$69 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 6/3. 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$250
Kansas City
Kansas Citynonstop$285
Springfield
Springfield1 stop$269
St. Louis
St. Louis1 stop$250
Kansas City
Kansas Citynonstop$285
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

Sun, Jun 14 - Wed, Jun 17
Frontier Logo
6:00 am - 5:30 pm
MDW
-
STL
11h 30m
1 stop
Frontier Logo
5:06 pm - 10:11 pm
STL
-
MDW
5h 05m
1 stop
$250Frontier
Wed, Jun 3 - Wed, Jun 10
Frontier Logo
12:04 pm - 11:57 pm
MDW
-
STL
11h 53m
2 stops
Frontier Logo
7:04 pm - 3:15 pm
STL
-
MDW
20h 11m
1 stop
$251Frontier
Fri, Jun 12 - Tue, Jun 16
Delta Logo
5:11 pm - 11:56 pm
MDW
-
STL
6h 45m
1 stop
Delta Logo
11:13 am - 6:18 pm
STL
-
MDW
7h 05m
1 stop
$257Delta
Tue, Jul 21 - Thu, Jul 23
Delta Logo
5:10 pm - 10:15 pm
MDW
-
STL
5h 05m
1 stop
Delta Logo
6:21 am - 12:38 pm
STL
-
MDW
6h 17m
2 stops
$262Delta
Sun, Jun 7 - Mon, Jun 8
Southwest Logo
8:05 am - 9:30 am
MDW
-
STL
1h 25mnonstop
Southwest Logo
5:40 am - 6:45 am
STL
-
MDW
1h 05mnonstop
$264Southwest
Fri, Jun 19 - Fri, Jun 26
Frontier Logo
12:04 pm - 8:52 am
MDW
-
STL
20h 48m
1 stop
Frontier Logo
5:06 pm - 11:04 am
STL
-
MDW
17h 58m
1 stop
$265Frontier
Sun, Jun 7 - Mon, Jun 8
Southwest Logo
8:05 am - 9:30 am
MDW
-
STL
1h 25mnonstop
Southwest Logo
2:30 pm - 7:10 pm
STL
-
MDW
4h 40m
1 stop
$274Southwest
Fri, Jun 5 - Thu, Jun 11
Allegiant Air Logo
9:23 pm - 8:53 am
MDW
-
SGF
11h 30m
1 stop
Allegiant Air Logo
8:57 pm - 8:33 pm
SGF
-
MDW
23h 36m
1 stop
$385Allegiant Air
Thu, May 28 - Sun, May 31
Allegiant Air Logo
2:47 pm - 8:09 am
MDW
-
SGF
17h 22m
2 stops
Allegiant Air Logo
8:57 pm - 8:40 pm
SGF
-
MDW
23h 43m
1 stop
$450Allegiant Air
Fri, May 22 - Tue, May 26
Multiple Airlines Logo
9:23 pm - 8:54 am
MDW
-
SGF
11h 31m
1 stop
Multiple Airlines Logo
10:52 am - 10:02 pm
SGF
-
MDW
35h 10m
2 stops
$460Multiple 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.

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 June.

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 $187 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 72 hours was $239.

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 $317 on average. Morning departures are around 22% 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.

No, with an average price for the route of $293, prices are generally cheapest when you fly direct.

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 April, when the average cost of round-trip tickets is $527 and $290 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.

Good to know

Low seasonDecember
Cheapest flight$69
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly with an average 2% 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 4305 reviews
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
Airline reviews

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

2.0 MediocreJoshua, May 2026
TPA - LAS
Read more Southwest reviews

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

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

Information on your arrival and departure airports