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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
10:35 am - 5:05 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 30m2 stops Baltimore/Washington Greater Rochester Intl
Southwest Logo
7:20 am - 1:25 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 05m1 stop Washington, D.C. Reagan-National
$162Southwest
Sat, Dec 5 - Sun, Dec 6
Southwest Logo
5:10 am - 12:30 pmSTL  Lambert-St Louis-MDW Chicago Midway
7h 20m2 stops Dallas Love Field Omaha Eppley Airfield
Southwest Logo
8:10 am - 1:45 pmMDW  Chicago Midway-STL Lambert-St Louis
5h 35m1 stop Atlanta Hartsfield-Jackson
$179Southwest
Thu, Nov 26 - Thu, Dec 3
Frontier Logo
1:20 pm - 7:47 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 27m1 stop Orlando
Frontier Logo
9:09 am - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
8h 31m1 stop Atlanta Hartsfield-Jackson
$181Frontier
Fri, Nov 20 - Mon, Nov 23
Southwest Logo
4:40 pm - 5:50 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
11:10 am - 12:20 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 10mnonstop
$187Southwest
Tue, Dec 15 - Thu, Dec 17
Southwest Logo
6:20 am - 7:25 amSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
3:05 pm - 9:00 pmMDW  Chicago Midway-STL Lambert-St Louis
5h 55m1 stop Detroit Metropolitan Wayne County
$197Southwest
Tue, Dec 15 - Thu, Dec 17
Frontier Logo
1:20 pm - 7:47 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 27m1 stop Orlando
Frontier Logo
9:09 am - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
8h 31m1 stop Atlanta Hartsfield-Jackson
$199Frontier
Mon, Nov 23 - Mon, Nov 30
Frontier Logo
1:20 pm - 7:47 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 27m1 stop Orlando
Frontier Logo
9:09 am - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
8h 31m1 stop Atlanta Hartsfield-Jackson
$200Frontier
Fri, Nov 20 - Mon, Nov 23
Southwest Logo
12:40 pm - 4:10 pmSTL  Lambert-St Louis-MDW Chicago Midway
3h 30m1 stop Kansas City
Southwest Logo
2:40 pm - 7:10 pmMDW  Chicago Midway-STL Lambert-St Louis
4h 30m1 stop Kansas City
$207Southwest
Tue, Dec 15 - Thu, Dec 17
Southwest Logo
9:50 pm - 11:00 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
8:00 am - 9:25 amMDW  Chicago Midway-STL Lambert-St Louis
1h 25mnonstop
$208Southwest
Fri, Dec 18 - Sun, Dec 20
Southwest Logo
1:05 pm - 2:10 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
6:30 am - 7:45 amMDW  Chicago Midway-STL Lambert-St Louis
1h 15mnonstop
$208Southwest
Fri, Nov 20 - Mon, Nov 23

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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
Dec 5
STL10:35 amLambert-St Louis
6h 30m
2 stops
MDW5:05 pmChicago Midway
Dec 6
MDW7:20 amChicago Midway
6h 05m
1 stop
STL1:25 pmLambert-St Louis
$162
Southwest
Nov 26
STL5:10 amLambert-St Louis
7h 20m
2 stops
MDW12:30 pmChicago Midway
Dec 3
MDW8:10 amChicago Midway
5h 35m
1 stop
STL1:45 pmLambert-St Louis
$179
Southwest
Dec 15
STL4:40 pmLambert-St Louis
1h 10m
MDW5:50 pmChicago Midway
Dec 17
MDW11:10 amChicago Midway
1h 10m
STL12:20 pmLambert-St Louis
$187

Frontier flights from St. Louis to Chicago Midway Airport

Our best Frontier deals on St. Louis to Chicago Midway Airport flight tickets
Frontier
Nov 20
STL1:20 pmLambert-St Louis
6h 27m
1 stop
MDW7:47 pmChicago Midway
Nov 23
MDW9:09 amChicago Midway
8h 31m
1 stop
STL5:40 pmLambert-St Louis
$181
Frontier
Nov 23
STL1:20 pmLambert-St Louis
6h 27m
1 stop
MDW7:47 pmChicago Midway
Nov 30
MDW9:09 amChicago Midway
8h 31m
1 stop
STL5:40 pmLambert-St Louis
$199
Frontier
Nov 20
STL1:20 pmLambert-St Louis
6h 27m
1 stop
MDW7:47 pmChicago Midway
Nov 23
MDW9:09 amChicago Midway
8h 31m
1 stop
STL5:40 pmLambert-St Louis
$200

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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Price

Cheapest round-trip

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Sat 12/5

10:35 am-5:05 pm

2 stops6h 30m

Chicago Midway

Sun 12/6

7:20 am-1:25 pm

1 stop6h 05m

$162

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Thu 11/26

5:10 am-12:30 pm

2 stops7h 20m

Chicago Midway

Thu 12/3

8:10 am-1:45 pm

1 stop5h 35m

$179

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 11/20

1:20 pm-7:47 pm

1 stop6h 27m

Chicago Midway

Mon 11/23

9:09 am-5:40 pm

1 stop8h 31m

$181
Quickest round-trip

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Tue 12/15

4:40 pm-5:50 pm

Nonstop1h 10m

Chicago Midway

Thu 12/17

11:10 am-12:20 pm

Nonstop1h 10m

$187

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Tue 12/15

6:20 am-7:25 am

Nonstop1h 05m

Chicago Midway

Thu 12/17

3:05 pm-9:00 pm

1 stop5h 55m

$197

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Mon 11/23

1:20 pm-7:47 pm

1 stop6h 27m

Chicago Midway

Mon 11/30

9:09 am-5:40 pm

1 stop8h 31m

$199

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 11/20

1:20 pm-7:47 pm

1 stop6h 27m

Chicago Midway

Mon 11/23

9:09 am-5:40 pm

1 stop8h 31m

$200

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Tue 12/15

12:40 pm-4:10 pm

1 stop3h 30m

Chicago Midway

Thu 12/17

2:40 pm-7:10 pm

1 stop4h 30m

$207

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 12/18

9:50 pm-11:00 pm

Nonstop1h 10m

Chicago Midway

Sun 12/20

8:00 am-9:25 am

Nonstop1h 25m

$208

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Fri 11/20

1:05 pm-2:10 pm

Nonstop1h 05m

Chicago Midway

Mon 11/23

6:30 am-7:45 am

Nonstop1h 15m

$208

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 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 $489.

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 $396 when looking at flights departing in the afternoon. 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.

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, Thu, Fri and Sat
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 $162.
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, Thursday, Friday and Saturday. 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
7.9
4,217 reviews
Search Southwest flights

  • Southwest Flights From St. Louis to Chicago Midway Airport

    Across 10 Southwest flights from St. Louis to Chicago Midway Airport this week, the average price was $441, with the best Southwest deals starting from $187 round-trip. 4,217 users have rated Southwest on momondo, with an average score of 7.9/10.

Traveling to a place near Chicago?

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Schererville
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Chesterton
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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

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