Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

STL - MDW

$78 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 6/18. 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
0 bags
Fri 6/21
Fri 6/28

Search 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
In the last 7 days travelers have searched 43,423,329 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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

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

Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
11:25 am - 5:04 pmSTL-MDW
5h 39m1 stop
10:41 am - 2:57 pmMDW-STL
4h 16m1 stop
$156Delta
Find Deal
Tue, Jun 18 - Tue, Jun 25
4:40 pm - 5:45 pmSTL-MDW
1h 05mnonstop
7:15 pm - 8:25 pmMDW-STL
1h 10mnonstop
$196Southwest
Find Deal
Tue, Jul 2 - Fri, Jul 5
4:40 pm - 5:45 pmSTL-MDW
1h 05mnonstop
3:10 pm - 8:00 pmMDW-STL
4h 50m1 stop
$206Southwest
Find Deal
Tue, Jul 2 - Fri, Jul 5
5:25 pm - 9:46 pmSTL-MDW
4h 21m1 stop
5:45 pm - 9:17 pmMDW-STL
3h 32m1 stop
$217Delta
Find Deal
Fri, Jun 14 - Sat, Jun 15
10:50 pm - 11:55 pmSTL-MDW
1h 05mnonstop
9:55 pm - 11:05 pmMDW-STL
1h 10mnonstop
$219Southwest
Find Deal
Thu, Jun 6 - Sat, Jun 8
10:50 pm - 11:55 pmSTL-MDW
1h 05mnonstop
8:05 am - 11:20 amMDW-STL
3h 15m1 stop
$228Southwest
Find Deal
Thu, Jun 6 - Sat, Jun 8
10:50 pm - 11:55 pmSTL-MDW
1h 05mnonstop
1:20 pm - 12:30 amMDW-STL
11h 10m2 stops
$233Southwest
Find Deal
Thu, Jun 6 - Sat, Jun 8
5:30 am - 6:40 amSTL-MDW
1h 10mnonstop
8:40 am - 9:50 amMDW-STL
1h 10mnonstop
$237Southwest
Find Deal
Sun, Jun 9 - Fri, Jun 14
7:29 pm - 5:29 amSTL-MDW
10h 00m1 stop
6:00 am - 2:47 pmMDW-STL
8h 47m1 stop
$250Frontier
Find Deal
Wed, Jun 26 - Tue, Aug 6
6:42 pm - 12:23 pmSTL-MDW
17h 41m1 stop
11:32 am - 10:51 pmMDW-STL
11h 19m1 stop
$252Frontier
Find Deal
Thu, Aug 29 - Sat, Sep 14

Flights from St. Louis to Midway - Travel Insights & Trends

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 flights from St. Louis to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from St. Louis to Chicago Midway Airport, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Wednesday is the cheapest day to fly and Tuesday is the most expensive.

Which airlines provide the cheapest flights from St. Louis to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting St. Louis to Chicago Midway Airport were found on Delta ($156) and Southwest ($196). Delta proposed the cheapest one-way flight at $78.

Which airlines fly non-stop between St. Louis and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from St. Louis to Chicago Midway Airport.
There is just one airline that flies from St. Louis to Chicago Midway Airport direct and that is Southwest. The best one-way deal found from Southwest for the route is $235.

How many flights are there between St. Louis and Chicago Midway Airport per day?

Each day, there are between 6 and 12 nonstop flights that take off from St. Louis and land in Chicago Midway Airport, with an average flight time of 1h 06m. The most common departure time is 5:00 am and most flights take off in the afternoon. Each week, there are 66 flights. The most frequent day of departure is Friday, when 18% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between St. Louis and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from St. Louis to Chicago Midway Airport take?

Nonstop flights from St. Louis generally make it to Chicago Midway Airport in 1h 05m. The flying distance between the two cities is 251 miles.

What’s the earliest departure time from St. Louis to Chicago Midway Airport?

Early birds can take the earliest flight from St. Louis at 5:25 am and will be landing in Chicago Midway Airport at 6:35 am.

What’s the latest departure time from St. Louis to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from St. Louis to Chicago Midway Airport jets off at 10:50 pm and lands at 11:55 pm.

Good to know

Low season

October

High season

February

Cheapest flight

$78
Best time to beat the crowds with an average 63% drop in price.
Most popular time to fly and prices are also 52% 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 $78 for a one-way ticket and $156 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?

    Only American Airlines offers 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 737-800 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.

