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Cheap flights from St. Louis to Chicago from $59

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 departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
4:00 pm - 10:20 pm
STL
-
MDW
6h 20m
1 stop
Southwest Logo
8:15 am - 1:25 pm
MDW
-
STL
5h 10m
1 stop
$174Southwest
Mon, May 11 - Wed, May 20
Southwest Logo
10:30 am - 4:05 pm
STL
-
MDW
5h 35m
1 stop
Southwest Logo
11:35 am - 5:55 pm
MDW
-
STL
6h 20m
2 stops
$179Southwest
Mon, Apr 27 - Tue, Apr 28
Frontier Logo
11:28 am - 10:19 pm
STL
-
MDW
10h 51m
1 stop
Frontier Logo
6:00 am - 4:54 pm
MDW
-
STL
10h 54m
1 stop
$180Frontier
Sun, May 3 - Sun, May 10
Frontier Logo
11:21 am - 7:31 pm
STL
-
MDW
8h 10m
1 stop
Frontier Logo
8:41 am - 11:19 pm
MDW
-
STL
14h 38m
1 stop
$183Frontier
Thu, Apr 30 - Mon, May 4
Delta Logo
6:45 am - 12:42 pm
STL
-
MDW
5h 57m
1 stop
Delta Logo
1:22 pm - 5:16 pm
MDW
-
STL
3h 54m
1 stop
$184Delta
Tue, May 12 - Sat, May 16
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
9:30 pm - 10:45 pm
MDW
-
STL
1h 15mnonstop
$191Southwest
Thu, Apr 30 - Mon, May 4
Frontier Logo
11:21 am - 10:19 pm
STL
-
MDW
10h 58m
1 stop
Frontier Logo
6:00 am - 11:19 pm
MDW
-
STL
17h 19m
2 stops
$195Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
11:21 am - 7:31 pm
STL
-
MDW
8h 10m
1 stop
Frontier Logo
6:00 am - 11:19 pm
MDW
-
STL
17h 19m
2 stops
$196Frontier
Thu, Apr 30 - Mon, May 4
Southwest Logo
10:25 am - 11:35 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
8:15 am - 9:30 am
MDW
-
STL
1h 15mnonstop
$197Southwest
Wed, May 13 - Sun, May 17
Frontier Logo
11:21 am - 10:19 pm
STL
-
MDW
10h 58m
1 stop
Frontier Logo
6:00 am - 11:19 pm
MDW
-
STL
17h 19m
2 stops
$198Frontier
Thu, Apr 30 - Mon, May 4

Frontier flights from St. Louis to Chicago Midway Airport

Our best Frontier deals on St. Louis to Chicago Midway Airport flight tickets
Frontier
May 3
STL11:28 amLambert-St Louis
10h 51m
1 stop
MDW10:19 pmChicago Midway
May 10
MDW6:00 amChicago Midway
10h 54m
1 stop
STL4:54 pmLambert-St Louis
$180
Frontier
Apr 30
STL11:21 amLambert-St Louis
8h 10m
1 stop
MDW7:31 pmChicago Midway
May 4
MDW8:41 amChicago Midway
14h 38m
1 stop
STL11:19 pmLambert-St Louis
$183
Frontier
Apr 30
STL11:21 amLambert-St Louis
10h 58m
1 stop
MDW10:19 pmChicago Midway
May 4
MDW6:00 amChicago Midway
17h 19m
2 stops
STL11:19 pmLambert-St Louis
$195

Delta flights from St. Louis to Chicago Midway Airport

Our best Delta deals on St. Louis to Chicago Midway Airport flight tickets
Delta
May 12
STL6:45 amLambert-St Louis
5h 57m
1 stop
MDW12:42 pmChicago Midway
May 16
MDW1:22 pmChicago Midway
3h 54m
1 stop
STL5:16 pmLambert-St Louis
$184
Delta
May 12
STL6:21 amLambert-St Louis
6h 21m
2 stops
MDW12:42 pmChicago Midway
May 16
MDW9:23 amChicago Midway
5h 56m
1 stop
STL3:19 pmLambert-St Louis
$209
Delta
May 12
STL6:21 amLambert-St Louis
6h 21m
2 stops
MDW12:42 pmChicago Midway
May 19
MDW9:22 amChicago Midway
7h 24m
2 stops
STL4:46 pmLambert-St Louis
$221

momondo Fare Finder

 
Customize your flight search to find flights from St. Louis to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 10, 2026.
Use the filters below to find and compare flights from St. Louis to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 5/11

4:00 pm-10:20 pm

1 stop6h 20m

Chicago Midway

Wed 5/20

8:15 am-1:25 pm

1 stop5h 10m

$174

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 4/27

10:30 am-4:05 pm

1 stop5h 35m

Chicago Midway

Tue 4/28

11:35 am-5:55 pm

2 stops6h 20m

$179

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sun 5/3

11:28 am-10:19 pm

1 stop10h 51m

Chicago Midway

Sun 5/10

6:00 am-4:54 pm

1 stop10h 54m

$180

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/30

11:21 am-7:31 pm

1 stop8h 10m

Chicago Midway

Mon 5/4

8:41 am-11:19 pm

1 stop14h 38m

$183

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 5/12

6:45 am-12:42 pm

1 stop5h 57m

Chicago Midway

Sat 5/16

1:22 pm-5:16 pm

1 stop3h 54m

$184
Quickest round-trip

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/30

7:20 am-8:30 am

Nonstop1h 10m

Chicago Midway

Mon 5/4

9:30 pm-10:45 pm

Nonstop1h 15m

$191

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/30

11:21 am-10:19 pm

1 stop10h 58m

Chicago Midway

Mon 5/4

6:00 am-11:19 pm

2 stops17h 19m

$195

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/30

11:21 am-7:31 pm

1 stop8h 10m

Chicago Midway

Mon 5/4

6:00 am-11:19 pm

2 stops17h 19m

$196

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 5/13

10:25 am-11:35 am

Nonstop1h 10m

Chicago Midway

Sun 5/17

8:15 am-9:30 am

Nonstop1h 15m

$197

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/30

11:21 am-10:19 pm

1 stop10h 58m

Chicago Midway

Mon 5/4

6:00 am-11:19 pm

2 stops17h 19m

$198

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?

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from St. Louis. The lowest ticket price found for a Tuesday departure recently was $346. 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 $446.

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 $337 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $399. 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 is only 1 cabin class 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 19% 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

$225

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 $225. The best round-trip flight deal from St. Louis to Chicago Midway Airport found on momondo in the last 72 hours is $322.
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.
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 $117Free CancellationRating
8.0
4,334 reviews
Search Southwest flights

  • Southwest Flights From St. Louis to Chicago Midway Airport

    Across 28 Southwest flights from St. Louis to Chicago Midway Airport this week, the average price was $355, with the best Southwest deals starting from $117 round-trip. 4,334 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
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Hammond
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Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
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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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