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Southwest flights from St. Louis to Chicago Midway Airport
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Fly from
Fly to
Route
Depart
Return
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
5:30 am-6:40 am
Nonstop1h 10m
Chicago Midway
Sun 11/22
8:45 am-10:05 am
Nonstop1h 20m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
5:30 am-6:40 am
Nonstop1h 10m
Chicago Midway
Sun 11/22
6:30 pm-7:50 pm
Nonstop1h 20m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Fri 10/30
6:44 pm-11:47 pm
1 stop5h 03m
Chicago Midway
Thu 11/5
6:42 pm-5:42 pm
1 stop23h 00m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Wed 11/11
6:34 pm-11:47 pm
1 stop5h 13m
Chicago Midway
Fri 11/13
6:08 am-5:42 pm
1 stop11h 34m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
6:40 am-12:51 pm
1 stop6h 11m
Chicago Midway
Sun 11/22
9:30 am-1:23 pm
1 stop3h 53m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
6:40 am-12:51 pm
1 stop6h 11m
Chicago Midway
Sun 11/22
1:31 pm-5:14 pm
1 stop3h 43m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
6:40 am-12:51 pm
1 stop6h 11m
Chicago Midway
Sun 11/22
9:30 am-1:23 pm
1 stop3h 53m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
6:40 am-12:51 pm
1 stop6h 11m
Chicago Midway
Sun 11/22
1:31 pm-5:14 pm
1 stop3h 43m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Tue 11/10
8:25 pm-9:35 pm
Nonstop1h 10m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Mon 11/9
9:35 pm-10:45 pm
Nonstop1h 10m
See travel insights to Chicago from
How to get the cheapest flight ticket from St. Louis to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between St. Louis and Chicago Midway Airport?
Prices are currently low for flights on this route.
Typical prices usually range from $187 to $398.The lowest price recently found on this route was $171.
What is the cheapest month to fly to Chicago Midway Airport?
The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from St. Louis, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of December, then departing from St. Louis during the month November is also very affordable. Most momondo users find prices during this month for around $268.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Monday is the cheapest day to fly to Chicago Midway Airport from St. Louis. The lowest ticket price found for a Monday departure recently was $376. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from St. Louis because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $493.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from St. Louis at noon is the least expensive time of day to depart. momondo users have found prices as low as $390 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $448. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Lambert-St Louis to Chicago Midway flight route?
Fly from Lambert-St Louis to Chicago Midway for the best Lambert-St Louis - Chicago Midway flight prices
What cabin class options are available on St. Louis to Chicago Midway Airport flights?
There is only 1 cabin class available to choose from on St. Louis to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on St. Louis to Chicago Midway Airport flights?
You could potentially save up to 7% on your flight if you consider stops on a St. Louis to Chicago Midway Airport flight.
How many flights depart from St. Louis to Chicago Midway Airport on average per day?
3 flights are operational daily from St. Louis to Chicago Midway Airport as of October 2026. The most popular departure time for this route is 5:00AM, with 31% of flights per day taking off in the afternoon.
How many flights depart from St. Louis to Chicago Midway Airport on average per week?
The number of flights available between St. Louis and Chicago Midway Airport is 27 per week as of October 2026. The most frequent departure day is Tue, with 22% of weekly flights leaving on this day.
When to book flights from St. Louis to Chicago Midway Airport
Cheap St. Louis to Chicago Midway Airport (STL to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from St. Louis to Chicago Midway Airport
Frequently asked questions about flying from St. Louis to Chicago Midway Airport
How far is Lambert-St Louis to Chicago Midway by plane?
The distance between Lambert-St Louis and Chicago Midway is about 253.6 mi. Typically, this will take 1h 05m by plane in normal conditions.
When did momondo last update prices for flights from Lambert-St Louis Airport to Chicago Midway Airport?
Prices for flights from Lambert-St Louis Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Lambert-St Louis Airport to Chicago Midway Airport?
The number of operators available for flights from Lambert-St Louis Airport to Chicago Midway Airport is 1 as of October 2026.
How old do you have to be to fly from Lambert-St Louis Airport to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Lambert-St Louis Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from St. Louis to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from St. Louis to Chicago Midway Airport is Airbus A319 (17.78% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (15.05%), Canadair (Bombardier) Regional Jet CRJ-550 (10.81%), and Boeing 737-800 Passenger/BBJ2 (winglets) (9.70%).
What is the most popular airline from St. Louis to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from St. Louis to Chicago Midway Airport is Southwest (100% of total bookings).
Best airlines flying from St. Louis to Chicago Midway Airport
Compare and see reviews for airlines that fly from St. Louis to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $187 | Free Cancellation | Rating 7.9 4,222 reviews |
Southwest Flights From St. Louis to Chicago Midway Airport
Across 27 Southwest flights from St. Louis to Chicago Midway Airport this week, the average price was $454, with the best Southwest deals starting from $187 round-trip. 4,222 users have rated Southwest on momondo, with an average score of 7.9/10.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from St. Louis to Chicago?
Finding the right flight to Chicago from St. Louis is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from St. Louis to Chicago with flexible booking policies on momondo?
Flights from St. Louis to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from St. Louis to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from St. Louis. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from St. Louis to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from St. Louis and alert you when they change.