MDW - STL

$46 Find Cheap Flights from Chicago Midway Airport to St. Louis

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 St. Louis departing on 9/30. 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 St. Louis

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to St. Louis, 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 St. Louis, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Midway to St. Louis (MDW-STL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to St. Louis 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 St. Louis

Sat, Sep 20 - Sat, Oct 4
Southwest Logo
6:35 am - 7:45 amMDW-STL
1h 10mnonstop
Southwest Logo
1:55 pm - 3:05 pmSTL-MDW
1h 10mnonstop
$91Southwest
Find Deal
Thu, Oct 16 - Sat, Oct 18
Southwest Logo
7:40 am - 8:50 amMDW-STL
1h 10mnonstop
Southwest Logo
1:55 pm - 3:05 pmSTL-MDW
1h 10mnonstop
$94Southwest
Find Deal
Wed, Aug 27 - Wed, Sep 3
Southwest Logo
6:00 am - 11:30 amMDW-STL
5h 30m1 stop
Southwest Logo
4:35 pm - 5:45 pmSTL-MDW
1h 10mnonstop
$101Southwest
Find Deal
Wed, Aug 27 - Wed, Sep 3
Southwest Logo
5:40 pm - 6:55 pmMDW-STL
1h 15mnonstop
Southwest Logo
10:45 am - 4:45 pmSTL-MDW
6h 00m2 stops
$106Southwest
Find Deal
Sat, Sep 20 - Sat, Oct 4
Delta Logo
9:20 am - 4:14 pmMDW-STL
6h 54m1 stop
Delta Logo
3:55 pm - 9:10 pmSTL-MDW
5h 15m1 stop
$177Delta
Find Deal
Sat, Aug 23 - Sun, Aug 24
Delta Logo
9:31 am - 7:07 pmMDW-STL
9h 36m2 stops
Delta Logo
5:11 pm - 9:44 pmSTL-MDW
4h 33m1 stop
$181Delta
Find Deal
Wed, Aug 27 - Wed, Sep 3
Delta Logo
4:25 pm - 10:02 pmMDW-STL
5h 37m1 stop
Delta Logo
6:00 am - 12:28 pmSTL-MDW
6h 28m2 stops
$182Delta
Find Deal
Sat, Aug 16 - Sun, Aug 17
Frontier Logo
6:20 am - 1:59 pmMDW-STL
7h 39m1 stop
Frontier Logo
2:36 pm - 11:17 pmSTL-MDW
8h 41m1 stop
$188Frontier
Find Deal
Thu, Aug 14 - Sat, Aug 16
Frontier Logo
6:20 am - 1:34 pmMDW-STL
7h 14m1 stop
Frontier Logo
2:52 pm - 10:33 pmSTL-MDW
7h 41m1 stop
$189Frontier
Find Deal
Sun, Sep 14 - Sun, Sep 21
Frontier Logo
6:20 am - 3:04 pmMDW-STL
8h 44m1 stop
Frontier Logo
4:00 pm - 11:20 pmSTL-MDW
7h 20m1 stop
$197Frontier
Find Deal
Expert advice

Expert advice for your flight from Midway to St. Louis

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
MDW

Midway offers a compact terminal with three concourses, making it easy to navigate and access dining options like Billy Goat Tavern.

Read more about MDWby Stefanie Waldek
STL

Use MetroLink for a convenient ride from STL to downtown St. Louis, avoiding rush hour traffic.

Read more about STLby Yulia Denisyuk
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Yulia Denisyuk

Yulia Denisyuk

Expert on STL

Yulia Denisyuk

Yulia Denisyuk

Yulia is a freelance journalist who’s dispatched from 90+ countries. Her work focuses on cultures, adventure trips and air travel, appearing in NatGeo, NYT, CNTraveler, and more. For past assignments, she’s stayed with nomads in Mongolia and learned the art of Imigongo in Rwanda. She’s based in Chicago; in winter she often questions that decision.

Read more
Booking Insights

KAYAK's insights & trends for Midway to St. Louis flights

Get data-powered insights and trends into flights from Midway to St. Louis to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to St. Louis?

The average price of all round-trip flights from Chicago Midway Airport to St. Louis clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to St. Louis on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago Midway Airport to St. Louis. For your return ticket, we recommend flying on a Saturday and avoiding Sundays for the best deals.

Good to know

Low seasonApril
Cheapest flight$46
Best time to beat the crowds with an average 61% drop in price.
Most popular time to fly and prices are also 43% lower on average.
Flight from Chicago Midway Airport to St. Louis

When to book flights from Midway to St. Louis

Are your dates flexible? Find out the best times to travel from Midway to St. Louis based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to St. Louis flights

  • What is the cheapest flight from Chicago Midway Airport to St. Louis?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to St. Louis was $46 for a one-way ticket and $91 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and St. Louis?

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to St. Louis?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Chicago Midway Airport to St. Louis flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to St. Louis?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to St. Louis flight route.

  • On which days can I fly direct from Chicago Midway Airport to St. Louis?

    There are nonstop flights from Chicago Midway Airport to St. Louis on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to St. Louis?

    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 St. Louis.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to St. Louis?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to St. Louis from Chicago Midway Airport 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 St. Louis?

    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 to St. Louis with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and STL can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to St. Louis?

    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 to St. Louis from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to St. Louis

  • Looking for a cheap flight? 25% of our users found flights on this route for $87 or less one-way and $222 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to St. Louis?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Lambert-St Louis.
Find which airlines fly direct from Chicago Midway Airport to Lambert-St Louis Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Lambert-St Louis

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Lambert-St Louis to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Midway to St. Louis

 
See real verified KAYAK customer reviews for airlines flying from Chicago to St. Louis. 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 St. Louis? 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 4241 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

10.0 ExcellentKevin, Jul 2025MDW - PUJ
Read more Southwest reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

Everything you need to know for your flight from Midway to St. Louis

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