MDW - STL

$75 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 1/12. 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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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
$158
Frontier
Mon 1/12Mon 1/26
MDW - STL • 1 stop
Cheapest non-stop
$162
Typical prices: $98-$673
Southwest
Tue 1/20Thu 1/22
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
Start a new search
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
Booking Insights
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

Mon, Jan 12 - Mon, Jan 26
Frontier Logo
4:31 pm - 10:34 pm
MDW
-
STL
30h 03m1 stop
Frontier Logo
10:16 am - 7:58 pm
STL
-
MDW
9h 42m1 stop
$158Frontier
Tue, Jan 20 - Thu, Jan 22
Southwest Logo
6:10 am - 7:35 am
MDW
-
STL
1h 25mnonstop
Southwest Logo
6:05 am - 7:15 am
STL
-
MDW
1h 10mnonstop
$162Southwest
Thu, Jan 8 - Mon, Jan 12
Frontier Logo
6:10 am - 2:48 pm
MDW
-
STL
8h 38m1 stop
Frontier Logo
8:50 am - 11:09 pm
STL
-
MDW
14h 19m1 stop
$163Frontier
Mon, Jan 12 - Mon, Jan 26
Frontier Logo
4:31 pm - 10:34 pm
MDW
-
STL
30h 03m1 stop
Frontier Logo
5:42 pm - 12:05 pm
STL
-
MDW
18h 23m2 stops
$164Frontier
Mon, Jan 12 - Mon, Jan 19
Frontier Logo
4:31 pm - 10:34 pm
MDW
-
STL
30h 03m1 stop
Frontier Logo
8:32 pm - 12:05 pm
STL
-
MDW
15h 33m1 stop
$165Frontier
Tue, Jan 27 - Mon, Feb 2
Frontier Logo
1:20 pm - 6:51 am
MDW
-
STL
17h 31m1 stop
Frontier Logo
10:16 am - 7:58 pm
STL
-
MDW
9h 42m1 stop
$169Frontier
Thu, Jan 8 - Thu, Jan 8
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
5:55 pm - 7:05 pm
STL
-
MDW
1h 10mnonstop
$171Southwest
Tue, Jan 20 - Thu, Jan 22
Southwest Logo
8:10 am - 12:45 pm
MDW
-
STL
4h 35m1 stop
Southwest Logo
1:10 pm - 2:15 pm
STL
-
MDW
1h 05mnonstop
$172Southwest
Wed, Jan 21 - Wed, Jan 28
Delta Logo
10:46 am - 4:07 pm
MDW
-
STL
5h 21m1 stop
Delta Logo
1:00 pm - 5:29 pm
STL
-
MDW
4h 29m1 stop
$173Delta
Tue, Jan 20 - Wed, Jan 21
Frontier Logo
1:20 pm - 6:51 am
MDW
-
STL
17h 31m1 stop
Frontier Logo
8:22 pm - 11:45 am
STL
-
MDW
15h 23m1 stop
$174Frontier
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 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.

No, with an average price for the route of $279, prices are generally cheapest when you fly direct.

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.
Airports
MDW

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

STL

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

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

Good to know

Low seasonOctober
Cheapest flight$77
Best time to beat the crowds with an average 69% drop in price.
Most popular time to fly with an average 93% 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 $75 for a one-way ticket and $158 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, and Delta 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 $136 or less one-way and $279 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.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

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

Information on your arrival and departure airports