$50 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 1/1. 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

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$124
Kansas City
Kansas City1 stop$212
Springfield
Springfield1 stop$294
St. Louis
St. Louisnonstop$124
Kansas City
Kansas City1 stop$212
Springfield
Springfield1 stop$294

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, Dec 24 - Sat, Jan 10
Southwest Logo
11:25 am - 12:35 pmMDW-STL
1h 10mnonstop
Southwest Logo
7:00 am - 1:30 pmSTL-MDW
6h 30m1 stop
$124Southwest
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Thu, Nov 20 - Thu, Nov 27
Southwest Logo
6:20 am - 7:35 amMDW-STL
1h 15mnonstop
Southwest Logo
1:05 pm - 2:15 pmSTL-MDW
1h 10mnonstop
$129Southwest
Find Deal
Tue, Dec 16 - Tue, Dec 16
Southwest Logo
6:20 am - 7:35 amMDW-STL
1h 15mnonstop
Southwest Logo
4:25 pm - 5:35 pmSTL-MDW
1h 10mnonstop
$155Southwest
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Fri, Nov 7 - Sun, Nov 9
Frontier Logo
6:15 am - 4:01 pmMDW-STL
9h 46m1 stop
Frontier Logo
11:23 am - 10:03 pmSTL-MDW
10h 40m1 stop
$156Frontier
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Sat, Dec 6 - Sun, Dec 7
Delta Logo
7:02 pm - 11:27 pmMDW-STL
4h 25m1 stop
Delta Logo
6:39 am - 12:34 pmSTL-MDW
5h 55m1 stop
$161Delta
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Tue, Dec 16 - Tue, Dec 16
Southwest Logo
5:05 am - 11:10 amMDW-STL
6h 05m1 stop
Southwest Logo
4:25 pm - 5:35 pmSTL-MDW
1h 10mnonstop
$165Southwest
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Sat, Dec 6 - Sun, Dec 7
Delta Logo
9:29 am - 4:49 pmMDW-STL
7h 20m2 stops
Delta Logo
6:00 am - 11:55 amSTL-MDW
5h 55m1 stop
$166Delta
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Fri, Dec 5 - Fri, Dec 12
Frontier Logo
3:52 pm - 10:33 pmMDW-STL
6h 41m1 stop
Frontier Logo
10:42 am - 10:12 pmSTL-MDW
11h 30m1 stop
$177Frontier
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Wed, Nov 5 - Sun, Nov 9
Multiple Airlines Logo
2:06 pm - 10:12 amMDW-STL
20h 06m1 stop
Multiple Airlines Logo
6:21 pm - 6:39 pmSTL-MDW
24h 18m2 stops
$234Multiple Airlines
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Wed, Nov 12 - Fri, Nov 14
Multiple Airlines Logo
2:06 pm - 9:45 amMDW-MCI
19h 39m2 stops
Multiple Airlines Logo
11:12 am - 6:39 pmMCI-MDW
7h 27m1 stop
$246Multiple Airlines
Find Deal
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 December.

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 $151 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 $192.

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 $328 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 Thursday and more expensive on a Monday. On your return trip to Chicago Midway Airport, you should consider flying back on a Monday, and avoid Sundays for better deals.

Good to know

Low seasonJune
Cheapest flight$50
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly and prices are also 0% 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 $322 on average. Morning departures are around 48% 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 $495.

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 4235 reviews
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

10.0 ExcellentStacy, Oct 2025SMF - DEN
Read more Southwest reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

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

Information on your arrival and departure airports

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