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 5/12. 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

Save 23% or moreCompare multiple travel sites with one search.

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
$236
Frontier
Fri 5/1Fri 5/8
MDW - STL • 1 stop
Cheapest non-stop
$264
Southwest
Mon 4/13Fri 4/17
MDW - STL • Non-stop
Advice from real travelers
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
Cheapest • from $236 (round-trip)
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 15m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 88% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
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

Fri, May 1 - Fri, May 8
Frontier Logo
2:15 pm - 6:50 am
MDW
-
STL
16h 35m
1 stop
Frontier Logo
5:27 pm - 11:04 am
STL
-
MDW
17h 37m
1 stop
$236Frontier
Thu, Apr 9 - Sat, Apr 11
Southwest Logo
3:25 pm - 8:50 pm
MDW
-
STL
5h 25m
1 stop
Southwest Logo
6:20 am - 1:10 pm
STL
-
MDW
6h 50m
1 stop
$241Southwest
Wed, Apr 29 - Wed, May 6
Southwest Logo
2:50 pm - 8:00 pm
MDW
-
STL
5h 10m
1 stop
Southwest Logo
1:15 pm - 7:35 pm
STL
-
MDW
6h 20m
2 stops
$242Southwest
Fri, Apr 17 - Sun, Apr 19
Frontier Logo
9:14 am - 11:19 pm
MDW
-
STL
14h 05m
1 stop
Frontier Logo
4:59 pm - 8:04 am
STL
-
MDW
15h 05m
1 stop
$244Frontier
Thu, Apr 30 - Thu, May 7
Southwest Logo
6:25 pm - 11:55 pm
MDW
-
STL
5h 30m
1 stop
Southwest Logo
8:25 am - 2:55 pm
STL
-
MDW
6h 30m
2 stops
$246Southwest
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
6:00 am - 5:34 pm
MDW
-
STL
11h 34m
1 stop
Frontier Logo
8:19 pm - 10:14 pm
STL
-
MDW
25h 55m
2 stops
$247Frontier
Fri, May 15 - Mon, May 18
Frontier Logo
4:52 pm - 12:21 am
MDW
-
STL
7h 29m
1 stop
Frontier Logo
5:27 pm - 11:12 am
STL
-
MDW
17h 45m
1 stop
$253Frontier
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
6:00 am - 5:34 pm
MDW
-
STL
11h 34m
1 stop
Frontier Logo
8:19 pm - 10:14 pm
STL
-
MDW
25h 55m
2 stops
$255Frontier
Mon, Apr 13 - Fri, Apr 17
Frontier Logo
6:00 am - 11:25 pm
MDW
-
STL
17h 25m
2 stops
Frontier Logo
8:23 pm - 6:37 pm
STL
-
MDW
22h 14m
1 stop
$257Frontier
Sun, Mar 29 - Tue, Mar 31
Frontier Logo
1:24 pm - 11:26 pm
MDW
-
STL
10h 02m
1 stop
Frontier Logo
11:27 am - 8:54 pm
STL
-
MDW
9h 27m
1 stop
$260Frontier
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 81% 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 $236 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 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 737-800 Passenger/BBJ2 (winglets) 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 $202 or less one-way and $329 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 4320 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

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

Information on your arrival and departure airports