STL - MDW

$48 Find Cheap Flights from St. Louis to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from St. Louis to Midway departing on 4/8. 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 Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from St. Louis to Chicago, 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 St. Louis to Chicago, 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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Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$196
Delta
Mon 4/27Mon 5/4
STL - MDW • 2 stops
Cheapest non-stop
$202
Typical prices: $230-$358
Southwest
Fri 4/10Fri 4/17
STL - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Avoid peak travel times at STL for shorter waits.
Use the CTA Orange Line from MDW for quick downtown access.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Delta
Cheapest • from $196 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 07m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+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 Midway!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

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

Mon, Apr 27 - Mon, May 4
Delta Logo
6:20 am - 12:43 pm
STL
-
MDW
6h 23m
2 stops
Delta Logo
7:16 pm - 11:13 pm
MDW
-
STL
3h 57m
1 stop
$196Delta
Sat, Apr 11 - Sat, Apr 18
Southwest Logo
12:25 pm - 4:55 pm
STL
-
MDW
4h 30m
1 stop
Southwest Logo
9:15 am - 10:30 am
MDW
-
STL
1h 15mnonstop
$197Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
3:50 pm - 8:55 pm
MDW
-
STL
5h 05m
1 stop
$198Southwest
Fri, Apr 10 - Fri, Apr 17
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
11:40 am - 12:55 pm
MDW
-
STL
1h 15mnonstop
$202Southwest
Wed, May 6 - Fri, May 8
Southwest Logo
8:45 pm - 9:50 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
8:20 am - 1:35 pm
MDW
-
STL
5h 15m
1 stop
$203Southwest
Wed, Mar 11 - Fri, Mar 13
Frontier Logo
11:32 am - 10:19 pm
STL
-
MDW
10h 47m
1 stop
Frontier Logo
6:05 am - 1:34 pm
MDW
-
STL
7h 29m
1 stop
$205Frontier
Wed, Apr 15 - Sun, Apr 19
Southwest Logo
5:35 am - 6:45 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
8:15 am - 9:30 am
MDW
-
STL
1h 15mnonstop
$206Southwest
Mon, Mar 30 - Mon, Apr 6
Southwest Logo
10:20 am - 4:05 pm
STL
-
MDW
5h 45m
1 stop
Southwest Logo
5:50 pm - 7:05 pm
MDW
-
STL
1h 15mnonstop
$211Southwest
Fri, Apr 10 - Fri, Apr 17
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
5:55 pm - 11:15 pm
MDW
-
STL
5h 20m
1 stop
$212Southwest
Thu, May 7 - Fri, May 8
Southwest Logo
5:40 am - 6:50 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
4:00 pm - 8:55 pm
MDW
-
STL
4h 55m
1 stop
$213Southwest
Booking Insights

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

Get data-powered insights and trends into flights from St. Louis to Midway 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 St. Louis to Chicago Midway Airport?

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

For St. Louis to Chicago Midway Airport, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago Midway Airport back to St. Louis, the best deals are generally found on Monday, with Sunday being the most expensive.

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

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 $124 on average.

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Expert advice

Expert advice for your flight from St. Louis to Midway

 
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.

Read more
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.

Read more

Good to know

Low seasonNovember
Cheapest flight$48
Best time to beat the crowds with an average 74% drop in price.
Most popular time to fly with an average 78% increase in price.
Flight from St. Louis to Chicago Midway Airport

When to book flights from St. Louis to Midway

Are your dates flexible? Find out the best times to travel from St. Louis to Midway 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 St. Louis to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from St. Louis to Chicago Midway Airport was $48 for a one-way ticket and $196 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from St. Louis to Chicago Midway Airport?

    When flying out of St. Louis you will be using Lambert-St Louis. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

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

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

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

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

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

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

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

    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 St. Louis to Chicago Midway Airport.

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

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

    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 Chicago Midway Airport with an airline and back to St. Louis with another airline. Booking your flights between St. Louis and MDW 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 St. Louis to Chicago Midway Airport?

    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 Chicago Midway Airport from St. Louis 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 St. Louis to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $194 or less one-way and $350 or less round-trip.

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

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

Direct departures

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

Direct returns

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

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

 
See real verified KAYAK customer reviews for airlines flying from St. Louis to Chicago. 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 St. Louis to Midway? 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 4303 reviews
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

2.0 MediocreAnonymous, Feb 2026
BWI - PBI
Read more Southwest reviews

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

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

Information on your arrival and departure airports

St. Louis (STL)
Midway (MDW)