$49 Find Cheap Flights from Chicago Midway Airport to Missouri

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Missouri departing on 4/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Missouri

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Missouri, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Missouri, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Missouri

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
St. Louis
St. Louisnonstop$243
Kansas City
Kansas City2 stops$221
Springfield
Springfield1 stop$209
St. Louis
St. Louisnonstop$243
Kansas City
Kansas City2 stops$221
Springfield
Springfield1 stop$209

Book Cheap Midway to Missouri Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Missouri that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Missouri

Sat, Apr 25 - Tue, Apr 28
Delta Logo
6:00 am - 11:01 am
MDW
-
SGF
5h 01m
1 stop
Delta Logo
3:59 pm - 10:28 pm
SGF
-
MDW
6h 29m
1 stop
$209Delta
Tue, Mar 17 - Wed, Mar 18
Delta Logo
1:10 pm - 10:03 pm
MDW
-
MCI
8h 53m
2 stops
Delta Logo
6:07 am - 12:29 pm
MCI
-
MDW
6h 22m
2 stops
$221Delta
Sat, May 2 - Tue, May 5
Southwest Logo
7:55 am - 9:25 am
MDW
-
MCI
1h 30mnonstop
Southwest Logo
5:25 am - 6:50 am
MCI
-
MDW
1h 25mnonstop
$223Southwest
Tue, Mar 17 - Sat, Mar 21
Southwest Logo
7:35 am - 9:05 am
MDW
-
MCI
1h 30mnonstop
Southwest Logo
6:00 pm - 12:05 am
MCI
-
MDW
6h 05m
1 stop
$224Southwest
Wed, Apr 15 - Mon, Apr 20
Delta Logo
10:41 am - 3:14 pm
MDW
-
SGF
4h 33m
1 stop
Delta Logo
3:59 pm - 10:28 pm
SGF
-
MDW
6h 29m
1 stop
$224Delta
Sat, Mar 14 - Tue, Mar 17
Southwest Logo
5:40 pm - 10:45 pm
MDW
-
MCI
5h 05m
1 stop
Southwest Logo
1:50 pm - 4:55 pm
MCI
-
MDW
3h 05m
1 stop
$225Southwest
Fri, Apr 10 - Sun, Apr 12
Southwest Logo
5:55 pm - 11:35 pm
MDW
-
MCI
5h 40m
1 stop
Southwest Logo
8:35 am - 10:00 am
MCI
-
MDW
1h 25mnonstop
$226Southwest
Sat, May 2 - Tue, May 5
Southwest Logo
3:00 pm - 4:30 pm
MDW
-
MCI
1h 30mnonstop
Southwest Logo
2:10 pm - 5:10 pm
MCI
-
MDW
3h 00m
1 stop
$229Southwest
Sat, May 9 - Sat, May 16
Southwest Logo
10:30 am - 12:00 pm
MDW
-
MCI
1h 30mnonstop
Southwest Logo
5:55 pm - 7:20 pm
MCI
-
MDW
1h 25mnonstop
$231Southwest
Fri, Mar 6 - Mon, Mar 9
Frontier Logo
6:05 am - 11:49 am
MDW
-
STL
5h 44m
1 stop
Frontier Logo
7:47 am - 8:53 pm
STL
-
MDW
13h 06m
1 stop
$250Frontier
Booking Insights

KAYAK's insights & trends for Midway to Missouri flights

Get data-powered insights and trends into flights from Midway to Missouri to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Missouri flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Missouri from Chicago Midway Airport found in the last 72 hours was to Kansas City, at $226 round-trip. The most popular route is from Chicago Midway Airport (MDW) to St. Louis (STL), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $232.

Can I save money by flying with a layover from Chicago Midway Airport to Missouri?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $349 on average.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Missouri?

The average price of all round-trip flights from Chicago Midway Airport to Missouri clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Missouri on a Monday and more expensive on a Sunday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

Good to know

Low seasonDecember
Cheapest flight$49
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Chicago Midway Airport to St. Louis

FAQs - booking Missouri flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Missouri?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Missouri.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Missouri?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Missouri is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Missouri?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Missouri with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Missouri?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Missouri up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Missouri?

    The cheapest time of day to fly to Missouri is generally in the afternoon, when round-trip flights cost $306 on average. Morning departures are around 25% more expensive than evening flights, on average. The most expensive time of day to fly to Missouri is generally in the morning, which is peak travel time and where the average cost of a ticket is $384.

Reviews of the top airline flying from Midway to Missouri

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Missouri. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Missouri? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4299 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

4.0 OkayDaniel, Feb 2026
LGB - PHX
Read more Southwest reviews

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

Great plane, great attendants,great flight crew,on time. Wonderful flight home..

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

Everything you need to know for your flight from Midway to Missouri

Information on your arrival and departure airports