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Cheap flights from St. Louis to Chicago Midway Airport from $54

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from St. Louis to Chicago Midway Airport departing on 3/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from St. Louis to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from St. Louis to Chicago.

Cheap last minute flights

Planning a quick getaway from St. Louis to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from St. Louis to Chicago

Find recent round-trip train or bus tickets from St. Louis to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
8:34 pm - 11:48 amSTL-MDW
15h 14m1 stop
11:33 am - 11:27 pmMDW-STL
11h 54m1 stop
$108Frontier
Find Deal
Thu, Jan 9 - Mon, Jan 13
8:34 pm - 11:48 amSTL-MDW
15h 14m1 stop
11:33 am - 11:27 pmMDW-STL
11h 54m1 stop
$109Frontier
Find Deal
Thu, Jan 9 - Mon, Jan 13
8:34 pm - 11:48 amSTL-MDW
15h 14m1 stop
11:33 am - 11:27 pmMDW-STL
11h 54m1 stop
$129Frontier
Find Deal
Thu, Jan 9 - Mon, Jan 13
2:50 pm - 4:00 pmSTL-MDW
1h 10mnonstop
11:05 am - 12:15 pmMDW-STL
1h 10mnonstop
$138Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
1:05 pm - 7:15 pmSTL-MDW
6h 10m1 stop
11:05 am - 12:15 pmMDW-STL
1h 10mnonstop
$162Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
5:00 pm - 6:10 pmSTL-MDW
1h 10mnonstop
8:25 pm - 9:40 pmMDW-STL
1h 15mnonstop
$163Southwest
Find Deal
Thu, Feb 20 - Thu, Feb 20
10:20 am - 11:30 amSTL-MDW
1h 10mnonstop
9:05 am - 10:20 amMDW-STL
1h 15mnonstop
$168Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
6:00 am - 11:59 amSTL-MDW
5h 59m1 stop
6:00 am - 11:46 amMDW-STL
5h 46m1 stop
$181Delta
Find Deal
Tue, Feb 4 - Thu, Feb 6
6:00 am - 10:12 amSTL-MDW
4h 12m1 stop
2:08 pm - 11:09 pmMDW-STL
9h 01m2 stops
$186Delta
Find Deal
Tue, Feb 4 - Thu, Feb 6
6:00 am - 1:08 pmSTL-MDW
7h 08m2 stops
6:59 pm - 11:14 pmMDW-STL
4h 15m1 stop
$191Delta
Find Deal
Thu, Jan 9 - Mon, Jan 13
8:52 pm - 5:31 amSTL-MDW
8h 39m1 stop
$54Frontier
Find Deal
Sat, Mar 1
8:52 pm - 5:31 amSTL-MDW
8h 39m1 stop
$59Frontier
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Sat, Feb 15
8:31 pm - 11:44 amSTL-MDW
15h 13m1 stop
$60Frontier
Find Deal
Thu, Feb 6
5:05 pm - 10:02 amSTL-MDW
16h 57m1 stop
$61Frontier
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Sat, Jan 18
6:10 pm - 7:20 pmSTL-MDW
1h 10mnonstop
$69Southwest
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Tue, Jan 21
2:50 pm - 4:00 pmSTL-MDW
1h 10mnonstop
$78Southwest
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Tue, Jan 28
6:00 am - 12:46 pmSTL-MDW
6h 46m1 stop
$88Delta
Find Deal
Wed, Jan 15
6:00 am - 1:08 pmSTL-MDW
7h 08m2 stops
$93Delta
Find Deal
Wed, Jan 15
9:50 am - 8:49 amSTL-MDW
22h 59m3 stops
Mon, Jan 6
5:52 pm - 6:11 pmSTL-MDW
24h 19m3 stops
Sat, Jan 4
10:45 pm - 11:55 pmSTL-MDW
1h 10mnonstop
7:25 pm - 8:40 pmMDW-STL
1h 15mnonstop
$456Southwest
Find Deal
Sat, Dec 21 - Tue, Dec 24
1:20 pm - 2:25 pmSTL-MDW
1h 05mnonstop
11:55 am - 5:15 pmMDW-STL
5h 20m1 stop
$465Southwest
Find Deal
Sat, Dec 21 - Tue, Dec 24
5:15 pm - 11:10 pmSTL-MDW
5h 55m1 stop
6:20 am - 10:00 amMDW-STL
3h 40m1 stop
$474Southwest
Find Deal
Sat, Dec 21 - Tue, Dec 24
2:30 pm - 3:40 pmSTL-MDW
1h 10mnonstop
1:55 pm - 3:05 pmMDW-STL
1h 10mnonstop
$608Southwest
Find Deal
Mon, Dec 23 - Mon, Dec 30
9:47 am - 5:54 pmSTL-MDW
8h 07m1 stop
8:00 am - 7:40 pmMDW-STL
11h 40m1 stop
$618Frontier
Find Deal
Fri, Dec 20 - Sun, Dec 22
3:24 pm - 10:06 pmSTL-MDW
6h 42m1 stop
11:48 am - 5:24 pmMDW-STL
5h 36m1 stop
$626Delta
Find Deal
Mon, Dec 23 - Mon, Dec 30
6:04 am - 11:08 amSTL-MDW
5h 04m1 stop
9:30 am - 5:24 pmMDW-STL
7h 54m2 stops
$631Delta
Find Deal
Mon, Dec 23 - Mon, Dec 30
5:17 pm - 10:06 pmSTL-MDW
4h 49m1 stop
5:03 pm - 9:42 pmMDW-STL
4h 39m1 stop
$682Delta
Find Deal
Sat, Dec 21 - Sun, Dec 22
7:43 am - 5:54 pmSTL-MDW
10h 11m1 stop
12:58 pm - 11:28 pmMDW-STL
10h 30m1 stop
$683Frontier
Find Deal
Mon, Dec 23 - Thu, Dec 26
9:47 am - 5:54 pmSTL-MDW
8h 07m1 stop
10:26 am - 11:40 pmMDW-STL
13h 14m1 stop
$908Frontier
Find Deal
Fri, Dec 20 - Mon, Dec 23
2:50 pm - 4:00 pmSTL-MDW
1h 10mnonstop
11:05 am - 12:15 pmMDW-STL
1h 10mnonstop
$138Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
5:00 pm - 6:10 pmSTL-MDW
1h 10mnonstop
8:25 pm - 9:40 pmMDW-STL
1h 15mnonstop
$163Southwest
Find Deal
Thu, Feb 20 - Thu, Feb 20
10:20 am - 11:30 amSTL-MDW
1h 10mnonstop
9:05 am - 10:20 amMDW-STL
1h 15mnonstop
$168Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
11:10 am - 12:20 pmSTL-MDW
1h 10mnonstop
6:00 am - 7:20 amMDW-STL
1h 20mnonstop
$207Southwest
Find Deal
Sat, Jan 11 - Sun, Jan 12
11:10 am - 12:20 pmSTL-MDW
1h 10mnonstop
4:20 pm - 5:35 pmMDW-STL
1h 15mnonstop
$208Southwest
Find Deal
Sat, Jan 18 - Sun, Jan 19
7:50 am - 9:00 amSTL-MDW
1h 10mnonstop
9:10 am - 10:25 amMDW-STL
1h 15mnonstop
$231Southwest
Find Deal
Tue, Jan 14 - Sun, Jan 19
7:50 am - 9:00 amSTL-MDW
1h 10mnonstop
8:50 pm - 10:05 pmMDW-STL
1h 15mnonstop
$246Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
4:05 pm - 5:15 pmSTL-MDW
1h 10mnonstop
7:15 am - 8:35 amMDW-STL
1h 20mnonstop
$248Southwest
Find Deal
Tue, Dec 31 - Wed, Jan 1
11:50 am - 1:00 pmSTL-MDW
1h 10mnonstop
11:05 am - 12:15 pmMDW-STL
1h 10mnonstop
$250Southwest
Find Deal
Sun, Jan 5 - Tue, Jan 7
6:00 am - 7:10 amSTL-MDW
1h 10mnonstop
4:25 pm - 5:40 pmMDW-STL
1h 15mnonstop
$272Southwest
Find Deal
Thu, Feb 27 - Mon, Mar 10

