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$66+ Cheap flights from Midway (MDW) to Missouri

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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — STL
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Midway to Missouri

Cheapest flights from Midway to Missouri
Explore the most affordable flight options available from Midway to Missouri. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:05 am
MDW
-
STL
1 stop21h 46m
Frontier
Mon 2/238:22 pm
STL
-
MDW
1 stop22h 45m
Frontier
Deal found 1/19$135
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:48 pm
MDW
-
STL
1 stop12h 03m
Frontier
Mon 2/238:22 pm
STL
-
MDW
1 stop22h 45m
Frontier
Deal found 1/18$152
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/55:01 pm
MDW
-
STL
1 stop13h 50m
Frontier
Mon 2/98:22 pm
STL
-
MDW
1 stop22h 45m
Frontier
Deal found 1/21$154
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:00 am
MDW
-
STL
2 stops40h 59m
Frontier
Wed 2/258:17 pm
STL
-
MDW
1 stop26h 12m
Frontier
Deal found 1/19$175
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:04 pm
MDW
-
STL
1 stop9h 47m
Frontier
Mon 2/238:22 pm
STL
-
MDW
1 stop22h 45m
Frontier
Deal found 1/19$177
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/25:01 pm
MDW
-
STL
2 stops30h 32m
Frontier
Wed 2/48:22 pm
STL
-
MDW
1 stop15h 23m
Frontier
Deal found 1/20$189
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/65:01 pm
MDW
-
STL
1 stop13h 50m
Frontier
Mon 2/98:22 pm
STL
-
MDW
1 stop22h 45m
Frontier
Deal found 1/21$191
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/159:04 pm
MDW
-
STL
1 stop9h 47m
Frontier
Wed 2/188:17 pm
STL
-
MDW
1 stop15h 10m
Frontier
Deal found 1/21$207
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/319:38 am
MDW
-
MCI
1 stop24h 15m
Frontier
Mon 2/212:45 pm
MCI
-
MDW
1 stop9h 34m
Frontier
Deal found 1/21$217
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/55:01 pm
MDW
-
MCI
1 stop18h 49m
Frontier
Mon 2/912:45 pm
MCI
-
MDW
1 stop9h 34m
Frontier
Deal found 1/21$221
This Southwest deal was found by Cheapflights users on 1/21. 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.
Sat 3/149:30 pm
MDW
-
MCI
Nonstop1h 30m
Southwest
Mon 3/1612:40 pm
MCI
-
MDW
1 stop5h 10m
Southwest
Deal found 1/21$224
This Delta deal was found by Cheapflights users on 1/19. 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.
Mon 3/210:49 am
MDW
-
SGF
1 stop5h 58m
Delta
Mon 3/93:56 pm
SGF
-
MDW
1 stop6h 35m
Delta
Deal found 1/19$224

Find flight deals from Midway to Missouri

Keep the following information in mind while searching for Midway to Missouri flight deals. Data was last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$154
(Kiwi.com)

One-way from

$66
(Kiwi.com)

Popular in

January

Cheapest in

December

Average price

$478

Good round-trip deal

$283 or less

Good one-way deal

$150 or less
Provider with most accurate pricing for Chicago (CHI)-Lambert-St Louis flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Lambert-St Louis flights.
Search Deals
From Chicago Midway to Missouri
Search Deals
One-way flight from Chicago Midway to Missouri
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Missouri.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Missouri.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Missouri 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 January 21, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Missouri that are best for you.

Fly from

Midway

Fly to

Missouri

Route

Depart

Return

Price

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 2/5

5:01 pm-6:51 am

1 stop13h 50m

Lambert-St Louis

Mon 2/9

8:22 pm-7:07 pm

1 stop22h 45m

$154

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Wed 3/25

10:30 am-12:00 pm

Nonstop1h 30m

Kansas City

Fri 4/3

5:30 am-6:55 am

Nonstop1h 25m

$221

ChicagoSpringfield

MDW - SGF

MDWSGF

Chicago Midway

Mon 3/2

10:49 am-4:47 pm

1 stop5h 58m

Springfield-Branson

Mon 3/9

3:56 pm-10:31 pm

1 stop6h 35m

$224

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Sat 3/14

7:55 am-9:30 am

Nonstop1h 35m

Kansas City

Mon 3/16

6:00 pm-12:05 am

1 stop6h 05m

$224

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Fri 2/6

5:01 pm-6:51 am

1 stop13h 50m

Lambert-St Louis

Mon 2/9

8:22 pm-7:07 pm

1 stop22h 45m

$227

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Sat 3/14

10:15 am-11:30 am

Nonstop1h 15m

Lambert-St Louis

Mon 3/16

9:50 pm-11:00 pm

Nonstop1h 10m

$231

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Sat 3/28

7:20 pm-11:03 pm

1 stop3h 43m

Kansas City

Mon 3/30

12:17 pm-6:40 pm

1 stop6h 23m

$234

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Thu 2/19

8:00 am-9:35 am

Nonstop1h 35m

Kansas City

Thu 2/26

2:10 pm-3:35 pm

Nonstop1h 25m

$237

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Thu 2/26

7:20 pm-8:55 pm

Nonstop1h 35m

Kansas City

Mon 3/2

7:20 am-8:55 am

Nonstop1h 35m

$237

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Wed 3/4

5:05 am-12:40 pm

1 stop7h 35m

Kansas City

Thu 3/5

3:55 pm-10:35 pm

2 stops6h 40m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 50 results
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Best time to book a flight from Midway to Missouri

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

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

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Missouri (average of $77). Flying from Chicago Midway Airport to Missouri in January is currently the most expensive (average of $673). 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 MDW to MO?

Find hourly flight availability from Midway to Missouri. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2026.

It’s optimal to fly from Chicago Midway Airport to Missouri in the evening. By choosing this option you can save up to 12% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chicago Midway Airport to Missouri?

Use this chart to determine the cheapest time to fly round-trip from Midway to Missouri. Price data was last updated on January 17, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to Missouri flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Missouri

Get insights into the airlines that provide service to Missouri. 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 Missouri. Reviews last updated January 21, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Missouri. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Midway to Missouri. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Missouri?

    Airlines like Frontier, Southwest, and Delta fly from Chicago Midway Airport to Missouri in about 1h 30m. The time it takes to get you to your destination can typically vary by up to 12h 20m. The distance from Chicago Midway Airport to Missouri is about 404 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Most travelers choose Chicago Midway - Kansas City, Chicago Midway - Lambert-St Louis or Chicago Midway - Springfield-Branson when deciding on the best route from Chicago Midway Airport to Missouri.

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

    On average you can expect to pay $332 for a flight from Chicago Midway Airport to Missouri. The cheapest flight overall is $136 while the most popular route, (Chicago Midway - Kansas City) is currently priced at $214.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Missouri (average of $77). Flying from Chicago Midway Airport to Missouri in January is currently the most expensive (average of $673). 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

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Alternative routes for Midway to Missouri

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

Discover the top airline that operate flights from Midway to Missouri. 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$77Average$346FlexibilityNo cancel feeOn-time63%

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