MDW - STL

$49 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 3/3. 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 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$97
Southwest
Wed 2/25Wed 3/4
MDW - STL • Non-stop
Cheapest one-way
$49
Typical prices: $349-$407
Southwest
Tue 3/3
MDW - STL • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Midway's compact terminal eases navigation and dining.
Use MetroLink from STL for easy downtown access.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Southwest
Cheapest • from $97 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to St. Louis!
Flight Deals
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Expert advice
Flight 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

Wed, Feb 25 - Wed, Mar 4
Southwest Logo
1:50 pm - 3:00 pm
MDW
-
STL
1h 10mnonstop
Southwest Logo
8:20 am - 9:30 am
STL
-
MDW
1h 10mnonstop
$97Southwest
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
2:15 pm - 6:50 pm
STL
-
MDW
4h 35m
1 stop
$107Southwest
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
11:00 am - 6:00 pm
MDW
-
STL
7h 00m
2 stops
Southwest Logo
5:40 am - 6:50 am
STL
-
MDW
1h 10mnonstop
$108Southwest
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
6:50 am - 1:55 pm
STL
-
MDW
7h 05m
2 stops
$112Southwest
Wed, Mar 11 - Wed, Mar 18
Southwest Logo
6:00 am - 11:30 am
MDW
-
STL
5h 30m
1 stop
Southwest Logo
6:00 pm - 10:50 pm
STL
-
MDW
4h 50m
1 stop
$117Southwest
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
11:00 am - 6:00 pm
MDW
-
STL
7h 00m
2 stops
Southwest Logo
3:15 pm - 10:20 pm
STL
-
MDW
7h 05m
1 stop
$118Southwest
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
1:20 pm - 5:10 pm
MDW
-
STL
3h 50m
1 stop
Southwest Logo
6:50 am - 1:55 pm
STL
-
MDW
7h 05m
2 stops
$122Southwest
Wed, Mar 4 - Sat, Mar 7
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
10:35 am - 11:45 am
STL
-
MDW
1h 10mnonstop
$134Southwest
Wed, Mar 4 - Sat, Mar 7
Southwest Logo
7:45 pm - 9:00 pm
MDW
-
STL
1h 15mnonstop
Southwest Logo
12:40 pm - 8:10 pm
STL
-
MDW
7h 30m
1 stop
$144Southwest
Thu, Feb 19 - Mon, Feb 23
Frontier Logo
12:22 pm - 6:51 am
MDW
-
STL
18h 29m
1 stop
Frontier Logo
8:22 pm - 7:07 pm
STL
-
MDW
22h 45m
1 stop
$146Frontier
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 Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago Midway Airport to St. Louis. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

Can I save money by flying with a layover from Chicago Midway Airport to St. Louis?

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 $401 on average.

Expert advice

Expert advice for your flight from Midway to St. Louis

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

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.

Yulia Denisyuk

Yulia Denisyuk

Expert on STL

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.

Good to know

Low seasonOctober
Cheapest flight$49
Best time to beat the crowds with an average 71% drop in price.
Most popular time to fly with an average 82% increase in price.
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 $49 for a one-way ticket and $97 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, JetBlue, Delta, and Alaska Airlines 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 $178 or less one-way and $288 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 4267 reviews
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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

Information on your arrival and departure airports