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$81+ Cheap flights from Missouri 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.
STL — MDW
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Missouri to Midway

Keep the following information in mind while searching for Missouri to Midway flight deals. Data was last updated May 1, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$191
(Booking.com)

One-way from

$81
(Frontier)

Popular in

March

Cheapest in

September

Average price

$294

Good round-trip deal

$277 or less

Good one-way deal

$148 or less
Provider with most accurate pricing for Kansas City-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Kansas City-Chicago (CHI) flights.
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From Missouri to Chicago Midway
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One-way flight from Missouri to Chicago Midway
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Highest demand for flights based on searches. 10% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Missouri to Chicago Midway.
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Price to beat on a one-way flight from Missouri to Chicago Midway.
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Find flight deals from Missouri to Midway

Cheapest flights from Missouri to Midway
Explore the most affordable flight options available from Missouri to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/159:55 pmSTL - MDW
1 stop16h 53mFrontier
Sun 5/186:15 amMDW - STL
1 stop14h 50mFrontier
Deal found 4/29$191
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/303:02 pmMCI - MDW
1 stop7h 12mFrontier
Wed 6/46:40 amMDW - MCI
1 stop7h 09mFrontier
Deal found 4/30$208
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2810:45 amMCI - MDW
Nonstop1h 25mSouthwest
Wed 6/410:25 amMDW - MCI
Nonstop1h 30mSouthwest
Deal found 4/30$217
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/248:45 pmSTL - MDW
Nonstop1h 05mSouthwest
Sun 5/2510:50 amMDW - STL
Nonstop1h 20mSouthwest
Deal found 4/30$217
This Delta deal was found by Cheapflights users on 4/28. 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 5/2510:25 amMDW - STL
1 stop4h 10mDelta
Deal found 4/28$238
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/226:30 amMCI - MDW
1 stop5h 59mDelta
Wed 7/239:25 amMDW - MCI
1 stop3h 57mDelta
Deal found 4/29$245
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/63:30 pmSGF - MDW
1 stop6h 52mDelta
Tue 5/1310:25 amMDW - SGF
1 stop4h 40mDelta
Deal found 4/29$394
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.
Fri 5/305:46 amMCI - MDW
2 stops13h 28mMultiple Airlines
Mon 6/29:12 amMDW - MCI
2 stops32h 33mMultiple Airlines
Deal found 4/30$414

Cheapflights Fare Finder

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

Fly from

Missouri

Fly to

Midway

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 5/15

9:55 pm-2:48 pm

1 stop16h 53m

Chicago Midway

Sun 5/18

6:15 am-9:05 pm

1 stop14h 50m

$191

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 5/30

3:02 pm-10:14 pm

1 stop7h 12m

Chicago Midway

Wed 6/4

6:40 am-1:49 pm

1 stop7h 09m

$208

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 5/28

10:45 am-12:10 pm

Nonstop1h 25m

Chicago Midway

Wed 6/4

10:25 am-11:55 am

Nonstop1h 30m

$217

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 5/24

8:45 pm-9:50 pm

Nonstop1h 05m

Chicago Midway

Sun 5/25

10:50 am-12:10 pm

Nonstop1h 20m

$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

10:25 am-2:35 pm

1 stop4h 10m

$238

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 7/22

6:30 am-12:29 pm

1 stop5h 59m

Chicago Midway

Wed 7/23

9:25 am-1:22 pm

1 stop3h 57m

$245

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 5/30

5:46 am-7:14 pm

2 stops13h 28m

Chicago Midway

Mon 6/2

9:12 am-5:45 pm

2 stops32h 33m

$414

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 6/7

5:40 am-4:21 pm

2 stops10h 41m

Chicago Midway

Wed 6/11

6:00 am-10:44 am

1 stop4h 44m

$444

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 6/28

2:52 pm-10:28 pm

1 stop7h 36m

$81

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 5/28

2:36 pm-10:36 pm

1 stop8h 00m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 18 results
1
2

Best time to book a flight from Missouri to Midway

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

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

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

What is the cheapest time of day to fly from MO to MDW?

Find hourly flight availability from Missouri to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Missouri to Chicago Midway Airport as you normally would.

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.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from Missouri to Chicago by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

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
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

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
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

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
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

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
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

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 Missouri 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 Missouri to Chicago Midway Airport one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $81. Users have also found prices from $105 and $115 on Southwest and Delta, respectively.

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

    The most popular route from Missouri to Chicago Midway Airport is Kansas City - Chicago Midway. You may also consider Lambert-St Louis - Chicago Midway or Springfield-Branson - Chicago Midway.

  • What are the cheapest flights from Missouri to Chicago Midway Airport?

    The cheapest flight price from Missouri to Chicago Midway Airport is $48. On average you can expect to pay $277. The most popular route, (Kansas City - Chicago Midway), can usually be booked for $214.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Missouri 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 Missouri to Chicago Midway Airport?

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

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

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Alternative routes for Missouri to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Missouri to Midway

Discover the top airline that operate flights from Missouri to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$168Average$304FlexibilityNo cancel feeOn-time63%

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