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$49+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — STL
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Find 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 October 16, 2025.

This Southwest deal was found by Cheapflights users on 10/13. 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 11/125:00 amMDW - STL
1 stop5h 10mSouthwest
Wed 11/194:25 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 10/13$107
This Southwest deal was found by Cheapflights users on 10/14. 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 11/209:50 amMDW - STL
1 stop3h 10mSouthwest
Mon 11/243:45 pmSTL - MDW
1 stop4h 00mSouthwest
Deal found 10/14$114
This Southwest deal was found by Cheapflights users on 10/14. 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.
Tue 11/119:50 amMDW - STL
1 stop3h 10mSouthwest
Tue 11/116:15 pmSTL - MDW
1 stop4h 20mSouthwest
Deal found 10/14$117
This Southwest deal was found by Cheapflights users on 10/16. 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 11/86:20 amMDW - STL
Nonstop1h 15mSouthwest
Mon 11/108:45 amSTL - MDW
Nonstop1h 10mSouthwest
Deal found 10/16$134
This Southwest deal was found by Cheapflights users on 10/14. 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 12/243:45 pmMDW - STL
1 stop3h 40mSouthwest
Sat 1/1010:25 amSTL - MDW
Nonstop1h 10mSouthwest
Deal found 10/14$141
This Southwest deal was found by Cheapflights users on 10/14. 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 11/158:20 amMDW - STL
1 stop8h 30mSouthwest
Mon 11/172:25 pmSTL - MDW
1 stop4h 55mSouthwest
Deal found 10/14$154
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:30 pmMDW - STL
1 stop20h 37mFrontier
Tue 11/47:45 pmSTL - MDW
2 stops16h 56mFrontier
Deal found 10/16$157
This Frontier deal was found by Cheapflights users on 10/14. 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 11/712:30 pmMDW - MCI
1 stop7h 08mFrontier
Sun 11/911:12 amMCI - MDW
1 stop10h 51mFrontier
Deal found 10/14$205
This Delta deal was found by Cheapflights users on 10/15. 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 12/46:00 amMDW - SGF
1 stop4h 50mDelta
Mon 12/86:49 pmSGF - MDW
1 stop5h 00mDelta
Deal found 10/15$209
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 11/122:06 pmMDW - MCI
1 stop20h 11mFrontier
Fri 11/1411:12 amMCI - MDW
1 stop10h 56mFrontier
Deal found 10/14$217
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/151:37 pmMDW - MCI
2 stops20h 08mMultiple Airlines
Mon 11/1711:12 amMCI - MDW
1 stop7h 27mMultiple Airlines
Deal found 10/15$222
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1012:30 pmMDW - MCI
1 stop7h 03mMultiple Airlines
Thu 11/136:00 amMCI - MDW
2 stops14h 44mMultiple Airlines
Deal found 10/16$223

Cheap flight deals from Midway to Missouri

Keep the following information in mind while searching for Midway to Missouri flight deals. Data was last updated October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Southwest)

One-way from

$49
(Southwest)

Popular in

December

Cheapest in

August

Average price

$358

Good round-trip deal

$265 or less

Good one-way deal

$122 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. 6% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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.
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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 October 16, 2025.
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 11/13

6:45 am-8:00 am

Nonstop1h 15m

Lambert-St Louis

Sat 11/15

5:45 pm-6:55 pm

Nonstop1h 10m

$134

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Sat 11/15

8:20 am-4:50 pm

1 stop8h 30m

Lambert-St Louis

Mon 11/17

2:25 pm-7:20 pm

1 stop4h 55m

$154

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 11/13

10:47 am-4:07 pm

1 stop5h 20m

Lambert-St Louis

Thu 11/20

7:05 am-11:52 am

1 stop4h 47m

$157

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Fri 10/31

12:30 pm-9:07 am

1 stop20h 37m

Lambert-St Louis

Tue 11/4

7:45 pm-12:41 pm

2 stops16h 56m

$157

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 11/20

6:00 am-1:00 pm

1 stop7h 00m

Lambert-St Louis

Mon 11/24

2:36 pm-6:08 pm

1 stop3h 32m

$157

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Wed 12/24

5:59 pm-10:16 pm

1 stop4h 17m

Lambert-St Louis

Sat 1/10

6:30 am-12:35 pm

2 stops6h 05m

$179

ChicagoSpringfield

MDW - SGF

MDWSGF

Chicago Midway

Thu 12/4

6:00 am-10:50 am

1 stop4h 50m

Springfield-Branson

Mon 12/8

6:49 pm-11:49 pm

1 stop5h 00m

$209

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Sat 11/22

10:40 pm-12:10 am

Nonstop1h 30m

Kansas City

Mon 11/24

5:45 am-9:55 am

1 stop4h 10m

$229

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Thu 11/27

9:25 am-3:50 pm

1 stop6h 25m

Kansas City

Wed 12/3

7:30 am-8:55 am

Nonstop1h 25m

$229

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Wed 11/12

4:40 pm-6:10 pm

Nonstop1h 30m

Kansas City

Wed 11/19

5:55 pm-7:20 pm

Nonstop1h 25m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

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 February is currently the most expensive (average of $304). 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 October 16, 2025.

It’s optimal to fly from Chicago Midway Airport to Missouri in the evening. By choosing this option you can save up to 39% 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 December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Missouri flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday mornings 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 October 16, 2025.
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
4,241 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 Southwest, Delta, and Frontier fly from Chicago Midway Airport to Missouri in about 1h 15m. The time it takes to get you to your destination can typically vary by up to 19h 22m. The distance from Chicago Midway Airport to Missouri is about 251 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Missouri one-way?

    One-way options have recently been found by users for as low as $49 on Southwest. Other airlines that offer cheap prices include Frontier from $104 and Delta from $114 one-way.

  • 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 $299 for a flight from Chicago Midway Airport to Missouri. The cheapest flight overall is $48 while the most popular route, (Chicago Midway - Kansas City) is currently priced at $192.

  • 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 February is currently the most expensive (average of $304). 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 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$77Average$319FlexibilityNo cancel feeOn-time63%

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