$94 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 7/14. 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$275
Kansas City
Kansas City1 stop$306
Springfield
Springfield1 stop$269
St. Louis
St. Louis1 stop$275
Kansas City
Kansas City1 stop$306
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

Fri, Oct 2 - Mon, Oct 5
Delta Logo
6:05 am - 10:46 am
MDW
-
SGF
4h 41m
1 stop
Delta Logo
3:19 pm - 10:25 pm
SGF
-
MDW
7h 06m
1 stop
$269Delta
Wed, Aug 19 - Sat, Aug 22
Delta Logo
1:25 pm - 10:21 pm
MDW
-
SGF
8h 56m
2 stops
Delta Logo
4:00 pm - 10:36 pm
SGF
-
MDW
6h 36m
1 stop
$274Delta
Fri, Aug 21 - Sun, Aug 23
Frontier Logo
11:50 am - 5:22 pm
MDW
-
STL
5h 32m
1 stop
Frontier Logo
6:17 pm - 10:55 am
STL
-
MDW
16h 38m
1 stop
$275Frontier
Fri, Jul 17 - Mon, Jul 20
Frontier Logo
12:11 pm - 8:57 am
MDW
-
STL
20h 46m
1 stop
Frontier Logo
4:57 pm - 11:07 am
STL
-
MDW
18h 10m
1 stop
$276Frontier
Fri, Aug 28 - Mon, Aug 31
Delta Logo
1:25 pm - 10:21 pm
MDW
-
SGF
8h 56m
2 stops
Delta Logo
6:06 am - 4:59 pm
SGF
-
MDW
10h 53m
2 stops
$279Delta
Thu, Jul 9 - Mon, Jul 13
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
$280Frontier
Fri, Jul 17 - Tue, Jul 21
Southwest Logo
10:20 am - 2:50 pm
MDW
-
STL
4h 30m
2 stops
Southwest Logo
2:10 pm - 6:15 pm
STL
-
MDW
4h 05m
1 stop
$285Southwest
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
8:05 am - 1:40 pm
MDW
-
STL
5h 35m
1 stop
Southwest Logo
4:55 pm - 10:40 pm
STL
-
MDW
5h 45m
1 stop
$286Southwest
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
10:05 am - 4:50 pm
MDW
-
STL
6h 45m
2 stops
Southwest Logo
3:45 pm - 8:10 pm
STL
-
MDW
4h 25m
1 stop
$291Southwest
Wed, Jul 8 - Sat, Jul 11
Southwest Logo
5:05 am - 10:20 am
MDW
-
MCI
5h 15m
1 stop
Southwest Logo
10:35 am - 5:00 pm
MCI
-
MDW
6h 25m
2 stops
$306Southwest
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 $166 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 $321 on average. Morning departures are around 19% 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 $523.

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 Saturday, and avoid Sundays for better deals.

Find deals

Good to know

Low seasonDecember
Cheapest flight$94
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 56% 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 4243 reviews
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
Airline reviews

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

6.0 GoodSteven, Jun 2026
LAS - ONT
Read more Southwest reviews

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)