STL - MDW

$81 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 6/28. 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

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
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Flights Deals

Cheap Flights from St. Louis to Midway

 
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.

Recent round-trip flight deals from St. Louis to Midway

KAYAK's recommended round-trip deals from the most popular airlines that fly from St. Louis to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
9:55 pm - 2:48 pmSTL-MDW
16h 53m1 stop
Frontier Logo
6:15 am - 9:05 pmMDW-STL
14h 50m1 stop
$191Frontier
Find Deal
Thu, May 15 - Sun, May 18
Frontier Logo
8:15 pm - 7:08 pmSTL-MDW
22h 53m1 stop
Frontier Logo
1:19 pm - 12:06 amMDW-STL
10h 47m1 stop
$194Frontier
Find Deal
Sat, May 10 - Mon, May 12
Southwest Logo
3:45 pm - 4:50 pmSTL-MDW
1h 05mnonstop
Southwest Logo
9:00 pm - 10:15 pmMDW-STL
1h 15mnonstop
$227Southwest
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
5:25 am - 6:35 amSTL-MDW
1h 10mnonstop
Southwest Logo
2:00 pm - 3:10 pmMDW-STL
1h 10mnonstop
$230Southwest
Find Deal
Thu, Jun 12 - Wed, Jun 18
Frontier Logo
2:36 pm - 11:18 pmSTL-MDW
8h 42m1 stop
Frontier Logo
6:20 am - 2:07 pmMDW-STL
7h 47m1 stop
$232Frontier
Find Deal
Thu, Jun 12 - Sat, Jun 14
Southwest Logo
8:45 pm - 9:50 pmSTL-MDW
1h 05mnonstop
Southwest Logo
1:10 pm - 6:10 pmMDW-STL
5h 00m1 stop
$237Southwest
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Sat, May 24 - Sun, May 25
Delta Logo
3:40 pm - 9:13 pmSTL-MDW
5h 33m1 stop
Delta Logo
10:25 am - 2:35 pmMDW-STL
4h 10m1 stop
$238Delta
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Sat, May 24 - Sun, May 25
Southwest Logo
8:55 pm - 10:00 pmSTL-MDW
1h 05mnonstop
Southwest Logo
1:50 pm - 3:00 pmMDW-STL
1h 10mnonstop
$240Southwest
Find Deal
Thu, May 29 - Thu, Jun 5
Delta Logo
6:00 am - 12:28 pmSTL-MDW
6h 28m2 stops
Delta Logo
6:00 am - 12:04 pmMDW-STL
6h 04m1 stop
$242Delta
Find Deal
Tue, May 27 - Tue, Jun 3
Delta Logo
6:40 am - 12:29 pmSTL-MDW
5h 49m1 stop
Delta Logo
12:44 pm - 6:44 pmMDW-STL
6h 00m1 stop
$247Delta
Find Deal
Wed, Jun 25 - Sat, Jun 28
Useful Info

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, Saturday 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 Wednesday, with Monday being the most expensive.

Find deals

Good to know

Low seasonAugust
High seasonNovember
Cheapest flight$81
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 15% lower on average.
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 $81 for a one-way ticket and $191 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 737-700 Passenger/BBJ1 (winglets) 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 $148 or less one-way and $277 or less round-trip.

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

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
See more direct flights

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 4294 reviews
7.1Food
7.6Entertainment
8.6Crew
8.0Comfort
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

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

Information on your arrival and departure airports

Midway (MDW)
St. Louis (STL)

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