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$49+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
STL — MDW
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$107
(Southwest)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

September

Average price

$309

Good round-trip deal

$280 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. 9% potential increase in price ($32 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 April 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 April 17, 2025.

This Southwest deal was found by Cheapflights users on 4/16. 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 5/85:35 amSTL - MDW
Nonstop1h 10mSouthwest
Mon 5/127:30 amMDW - STL
1 stop4h 15mSouthwest
Deal found 4/16$107
This Frontier deal was found by Cheapflights users on 4/16. 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 5/89:55 pmSTL - MDW
1 stop16h 53mFrontier
Mon 5/121:19 pmMDW - STL
1 stop10h 47mFrontier
Deal found 4/16$161
This Delta deal was found by Cheapflights users on 4/16. 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 5/207:05 amSTL - MDW
1 stop4h 48mDelta
Tue 5/277:25 pmMDW - STL
1 stop4h 01mDelta
Deal found 4/16$177
This Delta deal was found by Cheapflights users on 4/17. 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 6/173:57 pmSGF - MDW
1 stop5h 48mDelta
Wed 6/2510:26 amMDW - SGF
1 stop4h 46mDelta
Deal found 4/17$209
This Delta deal was found by Cheapflights users on 4/17. 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 5/92:05 pmMCI - MDW
1 stop4h 40mDelta
Sun 5/119:16 amMDW - MCI
1 stop4h 02mDelta
Deal found 4/17$217
This Frontier deal was found by Cheapflights users on 4/17. 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 6/61:51 pmMCI - MDW
1 stop9h 27mFrontier
Mon 6/96:30 amMDW - MCI
1 stop6h 01mFrontier
Deal found 4/17$220
This Southwest deal was found by Cheapflights users on 4/16. 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 5/107:35 amMCI - MDW
1 stop6h 35mSouthwest
Mon 5/122:00 pmMDW - MCI
Nonstop1h 30mSouthwest
Deal found 4/16$221
This Mytrip deal was found by Cheapflights users on 4/17. 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 5/218:29 amSGF - MDW
2 stops35h 01mAllegiant Air
Thu 5/2911:03 amMDW - SGF
1 stop20h 58mAllegiant Air
Deal found 4/17$379

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 April 17, 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 5/8

5:35 am-6:45 am

Nonstop1h 10m

Chicago Midway

Mon 5/12

7:30 am-11:45 am

1 stop4h 15m

$107

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 5/8

9:55 pm-2:48 pm

1 stop16h 53m

Chicago Midway

Mon 5/12

1:19 pm-12:06 am

1 stop10h 47m

$161

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 5/20

7:05 am-11:53 am

1 stop4h 48m

Chicago Midway

Tue 5/27

7:25 pm-11:26 pm

1 stop4h 01m

$177

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Tue 6/17

3:57 pm-9:45 pm

1 stop5h 48m

Chicago Midway

Wed 6/25

10:26 am-3:12 pm

1 stop4h 46m

$209

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 5/9

2:05 pm-6:45 pm

1 stop4h 40m

Chicago Midway

Sun 5/11

9:16 am-1:18 pm

1 stop4h 02m

$217

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 6/6

1:51 pm-11:18 pm

1 stop9h 27m

Chicago Midway

Mon 6/9

6:30 am-12:31 pm

1 stop6h 01m

$220

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 5/10

7:35 am-2:10 pm

1 stop6h 35m

Chicago Midway

Mon 5/12

2:00 pm-3:30 pm

Nonstop1h 30m

$221

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Wed 5/21

8:29 am-7:30 pm

2 stops35h 01m

Chicago Midway

Thu 5/29

11:03 am-8:01 am

1 stop20h 58m

$379

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 5/26

8:55 pm-10:00 pm

Nonstop1h 05m

$49

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 6/14

2:52 pm-10:28 pm

1 stop7h 36m

$81

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 19 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 April 17, 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 April 17, 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
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Southwest. According to our data, you can fly for as low as $49. Users have also found prices from $81 and $89 on Frontier 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 Lambert-St Louis - Chicago Midway. You may also consider Kansas City - 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 $279. The most popular route, (Lambert-St Louis - Chicago Midway), can usually be booked for $97.

  • 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$168Average$307FlexibilityNo cancel feeOn-time63%

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