Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from St. Louis to Chicago 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 departing on 11/13. 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
8:35 pm - 9:45 pmSTL-MDW
1h 10mnonstop
Southwest Logo
6:10 am - 7:35 amMDW-STL
1h 25mnonstop
$131Southwest
Find Deal
Tue, Dec 23 - Tue, Jan 20
Southwest Logo
1:05 pm - 2:15 pmSTL-MDW
1h 10mnonstop
Southwest Logo
5:00 pm - 9:30 pmMDW-STL
4h 30m1 stop
$141Southwest
Find Deal
Sat, Nov 22 - Mon, Nov 24
Southwest Logo
8:35 pm - 9:45 pmSTL-MDW
1h 10mnonstop
Southwest Logo
1:20 pm - 8:35 pmMDW-STL
7h 15m2 stops
$146Southwest
Find Deal
Tue, Dec 23 - Tue, Jan 20
Southwest Logo
5:45 pm - 11:20 pmSTL-MDW
5h 35m1 stop
Southwest Logo
5:40 pm - 9:30 pmMDW-STL
3h 50m1 stop
$151Southwest
Find Deal
Sat, Nov 22 - Mon, Nov 24
Frontier Logo
11:07 am - 10:03 pmSTL-MDW
10h 56m1 stop
Frontier Logo
6:20 am - 3:57 pmMDW-STL
9h 37m1 stop
$166Frontier
Find Deal
Thu, Oct 30 - Fri, Oct 31
Frontier Logo
11:07 am - 6:39 pmSTL-MDW
7h 32m1 stop
Frontier Logo
1:37 pm - 9:07 amMDW-STL
19h 30m2 stops
$189Frontier
Find Deal
Thu, Nov 13 - Sat, Nov 15
Delta Logo
6:00 am - 10:30 amSTL-MDW
4h 30m1 stop
Delta Logo
9:34 am - 1:51 pmMDW-STL
4h 17m1 stop
$191Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
6:00 am - 12:34 pmSTL-MDW
6h 34m2 stops
Delta Logo
9:20 am - 2:20 pmMDW-STL
5h 00m1 stop
$196Delta
Find Deal
Wed, Dec 17 - Sat, Jan 10
Multiple Airlines Logo
10:18 am - 11:20 pmSTL-MDW
13h 02m1 stop
Multiple Airlines Logo
5:56 pm - 3:57 pmMDW-STL
22h 01m2 stops
$291Multiple Airlines
Find Deal
Mon, Oct 27 - Thu, Oct 30
Multiple Airlines Logo
4:56 pm - 10:08 pmSTL-MDW
5h 12m1 stop
Multiple Airlines Logo
5:40 am - 5:22 pmMDW-STL
11h 42m2 stops
$300Multiple Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16

Southwest flights from St. Louis to Chicago Midway Airport

Our best Southwest deals on St. Louis to Chicago Midway Airport flight tickets
Southwest
Dec 23
STL8:35 pmLambert-St Louis
1h 10m
MDW9:45 pmChicago Midway
Jan 20
MDW6:10 amChicago Midway
1h 25m
STL7:35 amLambert-St Louis
$131
Find similar
Southwest
Nov 22
STL1:05 pmLambert-St Louis
1h 10m
MDW2:15 pmChicago Midway
Nov 24
MDW5:00 pmChicago Midway
4h 30m
1 stop
STL9:30 pmLambert-St Louis
$141
Find similar
Southwest
Dec 23
STL8:35 pmLambert-St Louis
1h 10m
MDW9:45 pmChicago Midway
Jan 20
MDW1:20 pmChicago Midway
7h 15m
2 stops
STL8:35 pmLambert-St Louis
$146
Find similar

Frontier flights from St. Louis to Chicago Midway Airport

Our best Frontier deals on St. Louis to Chicago Midway Airport flight tickets
Frontier
Oct 30
STL11:07 amLambert-St Louis
10h 56m
1 stop
MDW10:03 pmChicago Midway
Oct 31
MDW6:20 amChicago Midway
9h 37m
1 stop
STL3:57 pmLambert-St Louis
$166
Find similar
Frontier
Oct 23
STL11:32 amLambert-St Louis
8h 49m
1 stop
MDW8:21 pmChicago Midway
Nov 5
MDW2:06 pmChicago Midway
20h 06m
1 stop
STL10:12 amLambert-St Louis
$171
Find similar
Frontier
Nov 13
STL11:07 amLambert-St Louis
7h 32m
1 stop
MDW6:39 pmChicago Midway
Nov 15
MDW1:37 pmChicago Midway
19h 30m
2 stops
STL9:07 amLambert-St Louis
$189
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 October 14, 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

Tue 12/23

8:35 pm-9:45 pm

Nonstop1h 10m

Chicago Midway

Tue 1/20

6:10 am-7:35 am

Nonstop1h 25m

$131

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 11/22

1:05 pm-2:15 pm

Nonstop1h 10m

Chicago Midway

Mon 11/24

5:00 pm-9:30 pm

1 stop4h 30m

$141

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 12/23

8:35 pm-9:45 pm

Nonstop1h 10m

Chicago Midway

Tue 1/20

1:20 pm-8:35 pm

2 stops7h 15m

$146

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 11/22

5:45 pm-11:20 pm

1 stop5h 35m

Chicago Midway

Mon 11/24

5:40 pm-9:30 pm

1 stop3h 50m

$151

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 10/30

11:07 am-10:03 pm

1 stop10h 56m

Chicago Midway

Fri 10/31

6:20 am-3:57 pm

1 stop9h 37m

$166

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 11/13

11:07 am-6:39 pm

1 stop7h 32m

Chicago Midway

Sat 11/15

1:37 pm-9:07 am

2 stops19h 30m

$189

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 11/8

6:00 am-10:30 am

1 stop4h 30m

Chicago Midway

Tue 11/11

9:34 am-1:51 pm

1 stop4h 17m

$191

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 12/17

6:00 am-12:34 pm

2 stops6h 34m

Chicago Midway

Sat 1/10

9:20 am-2:20 pm

1 stop5h 00m

$196

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 10/27

10:18 am-11:20 pm

1 stop13h 02m

Chicago Midway

Thu 10/30

5:56 pm-3:57 pm

2 stops22h 01m

$291

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Fri 11/14

4:56 pm-10:08 pm

1 stop5h 12m

Chicago Midway

Sun 11/16

5:40 am-5:22 pm

2 stops11h 42m

$300

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 December is, on average, the cheapest month to fly to Chicago Midway Airport from St. Louis, with most prices found around $243. If you are unable to visit Chicago Midway Airport during the month of December, then departing from St. Louis during the month January is also very affordable. Most momondo users find prices during this month for around $252.

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 $363. 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 $424.

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 $370 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $389. 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.

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

$104

Fastest flight time

1h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from St. Louis in the past 72 hours is $104. The best round-trip flight deal from St. Louis to Chicago Midway Airport found on momondo in the last 72 hours is $273.
The fastest flight from St. Louis to Chicago Midway Airport takes 1h 10m
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 $117Free CancellationRating
8.0
4,235 reviews
Search Southwest flights

  • