$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 5/12. 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. Louis2 stops$182
Kansas City
Kansas City1 stop$245
Springfield
Springfield1 stop$269
St. Louis
St. Louis2 stops$182
Kansas City
Kansas City1 stop$245
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

Sat, May 2 - Mon, May 4
Frontier Logo
6:00 am - 11:19 pm
MDW
-
STL
17h 19m
2 stops
Frontier Logo
8:23 pm - 11:09 am
STL
-
MDW
14h 46m
1 stop
$182Frontier
Sat, May 2 - Mon, May 4
Frontier Logo
9:14 am - 11:19 pm
MDW
-
STL
14h 05m
1 stop
Frontier Logo
8:23 pm - 11:09 am
STL
-
MDW
14h 46m
1 stop
$183Frontier
Thu, May 7 - Sat, May 9
Frontier Logo
6:00 am - 4:54 pm
MDW
-
STL
10h 54m
1 stop
Frontier Logo
5:27 pm - 11:09 am
STL
-
MDW
17h 42m
1 stop
$184Frontier
Sat, May 2 - Mon, May 4
Southwest Logo
10:30 am - 4:15 pm
MDW
-
STL
5h 45m
1 stop
Southwest Logo
9:40 pm - 10:45 pm
STL
-
MDW
1h 05mnonstop
$185Southwest
Wed, May 27 - Fri, May 29
Southwest Logo
10:15 am - 11:30 am
MDW
-
STL
1h 15mnonstop
Southwest Logo
5:40 am - 6:50 am
STL
-
MDW
1h 10mnonstop
$187Southwest
Sat, May 2 - Wed, May 6
Multiple Airlines Logo
9:14 am - 5:06 pm
MDW
-
MCI
7h 52m
1 stop
Multiple Airlines Logo
6:24 pm - 11:09 am
MCI
-
MDW
16h 45m
1 stop
$245Multiple Airlines
Sat, May 2 - Mon, May 4
Multiple Airlines Logo
9:14 am - 5:06 pm
MDW
-
MCI
7h 52m
1 stop
Multiple Airlines Logo
11:13 am - 11:09 am
MCI
-
MDW
23h 56m
1 stop
$252Multiple Airlines
Sat, May 9 - Sat, May 16
Delta Logo
6:23 am - 11:27 am
MDW
-
SGF
5h 04m
1 stop
Delta Logo
4:00 pm - 9:09 pm
SGF
-
MDW
5h 09m
1 stop
$269Delta
Sat, May 9 - Sat, May 16
Delta Logo
6:23 am - 11:27 am
MDW
-
SGF
5h 04m
1 stop
Delta Logo
4:00 pm - 9:09 pm
SGF
-
MDW
5h 09m
1 stop
$289Delta
Sun, May 24 - Sun, May 31
Allegiant Air Logo
9:14 am - 11:16 am
MDW
-
SGF
26h 02m
1 stop
Allegiant Air Logo
8:57 pm - 8:40 pm
SGF
-
MDW
23h 43m
1 stop
$363Allegiant 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 72 hours was to St. Louis, at $167 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 $280.

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 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.

No, with an average price for the route of $270, 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 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$49
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly and prices are also 11% 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.

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 4328 reviews
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

10.0 ExcellentMechelle, Apr 2026
MCI - PNS
Read more Southwest reviews

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

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

Information on your arrival and departure airports