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Cheap flights from St. Louis to Chicago from $58

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:05 am - 3:40 pmSTL  Lambert-St Louis-MDW Chicago Midway
5h 35m1 stop Columbus
Southwest Logo
8:35 am - 3:05 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 30m2 stops Detroit Metropolitan Wayne County Baltimore/Washington
$142Southwest
Sat, Oct 24 - Sat, Oct 31
Southwest Logo
10:20 am - 2:20 pmSTL  Lambert-St Louis-MDW Chicago Midway
4h 00m1 stop Pittsburgh
Southwest Logo
8:35 am - 3:05 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 30m2 stops Detroit Metropolitan Wayne County Baltimore/Washington
$142Southwest
Wed, Oct 21 - Sat, Oct 31
Southwest Logo
10:20 am - 4:10 pmSTL  Lambert-St Louis-MDW Chicago Midway
5h 50m2 stops Columbus Washington, D.C. Reagan-National
Southwest Logo
8:25 am - 2:10 pmMDW  Chicago Midway-STL Lambert-St Louis
5h 45m1 stop Washington, D.C. Reagan-National
$142Southwest
Wed, Oct 28 - Sat, Oct 31
Southwest Logo
5:10 pm - 11:15 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 05m1 stop Baltimore/Washington
Southwest Logo
10:20 am - 7:20 pmMDW  Chicago Midway-STL Lambert-St Louis
9h 00m2 stops Grand Rapids Gerald R. Ford Intl Baltimore/Washington
$142Southwest
Thu, Nov 5 - Sat, Nov 7
Frontier Logo
6:35 pm - 11:43 pmSTL  Lambert-St Louis-MDW Chicago Midway
5h 08m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:15 am - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
11h 25m1 stop Atlanta Hartsfield-Jackson
$144Frontier
Wed, Oct 21 - Fri, Oct 23
Southwest Logo
4:40 pm - 5:45 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
10:05 pm - 11:20 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 15mnonstop
$144Southwest
Sat, Oct 17 - Mon, Oct 19
Southwest Logo
9:35 pm - 10:45 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
6:30 am - 7:45 amMDW  Chicago Midway-STL Lambert-St Louis
1h 15mnonstop
$144Southwest
Thu, Nov 5 - Fri, Nov 6
Southwest Logo
5:45 am - 6:55 amSTL  Lambert-St Louis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
6:15 pm - 7:40 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 25mnonstop
$144Southwest
Fri, Nov 6 - Sat, Nov 7
Southwest Logo
7:15 pm - 8:20 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
10:25 am - 11:40 amMDW  Chicago Midway-STL Lambert-St Louis
1h 15mnonstop
$144Southwest
Fri, Nov 13 - Sat, Nov 14
Delta Logo
6:47 am - 12:47 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 00m1 stop Detroit Metropolitan Wayne County
Delta Logo
10:12 am - 2:45 pmMDW  Chicago Midway-STL Lambert-St Louis
4h 33m1 stop Minneapolis St Paul
$157Delta
Thu, Oct 22 - Thu, Oct 29

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Southwest flights from St. Louis to Chicago Midway Airport

Our best Southwest deals on St. Louis to Chicago Midway Airport flight tickets
Southwest
Oct 21
STL10:20 amLambert-St Louis
4h 00m
1 stop
MDW2:20 pmChicago Midway
Oct 31
MDW8:35 amChicago Midway
6h 30m
2 stops
STL3:05 pmLambert-St Louis
$142
Southwest
Oct 17
STL4:40 pmLambert-St Louis
1h 05m
MDW5:45 pmChicago Midway
Oct 19
MDW10:05 pmChicago Midway
1h 15m
STL11:20 pmLambert-St Louis
$144
Southwest
Oct 28
STL10:20 amLambert-St Louis
5h 50m
2 stops
MDW4:10 pmChicago Midway
Oct 31
MDW8:35 amChicago Midway
6h 30m
2 stops
STL3:05 pmLambert-St Louis
$147

Delta flights from St. Louis to Chicago Midway Airport

Our best Delta deals on St. Louis to Chicago Midway Airport flight tickets
Delta
Oct 22
STL6:47 amLambert-St Louis
6h 00m
1 stop
MDW12:47 pmChicago Midway
Oct 29
MDW10:12 amChicago Midway
4h 33m
1 stop
STL2:45 pmLambert-St Louis
$157
Delta
Oct 11
STL2:38 pmLambert-St Louis
3h 22m
1 stop
MDW6:00 pmChicago Midway
Oct 13
MDW5:09 pmChicago Midway
6h 45m
1 stop
STL11:54 pmLambert-St Louis
$485
Delta
Oct 1
STL6:40 amLambert-St Louis
5h 59m
1 stop
MDW12:39 pmChicago Midway
Oct 2
MDW7:13 pmChicago Midway
4h 03m
1 stop
STL11:16 pmLambert-St Louis
$528

momondo Fare Finder

 
Use the filters below to find and compare flights from St. Louis to Chicago Midway Airport that are best for you.

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Depart

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Price

Cheapest round-trip

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Sat 10/24

10:05 am-3:40 pm

1 stop5h 35m

Chicago Midway

Sat 10/31

8:35 am-3:05 pm

2 stops6h 30m

$142

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 10/21

10:20 am-2:20 pm

1 stop4h 00m

Chicago Midway

Sat 10/31

8:35 am-3:05 pm

2 stops6h 30m

$142

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 10/28

10:20 am-4:10 pm

2 stops5h 50m

Chicago Midway

Sat 10/31

8:25 am-2:10 pm

1 stop5h 45m

$142

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Thu 11/5

5:10 pm-11:15 pm

1 stop6h 05m

Chicago Midway

Sat 11/7

10:20 am-7:20 pm

2 stops9h 00m

$142

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 10/21

6:35 pm-11:43 pm

1 stop5h 08m

Chicago Midway

Fri 10/23

6:15 am-5:40 pm

1 stop11h 25m

$144
Quickest round-trip

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Sat 10/17

4:40 pm-5:45 pm

Nonstop1h 05m

Chicago Midway

Mon 10/19

10:05 pm-11:20 pm

Nonstop1h 15m

$144

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Thu 11/5

9:35 pm-10:45 pm

Nonstop1h 10m

Chicago Midway

Fri 11/6

6:30 am-7:45 am

Nonstop1h 15m

$144

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 11/6

5:45 am-6:55 am

Nonstop1h 10m

Chicago Midway

Sat 11/7

6:15 pm-7:40 pm

Nonstop1h 25m

$144

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 11/13

7:15 pm-8:20 pm

Nonstop1h 05m

Chicago Midway

Sat 11/14

10:25 am-11:40 am

Nonstop1h 15m

$144

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Thu 10/22

6:47 am-12:47 pm

1 stop6h 00m

Chicago Midway

Thu 10/29

10:12 am-2:45 pm

1 stop4h 33m

$157

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $142.

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, Saturday is the cheapest day to fly to Chicago Midway Airport from St. Louis. The lowest ticket price found for a Saturday departure recently was $385. 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 $496.

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 $386 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 36% 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

$58

Fastest flight time

1h 05m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from St. Louis in the past 72 hours is $58. The best round-trip flight deal from St. Louis to Chicago Midway Airport found on momondo in the last 72 hours is $142.
The fastest flight from St. Louis to Chicago Midway Airport takes 1h 05m
Direct flights go from St. Louis to Chicago Midway Airport on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is Southwest.
Search flight deals

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?

  • 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 $187Free CancellationRating
8.0
4,201 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 $487, with the best Southwest deals starting from $187 round-trip. 4,201 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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