Frontier flights from St. Louis to Chicago Midway Airport

Our best Frontier deals on St. Louis to Chicago Midway Airport flight tickets
Frontier
Jan 9
STL8:34 pmLambert-St Louis
15h 14m
1 stop
MDW11:48 amChicago Midway
Jan 13
MDW11:33 amChicago Midway
11h 54m
1 stop
STL11:27 pmLambert-St Louis
Frontier
Jan 9
STL8:34 pmLambert-St Louis
15h 14m
1 stop
MDW11:48 amChicago Midway
Jan 13
MDW11:33 amChicago Midway
11h 54m
1 stop
STL11:27 pmLambert-St Louis
Frontier
Jan 9
STL8:34 pmLambert-St Louis
15h 14m
1 stop
MDW11:48 amChicago Midway
Jan 13
MDW11:33 amChicago Midway
11h 54m
1 stop
STL11:27 pmLambert-St Louis

Southwest flights from St. Louis to Chicago Midway Airport

Our best Southwest deals on St. Louis to Chicago Midway Airport flight tickets
Southwest
Jan 14
STL2:50 pmLambert-St Louis
1h 10m
MDW4:00 pmChicago Midway
Jan 21
MDW11:05 amChicago Midway
1h 10m
STL12:15 pmLambert-St Louis
Southwest
Jan 14
STL1:05 pmLambert-St Louis
6h 10m
1 stop
MDW7:15 pmChicago Midway
Jan 21
MDW11:05 amChicago Midway
1h 10m
STL12:15 pmLambert-St Louis
Southwest
Feb 20
STL5:00 pmLambert-St Louis
1h 10m
MDW6:10 pmChicago Midway
Feb 20
MDW8:25 pmChicago Midway
1h 15m
STL9:40 pmLambert-St Louis

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 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 $168. 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 $514.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from St. Louis in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $252 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $462. 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 Lambert-St Louis to Chicago Midway flights?

There are 1 cabin classes available to choose from on Lambert-St Louis to Chicago Midway 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 21% on your flight if you consider stops on a St. Louis to Chicago Midway Airport flight.

When to book flights from St. Louis to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from St. Louis to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$54

Fastest flight time

1h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from St. Louis in the past 72 hours is $54. The best round-trip flight deal from St. Louis to Chicago Midway Airport found on momondo in the last 72 hours is $108.
The fastest flight from St. Louis to Chicago Midway Airport takes 1h 05m
Direct flights go from St. Louis to Chicago Midway Airport every day.

  • 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?

  • 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?

  • What is the most popular airline from St. Louis to Chicago Midway Airport?


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
SouthwestPriceFrom $168Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
  • Southwest Flights From St. Louis to Chicago Midway Airport

    Across 15 Southwest flights from St. Louis to Chicago Midway Airport this week, the average price was $284, with the best Southwest deals starting from $168 round-trip. 4,848 users have rated Southwest on momondo, with an average score of 8.1/10.


Why 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.


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