$94 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 7/15. 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. Louis1 stop$285
Kansas City
Kansas Citynonstop$311
Springfield
Springfield1 stop$269
St. Louis
St. Louis1 stop$285
Kansas City
Kansas Citynonstop$311
Springfield
Springfield1 stop$269

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

Wed, Aug 19 - Sat, Aug 22
Delta Logo
6:05 am - 10:53 am
MDW
-
SGF
4h 48m
1 stop
Delta Logo
4:00 pm - 10:36 pm
SGF
-
MDW
6h 36m
1 stop
$269Delta
Wed, Aug 19 - Sat, Aug 22
Delta Logo
1:25 pm - 10:21 pm
MDW
-
SGF
8h 56m
2 stops
Delta Logo
4:00 pm - 10:36 pm
SGF
-
MDW
6h 36m
1 stop
$274Delta
Tue, Jul 7 - Sat, Jul 11
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
$285Frontier
Mon, Aug 3 - Thu, Aug 6
Southwest Logo
6:40 pm - 10:50 pm
MDW
-
STL
4h 10m
1 stop
Southwest Logo
5:40 pm - 10:20 pm
STL
-
MDW
4h 40m
1 stop
$286Southwest
Mon, Jul 13 - Tue, Jul 14
Southwest Logo
4:05 pm - 7:15 pm
MDW
-
STL
3h 10m
1 stop
Southwest Logo
4:00 pm - 5:05 pm
STL
-
MDW
1h 05mnonstop
$288Southwest
Wed, Aug 19 - Sat, Aug 22
Delta Logo
1:25 pm - 10:21 pm
MDW
-
SGF
8h 56m
2 stops
Delta Logo
4:00 pm - 10:36 pm
SGF
-
MDW
6h 36m
1 stop
$289Delta
Fri, Jul 17 - Sat, Jul 18
Southwest Logo
10:20 am - 2:50 pm
MDW
-
STL
4h 30m
2 stops
Southwest Logo
1:35 pm - 7:40 pm
STL
-
MDW
6h 05m
1 stop
$289Southwest
Sun, Jul 26 - Sun, Aug 2
Frontier Logo
6:05 am - 8:57 am
MDW
-
STL
26h 52m
1 stop
Frontier Logo
6:34 pm - 11:07 am
STL
-
MDW
16h 33m
1 stop
$293Frontier
Fri, Jul 24 - Sun, Jul 26
Allegiant Air Logo
9:21 pm - 8:51 am
MDW
-
SGF
11h 30m
1 stop
Allegiant Air Logo
8:53 pm - 8:30 pm
SGF
-
MDW
23h 37m
1 stop
$345Allegiant Air
Fri, Jul 24 - Sun, Jul 26
Allegiant Air Logo
9:21 pm - 8:51 am
MDW
-
SGF
11h 30m
1 stop
Allegiant Air Logo
8:53 pm - 8:30 pm
SGF
-
MDW
23h 37m
1 stop
$357Allegiant Air
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 5 days was to St. Louis, at $166 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Kansas City (MCI), and the cheapest round-trip airline ticket found on this route in the last 5 days was $305.

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

The average price for all round-trip flights from Chicago Midway Airport to Missouri depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Missouri is generally in the evening, when round-trip flights cost $321 on average. Morning departures are around 19% more expensive than evening flights, on average. The most expensive time of day to fly to Missouri is generally at night, which is peak travel time and where the average cost of a ticket is $523.

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 $357 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Missouri, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Missouri is August, when tickets cost $77 (return) on average. On the other hand, the most expensive months are January and July, when the average cost of round-trip tickets is $527 and $305 respectively.

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 Saturday, and avoid Sundays for better deals.

Find deals

Good to know

Low seasonDecember
Cheapest flight$94
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 56% 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.

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.
7.9
SouthwestOverall score based on 4246 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Excellent experience. WiFi worked on this leg of My trip

Flight was delayed by 12 minutes. Boarding wasn’t fun. The crew was nice though.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)