  • Which is the best airline for flights from St. Louis to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from St. Louis to Chicago are Southwest and Delta. With an average price for the route of $238 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $300 and an overall rating of 8.0.

  • 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.

See more FAQs

Prefer to fly non-stop from St. Louis to Chicago Midway Airport?

Find which airlines fly direct from Lambert-St Louis to Midway, which days they fly and book direct flights.

Nonstop 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

Nonstop 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 airlines 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.
8.1
SouthwestOverall score based on 6009 reviews
7.3Food
8.1Comfort
8.7Crew
7.8Entertainment
8.3Boarding
Airline reviews

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

2.0 MediocreDavid, May 2024COS - MDW
Read more about Southwest reviews

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

Not good.,At first delayed due to weather, then still had to load all the luggage, then a mechanical issue. Upon finally arriving, clothes wet as suitcases sat out in the rain. In a hard side suitcase! Ruined some paper items inside. Not happy!

Left on time and arrived early. Brand new plane and no parts missing. Comfortable seats. The actual Captain spoke prior to the flight and reassured everyone about safety. Crew was so nice and fun. Perfect flight!

The flight itself was good. We were delayed 1 1/2 hours which was not good.

Flight was fine but new boarding policy was a drag Xtra time passenger group And Waiting until entire bridge empties before calling a list preferred... Waste of time

Wish that they would space out the boarding a little. COVID is still around and is real. No entertainment. Miss the peanuts.

Cramped older 737. Noisy passengers nearby. Wish you would change and make KC a hub with a direct from OKC. Best new airport!

Everything went smoothly and the plane wasn’t full. It was delayed though. The delay was increased due to a crew change which was frustrating.

A bit bumpy, but otherwise uneventful, and made up some delay in flight

Seats sook to be getting smaller on the planes. Still miss the peanuts on SW but the graham crackers and brickel are better than the mix.

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Book cheap flights from St. Louis to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from St. Louis to Chicago found on KAYAK in the last 72 hours.
6/18Tue
1 stopDelta
5h 39mSTL-MDW
$78
7/3Wed
1 stopDelta
5h 40mSTL-MDW
$108
6/19Wed
1 stopFrontier
10h 00mSTL-MDW
$129
6/8Sat
1 stopDelta
5h 46mSTL-MDW
$149
6/8Sat
2 stopsDelta
6h 59mSTL-MDW
$154
6/21Fri
1 stopFrontier
10h 00mSTL-MDW
$159
6/23Sun
1 stopFrontier
9h 17mSTL-MDW
$177
6/5Wed
1 stopDelta
6h 10mSTL-MDW
$179
7/19Fri
1 stopFrontier
12h 12mSTL-MDW
$183
6/19Wed
3 stops
28h 55mSTL-MDW
$241

Search by stops

Search by airline

Search by price

Last minute flights from St. Louis to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from St. Louis to Chicago that are departing in the next 10 days.
5/25Sat
multi-stopFrontier
11h 00mSTL-MDW
5/27Mon
multi-stopFrontier
12h 38mMDW-STL
$426
5/25Sat
multi-stopDelta
6h 35mSTL-MDW
6/1Sat
multi-stopDelta
4h 52mMDW-STL
$456
5/23Thu
multi-stopDelta
5h 05mSTL-MDW
5/27Mon
multi-stopDelta
5h 48mMDW-STL
$486
5/24Fri
multi-stopDelta
4h 56mSTL-MDW
5/25Sat
multi-stopDelta
4h 52mMDW-STL
$544
5/24Fri
multi-stopFrontier
11h 10mSTL-MDW
5/28Tue
multi-stopFrontier
7h 09mMDW-STL
$618
5/26Sun
multi-stopFrontier
10h 27mSTL-MDW
6/2Sun
multi-stopFrontier
10h 47mMDW-STL
$626
5/25Sat
multi-stopDelta
5h 53mSTL-MDW
5/27Mon
multi-stopDelta
7h 00mMDW-STL
$777
5/23Thu
multi-stopFrontier
12h 03mSTL-MDW
5/26Sun
multi-stopFrontier
10h 47mMDW-STL
$788
5/23Thu
multi-stopDelta
5h 05mSTL-MDW
5/27Mon
multi-stopDelta
7h 14mMDW-STL
$948
5/23Thu
multi-stop
18h 52mSTL-MDW
5/27Mon
multi-stop
24h 29mMDW-STL
$993

Search by stops

Search by airline

Search by price

St. Louis - Chicago Midway Airport Flights

Departure:

St. Louis (undefined)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - St. Louis

Cabin classes:

$225