$67 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 2/28. 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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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$153
Kansas City
Kansas Citynonstop$249
Springfield
Springfield1 stop$209
St. Louis
St. Louisnonstop$153
Kansas City
Kansas Citynonstop$249
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

Tue, Feb 3 - Tue, Feb 3
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
1:10 pm - 2:15 pm
STL
-
MDW
1h 05mnonstop
$153Southwest
Thu, Jan 22 - Mon, Jan 26
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
8:20 am - 9:30 am
STL
-
MDW
1h 10mnonstop
$171Southwest
Tue, Feb 3 - Tue, Feb 3
Delta Logo
6:00 am - 11:54 am
MDW
-
STL
5h 54m1 stop
Delta Logo
5:04 pm - 10:22 pm
STL
-
MDW
5h 18m1 stop
$173Delta
Thu, Jan 29 - Sat, Jan 31
Southwest Logo
1:50 pm - 3:00 pm
MDW
-
STL
1h 10mnonstop
Southwest Logo
10:30 am - 2:50 pm
STL
-
MDW
4h 20m1 stop
$181Southwest
Fri, Jan 23 - Sun, Jan 25
Frontier Logo
1:00 pm - 11:33 pm
MDW
-
STL
10h 33m1 stop
Frontier Logo
5:42 pm - 7:58 pm
STL
-
MDW
26h 16m1 stop
$182Frontier
Thu, Jan 22 - Mon, Jan 26
Delta Logo
9:50 am - 4:45 pm
MDW
-
STL
6h 55m1 stop
Delta Logo
11:23 am - 6:36 pm
STL
-
MDW
7h 13m1 stop
$191Delta
Tue, Feb 3 - Tue, Feb 3
Southwest Logo
6:00 am - 10:15 am
MDW
-
STL
4h 15m1 stop
Southwest Logo
1:10 pm - 2:15 pm
STL
-
MDW
1h 05mnonstop
$193Southwest
Mon, Jan 19 - Mon, Jan 26
Frontier Logo
7:20 pm - 6:51 am
MDW
-
STL
35h 31m2 stops
Frontier Logo
8:22 pm - 12:05 pm
STL
-
MDW
15h 43m1 stop
$197Frontier
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
5:16 pm - 10:30 am
MDW
-
MCI
17h 14m2 stops
Multiple Airlines Logo
10:53 am - 7:59 pm
MCI
-
MDW
9h 06m1 stop
$280Multiple Airlines
Fri, Jan 16 - Sun, Jan 18
Multiple Airlines Logo
9:09 pm - 8:41 am
MDW
-
SGF
35h 32m2 stops
Multiple Airlines Logo
1:04 pm - 11:47 am
SGF
-
MDW
22h 43m1 stop
$462Multiple Airlines
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 St. Louis, at $112 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 $112.

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 $321 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.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$67
Best time to beat the crowds but there is an average 68% increase in price.
Most popular time to fly with an average 4% increase in price.
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 evening, when round-trip flights cost $310 on average. Morning departures are around 39% 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 $430.

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 4255 reviews
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

10.0 ExcellentAnonymous, Dec 2025
DAL - CHS
Read more Southwest reviews

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)