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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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — STL
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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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 August 14, 2025.

Round-trip from

$87
(Southwest)

One-way from

$49
(Southwest)

Popular in

June

Cheapest in

September

Average price

$307

Good round-trip deal

$151 or less

Good one-way deal

$118 or less
From Chicago Midway to Missouri
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One-way flight from Chicago Midway to Missouri
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Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to Missouri.
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Price to beat on a one-way flight from Chicago Midway to Missouri.
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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 August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/12. 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 9/35:40 pmMDW - STL
Nonstop1h 15mSouthwest
Sat 9/610:30 amSTL - MDW
1 stop5h 40mSouthwest
Deal found 8/12$87
This Southwest deal was found by Cheapflights users on 8/13. 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.
Thu 9/257:30 amMDW - STL
Nonstop1h 10mSouthwest
Sat 9/277:15 amSTL - MDW
2 stops6h 15mSouthwest
Deal found 8/13$92
This Southwest deal was found by Cheapflights users on 8/14. 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 9/42:45 pmMDW - STL
1 stop5h 15mSouthwest
Mon 9/84:15 pmSTL - MDW
1 stop5h 20mSouthwest
Deal found 8/14$97
This Southwest deal was found by Cheapflights users on 8/11. 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 9/1111:45 amMDW - STL
Nonstop1h 10mSouthwest
Mon 9/157:20 pmSTL - MDW
Nonstop1h 05mSouthwest
Deal found 8/11$114
This Southwest deal was found by Cheapflights users on 8/12. 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 9/39:00 amMDW - STL
Nonstop1h 15mSouthwest
Fri 9/56:00 pmSTL - MDW
1 stop4h 30mSouthwest
Deal found 8/12$124
This Southwest deal was found by Cheapflights users on 8/13. 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.
Fri 9/57:30 amMDW - STL
Nonstop1h 10mSouthwest
Sat 9/610:30 amSTL - MDW
2 stops6h 10mSouthwest
Deal found 8/13$129
This Southwest deal was found by Cheapflights users on 8/13. 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.
Mon 9/811:45 amMDW - STL
Nonstop1h 10mSouthwest
Thu 9/115:25 amSTL - MDW
Nonstop1h 10mSouthwest
Deal found 8/13$144
This KAYAK deal was found by Cheapflights users on 8/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/35:40 pmMDW - STL
Nonstop1h 15mSouthwest
Thu 9/48:00 amSTL - MDW
1 stop4h 50mSouthwest
Deal found 8/12$146
This Southwest deal was found by Cheapflights users on 8/14. 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.
Fri 11/79:40 pmMDW - STL
Nonstop1h 15mSouthwest
Sun 11/97:50 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 8/14$151
This Southwest deal was found by Cheapflights users on 8/14. 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 9/43:55 pmMDW - MCI
Nonstop1h 25mSouthwest
Mon 9/84:10 pmMCI - MDW
Nonstop1h 25mSouthwest
Deal found 8/14$177
This Southwest deal was found by Cheapflights users on 8/12. 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.
Mon 9/86:20 pmMDW - MCI
Nonstop1h 30mSouthwest
Tue 9/99:10 amMCI - MDW
2 stops6h 10mSouthwest
Deal found 8/12$181
This Southwest deal was found by Cheapflights users on 8/12. 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 9/41:50 pmMDW - MCI
Nonstop1h 25mSouthwest
Fri 9/58:25 pmMCI - MDW
Nonstop1h 20mSouthwest
Deal found 8/12$188

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 August 14, 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

Mon 10/6

12:10 pm-5:00 pm

1 stop4h 50m

Lambert-St Louis

Tue 10/7

6:30 am-7:40 am

Nonstop1h 10m

$87

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 9/18

11:45 am-12:55 pm

Nonstop1h 10m

Lambert-St Louis

Sat 9/20

8:30 am-3:45 pm

1 stop7h 15m

$87

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 9/4

9:30 am-1:25 pm

1 stop3h 55m

Lambert-St Louis

Mon 9/8

5:25 am-6:35 am

Nonstop1h 10m

$87

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Wed 9/3

5:40 pm-6:55 pm

Nonstop1h 15m

Lambert-St Louis

Sat 9/6

10:30 am-4:10 pm

1 stop5h 40m

$87

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Sat 9/27

3:55 pm-5:10 pm

Nonstop1h 15m

Lambert-St Louis

Tue 9/30

10:45 am-4:45 pm

2 stops6h 00m

$92

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 9/25

7:30 am-8:40 am

Nonstop1h 10m

Lambert-St Louis

Sat 9/27

10:30 am-4:40 pm

2 stops6h 10m

$92

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Tue 9/9

9:55 am-1:50 pm

1 stop3h 55m

Lambert-St Louis

Mon 9/15

6:50 pm-10:50 pm

1 stop4h 00m

$97

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Wed 10/15

10:05 am-3:00 pm

1 stop4h 55m

Lambert-St Louis

Wed 10/15

4:25 pm-10:25 pm

1 stop6h 00m

$97

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Tue 9/23

9:35 am-1:15 pm

1 stop3h 40m

Kansas City

Wed 10/1

2:00 pm-6:35 pm

1 stop4h 35m

$177

ChicagoKansas City

MDW - MCI

MDWMCI

Chicago Midway

Tue 9/23

9:20 am-3:21 pm

1 stop6h 01m

Kansas City

Tue 9/30

2:00 pm-6:35 pm

1 stop4h 35m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 44 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 $311). Flying from Chicago Midway Airport to Missouri in March is currently the most expensive (average of $356). 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 August 14, 2025.

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

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 August 14, 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
4,244 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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 $75 and Delta from $99 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 $274 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 $155.

  • 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 $311). Flying from Chicago Midway Airport to Missouri in March is currently the most expensive (average of $356). 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

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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$77Average$319FlexibilityNo cancel feeOn-time63%

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