$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 9/1. 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$257
Kansas City
Kansas Citynonstop$305
Springfield
Springfield1 stop$269
St. Louis
St. Louis1 stop$257
Kansas City
Kansas Citynonstop$305
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, Jul 8 - Thu, Jul 9
Southwest Logo
5:20 pm - 11:05 pm
MDW
-
STL
5h 45m
1 stop
Southwest Logo
12:50 pm - 5:05 pm
STL
-
MDW
4h 15m
1 stop
$257Southwest
Mon, Jun 22 - Tue, Jun 23
Southwest Logo
7:50 am - 9:10 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
6:15 pm - 11:10 pm
STL
-
MDW
4h 55m
1 stop
$258Southwest
Wed, Aug 5 - Sat, Aug 8
Southwest Logo
8:25 am - 1:15 pm
MDW
-
STL
4h 50m
1 stop
Southwest Logo
6:45 am - 1:05 pm
STL
-
MDW
6h 20m
2 stops
$262Southwest
Thu, Jul 2 - Sat, Jul 18
Frontier Logo
12:27 pm - 5:30 pm
MDW
-
STL
5h 03m
1 stop
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
$263Frontier
Fri, Aug 7 - Mon, Aug 10
Southwest Logo
7:55 am - 9:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
6:05 am - 7:10 am
STL
-
MDW
1h 05mnonstop
$266Southwest
Thu, Jun 25 - Fri, Jun 26
Frontier Logo
12:27 pm - 5:30 pm
MDW
-
STL
5h 03m
1 stop
Frontier Logo
5:06 pm - 10:11 pm
STL
-
MDW
5h 05m
1 stop
$269Frontier
Wed, Jul 1 - Wed, Jul 8
Delta Logo
6:00 am - 10:46 am
MDW
-
SGF
4h 46m
1 stop
Delta Logo
3:26 pm - 10:15 pm
SGF
-
MDW
6h 49m
1 stop
$269Delta
Fri, Jul 31 - Sun, Aug 2
Delta Logo
5:10 pm - 10:10 pm
MDW
-
SGF
5h 00m
1 stop
Delta Logo
3:26 pm - 10:16 pm
SGF
-
MDW
6h 50m
1 stop
$284Delta
Fri, Jun 26 - Thu, Jul 2
Allegiant Air Logo
9:23 pm - 8:53 am
MDW
-
SGF
11h 30m
1 stop
Allegiant Air Logo
8:51 pm - 8:25 pm
SGF
-
MDW
23h 34m
1 stop
$347Allegiant Air
Thu, Jul 23 - Thu, Jul 30
Allegiant Air Logo
2:48 pm - 7:51 am
MDW
-
SGF
41h 03m
2 stops
Allegiant Air Logo
8:51 pm - 8:31 pm
SGF
-
MDW
23h 40m
1 stop
$390Allegiant 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.

How much is a round-trip flight from Chicago Midway Airport to Missouri?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Missouri departing in July.

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 $203 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 $334 on average. Morning departures are around 20% 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 $511.

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 March, when the average cost of round-trip tickets is $527 and $268 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 Tuesday, and avoid Sundays for better deals.

Find deals

Good to know

Low seasonDecember
Cheapest flight$67
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 48% 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.
8.0
SouthwestOverall score based on 4256 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)