Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from St. Louis to Chicago from $66

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 2/6. 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
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
4:30 pm - 5:40 pm
STL
-
MDW
1h 10mnonstop
Southwest Logo
8:15 am - 9:35 am
MDW
-
STL
1h 20mnonstop
$171Southwest
Thu, Feb 5 - Mon, Feb 9
Delta Logo
6:35 am - 12:49 pm
STL
-
MDW
6h 14m1 stop
Delta Logo
6:00 am - 11:54 am
MDW
-
STL
5h 54m1 stop
$173Delta
Wed, Jan 21 - Wed, Jan 28
Delta Logo
6:10 am - 1:09 pm
STL
-
MDW
6h 59m1 stop
Delta Logo
9:33 am - 4:45 pm
MDW
-
STL
7h 12m2 stops
$178Delta
Wed, Jan 21 - Wed, Jan 28
Southwest Logo
1:45 pm - 5:20 pm
STL
-
MDW
3h 35m1 stop
Southwest Logo
7:40 pm - 8:55 pm
MDW
-
STL
1h 15mnonstop
$181Southwest
Sat, Jan 24 - Sat, Jan 31
Delta Logo
6:10 am - 1:09 pm
STL
-
MDW
6h 59m1 stop
Delta Logo
6:00 am - 11:54 am
MDW
-
STL
5h 54m1 stop
$182Delta
Mon, Jan 19 - Tue, Jan 20
Frontier Logo
11:18 am - 7:52 pm
STL
-
MDW
8h 34m1 stop
Frontier Logo
9:45 am - 2:46 pm
MDW
-
STL
29h 01m2 stops
$183Frontier
Fri, Jan 23 - Fri, Jan 30
Delta Logo
6:10 am - 12:46 pm
STL
-
MDW
6h 36m2 stops
Delta Logo
6:00 am - 11:54 am
MDW
-
STL
5h 54m1 stop
$187Delta
Mon, Jan 19 - Tue, Jan 20
Delta Logo
7:10 am - 11:59 am
STL
-
MDW
4h 49m1 stop
Delta Logo
7:16 pm - 11:25 pm
MDW
-
STL
4h 09m1 stop
$191Delta
Thu, Feb 5 - Mon, Feb 9
Southwest Logo
5:55 pm - 7:05 pm
STL
-
MDW
1h 10mnonstop
Southwest Logo
6:10 am - 7:35 am
MDW
-
STL
1h 25mnonstop
$192Southwest
Mon, Jan 26 - Tue, Jan 27
Frontier Logo
11:18 am - 7:52 pm
STL
-
MDW
8h 34m1 stop
Frontier Logo
5:01 pm - 6:51 am
MDW
-
STL
13h 50m1 stop
$195Frontier
Fri, Jan 23 - Sun, Jan 25

Frontier flights from St. Louis to Chicago Midway Airport

Our best Frontier deals on St. Louis to Chicago Midway Airport flight tickets
Frontier
Jan 22
STL5:42 pmLambert-St Louis
26h 10m
1 stop
MDW7:52 pmChicago Midway
Jan 26
MDW1:00 pmChicago Midway
10h 33m
1 stop
STL11:33 pmLambert-St Louis
$168
Find similar
Frontier
Jan 22
STL5:42 pmLambert-St Louis
26h 10m
1 stop
MDW7:52 pmChicago Midway
Jan 26
MDW1:00 pmChicago Midway
10h 33m
1 stop
STL11:33 pmLambert-St Louis
$172
Find similar
Frontier
Jan 23
STL11:18 amLambert-St Louis
8h 34m
1 stop
MDW7:52 pmChicago Midway
Jan 30
MDW9:45 amChicago Midway
29h 01m
2 stops
STL2:46 pmLambert-St Louis
$183
Find similar

Delta flights from St. Louis to Chicago Midway Airport

Our best Delta deals on St. Louis to Chicago Midway Airport flight tickets
Delta
Feb 24
STL6:00 amLambert-St Louis
5h 59m
1 stop
MDW11:59 amChicago Midway
Feb 25
MDW9:50 amChicago Midway
5h 04m
1 stop
STL2:54 pmLambert-St Louis
$173
Find similar
Delta
Feb 17
STL6:10 amLambert-St Louis
6h 36m
2 stops
MDW12:46 pmChicago Midway
Feb 24
MDW6:00 amChicago Midway
5h 02m
1 stop
STL11:02 amLambert-St Louis
$178
Find similar
Delta
Feb 19
STL6:35 amLambert-St Louis
6h 11m
1 stop
MDW12:46 pmChicago Midway
Mar 3
MDW7:20 pmChicago Midway
4h 03m
1 stop
STL11:23 pmLambert-St Louis
$182
Find similar

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 December 26, 2025.
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

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 2/5

4:30 pm-5:40 pm

Nonstop1h 10m

Chicago Midway

Mon 2/9

8:15 am-9:35 am

Nonstop1h 20m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 1/21

6:35 am-12:49 pm

1 stop6h 14m

Chicago Midway

Wed 1/28

6:00 am-11:54 am

1 stop5h 54m

$173

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 1/21

6:10 am-1:09 pm

1 stop6h 59m

Chicago Midway

Wed 1/28

9:33 am-4:45 pm

2 stops7h 12m

$178

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/24

1:45 pm-5:20 pm

1 stop3h 35m

Chicago Midway

Sat 1/31

7:40 pm-8:55 pm

Nonstop1h 15m

$181

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 1/19

6:10 am-1:09 pm

1 stop6h 59m

Chicago Midway

Tue 1/20

6:00 am-11:54 am

1 stop5h 54m

$182

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Fri 1/23

11:18 am-7:52 pm

1 stop8h 34m

Chicago Midway

Fri 1/30

9:45 am-2:46 pm

2 stops29h 01m

$183

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 1/19

6:10 am-12:46 pm

2 stops6h 36m

Chicago Midway

Tue 1/20

6:00 am-11:54 am

1 stop5h 54m

$187

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 2/5

7:10 am-11:59 am

1 stop4h 49m

Chicago Midway

Mon 2/9

7:16 pm-11:25 pm

1 stop4h 09m

$191

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 1/26

5:55 pm-7:05 pm

Nonstop1h 10m

Chicago Midway

Tue 1/27

6:10 am-7:35 am

Nonstop1h 25m

$192

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Fri 1/23

11:18 am-7:52 pm

1 stop8h 34m

Chicago Midway

Sun 1/25

5:01 pm-6:51 am

1 stop13h 50m

$195

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 November is, on average, the cheapest month to fly to Chicago Midway Airport from St. Louis, with most prices found around $87. If you are unable to visit Chicago Midway Airport during the month of November, then departing from St. Louis during the month October is also very affordable. Most momondo users find prices during this month for around $237.

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 $315. 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 $389.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $355 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $384. 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?

No. A direct flight is the cheapest option for a flight between St. Louis to Chicago Midway Airport.

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

$209

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 $209. The best round-trip flight deal from St. Louis to Chicago Midway Airport found on momondo in the last 72 hours is $317.
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

  • 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 $97Free CancellationRating
8.0
4,258 reviews
Search Southwest flights

  • Southwest Flights From St. Louis to Chicago Midway Airport

    Across 26 Southwest flights from St. Louis to Chicago Midway Airport this week, the average price was $303, with the best Southwest deals starting from $97 round-trip. 4,258 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
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 1/25
Sun 2/1
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago