$49 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 8/4. 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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Flights Deals

Best Missouri Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
St. Louis
St. Louisnonstop$77
Kansas City
Kansas Citynonstop$137
Springfield
Springfield1 stop$239
St. Louis
St. Louisnonstop$77
Kansas City
Kansas Citynonstop$137
Springfield
Springfield1 stop$239

Cheap Flights from Midway to Missouri

 
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

Thu, Aug 7 - Mon, Aug 11
Southwest Logo
2:35 pm - 3:45 pmMDW-STL
1h 10mnonstop
Southwest Logo
7:20 pm - 8:25 pmSTL-MDW
1h 05mnonstop
$77Southwest
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Thu, Aug 7 - Mon, Aug 11
Southwest Logo
6:05 pm - 7:20 pmMDW-STL
1h 15mnonstop
Southwest Logo
9:10 am - 2:45 pmSTL-MDW
5h 35m1 stop
$87Southwest
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Thu, Aug 7 - Mon, Aug 11
Southwest Logo
6:25 pm - 10:35 pmMDW-STL
4h 10m1 stop
Southwest Logo
6:00 pm - 10:30 pmSTL-MDW
4h 30m1 stop
$97Southwest
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Sat, Jun 28 - Sun, Jun 29
Frontier Logo
6:20 am - 2:07 pmMDW-STL
7h 47m1 stop
Frontier Logo
2:36 pm - 11:18 pmSTL-MDW
8h 42m1 stop
$160Frontier
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Thu, Jun 26 - Sun, Jun 29
Frontier Logo
6:20 am - 1:40 pmMDW-STL
7h 20m1 stop
Frontier Logo
2:36 pm - 11:18 pmSTL-MDW
8h 42m1 stop
$170Frontier
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Tue, Sep 2 - Tue, Sep 30
Delta Logo
7:17 pm - 11:05 pmMDW-MCI
3h 48m1 stop
Delta Logo
2:15 pm - 6:36 pmMCI-MDW
4h 21m1 stop
$177Delta
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Sat, Sep 20 - Sat, Oct 4
Delta Logo
6:45 pm - 11:02 pmMDW-STL
4h 17m1 stop
Delta Logo
3:30 pm - 9:44 pmSTL-MDW
6h 14m1 stop
$177Delta
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Thu, Jul 10 - Tue, Jul 15
Allegiant Air Logo
11:37 am - 1:16 pmMDW-SGF
25h 39m1 stop
Allegiant Air Logo
9:33 pm - 3:37 pmSGF-MDW
18h 04m1 stop
$275Allegiant Air
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Thu, Jul 24 - Tue, Jul 29
Allegiant Air Logo
11:37 am - 1:16 pmMDW-SGF
25h 39m1 stop
Allegiant Air Logo
9:33 pm - 3:37 pmSGF-MDW
18h 04m1 stop
$303Allegiant Air
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Fri, Aug 1 - Sun, Aug 3
Logo
1:11 pm - 3:17 pmMDW-MCI
26h 06m2 stops
Logo
7:59 pm - 1:56 pmMCI-MDW
17h 57m2 stops
$366
Find Deal
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago Midway Airport to Missouri.

The cheapest ticket to Missouri from Chicago Midway Airport found in the last 72 hours was to Kansas City, at $169 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 $208.

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

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Good to know

Low seasonJune
High seasonOctober
Cheapest flight$49
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly and prices are also 2% 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 at night, when round-trip flights cost $296 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 $508.

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 4285 reviews
8.6Crew
8.0Comfort
7.6Entertainment
8.2Boarding
7.1Food
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

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

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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