STL - MDW

$69 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 6/3. 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 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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Everything you should know

Cheapest round-trip
$184
Typical prices: $417-$270
Delta
Mon 6/1Wed 6/3
STL - MDW • 1 stop
Cheapest non-stop
$191
Typical prices: $361-$243
Southwest
Thu 5/21Mon 5/25
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 $184 (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 09m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to travel
December
Cheapest • 100% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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 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, Jun 1 - Wed, Jun 3
Delta Logo
6:21 am - 1:19 pm
STL
-
MDW
6h 58m
1 stop
Delta Logo
6:23 am - 12:20 pm
MDW
-
STL
5h 57m
1 stop
$184Delta
Mon, Jun 1 - Wed, Jun 10
Delta Logo
6:21 am - 12:42 pm
STL
-
MDW
6h 21m
2 stops
Delta Logo
6:00 am - 12:34 pm
MDW
-
STL
6h 34m
1 stop
$189Delta
Thu, May 28 - Thu, Jun 4
Southwest Logo
5:40 am - 6:50 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
6:00 pm - 7:10 pm
MDW
-
STL
1h 10mnonstop
$191Southwest
Tue, May 19 - Thu, May 21
Southwest Logo
5:35 am - 6:45 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
11:40 am - 12:55 pm
MDW
-
STL
1h 15mnonstop
$199Southwest
Thu, May 28 - Thu, Jun 4
Southwest Logo
10:30 am - 4:05 pm
STL
-
MDW
5h 35m
1 stop
Southwest Logo
9:35 pm - 10:50 pm
MDW
-
STL
1h 15mnonstop
$201Southwest
Tue, May 19 - Thu, May 21
Frontier Logo
6:33 pm - 11:09 am
STL
-
MDW
16h 36m
1 stop
Frontier Logo
6:00 am - 4:15 pm
MDW
-
STL
10h 15m
1 stop
$204Frontier
Sat, May 16 - Mon, May 18
Southwest Logo
10:55 am - 5:10 pm
STL
-
MDW
6h 15m
2 stops
Southwest Logo
11:40 am - 12:55 pm
MDW
-
STL
1h 15mnonstop
$206Southwest
Tue, May 19 - Thu, May 21
Southwest Logo
11:30 am - 3:05 pm
STL
-
MDW
3h 35m
1 stop
Southwest Logo
11:40 am - 12:55 pm
MDW
-
STL
1h 15mnonstop
$209Southwest
Sat, May 23 - Sat, May 30
Delta Logo
4:00 pm - 9:09 pm
STL
-
MDW
5h 09m
1 stop
Delta Logo
7:13 pm - 11:21 pm
MDW
-
STL
4h 08m
1 stop
$211Delta
Fri, Jun 12 - Fri, Jun 19
Frontier Logo
7:03 pm - 3:15 pm
STL
-
MDW
20h 12m
1 stop
Frontier Logo
4:10 pm - 6:34 pm
MDW
-
STL
26h 24m
1 stop
$216Frontier
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.

How much is a round-trip flight from St. Louis to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from St. Louis to Chicago Midway Airport departing in June.

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.

What is the cheapest month to fly from St. Louis to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from St. Louis to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from St. Louis to Chicago Midway Airport is December, where tickets cost $0 (return) on average. On the other hand, the most expensive months are July and March, where the average cost of round-trip tickets is $724 and $721 respectively.

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.

Find deals
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$69
Best time to beat the crowds with an average 79% drop in price.
Most popular time to fly with an average 44% 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 $69 for a one-way ticket and $184 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, Delta, and Alaska Airlines 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 $219 or less one-way and $333 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 4314 reviews
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

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)