

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Wed 12/18

6:00 am-5:01 pm

2 stops11h 01m

Chicago Midway

Wed 12/25

3:32 pm-7:53 pm

1 stop4h 21m

$950

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 12/21

5:52 pm-5:51 pm

3 stops23h 59m

Chicago Midway

Mon 12/23

12:05 pm-3:21 pm

3 stops27h 16m

$1,123

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/18

5:05 pm-10:02 am

1 stop16h 57m

$65

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 12/24

6:30 am-7:40 am

Nonstop1h 10m

$69

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 12/18

7:15 am-11:58 am

1 stop4h 43m

$88

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 1/6

9:50 am-8:41 am

3 stops22h 51m

$252

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

Tue 11/26

8:46 am-11:55 am

2 stops27h 09m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 12 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.

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 November 21, 2024.
Peruse reviews from past customers who have flown with Delta, Frontier and Southwest 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
8.1
Very good
5,015 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Allegiant Air
7.4
Good
850 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,810 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Frontier
6.1
Okay
3,539 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 $65 on Frontier. Other airlines that offer cheap prices include Southwest from $69 and Delta from $88 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 Greater Peoria - 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, December is the cheapest month in which you can book a flight from Illinois to Chicago Midway Airport (average of $159). Flying from Illinois to Chicago Midway Airport in July is currently the most expensive (average of $231). 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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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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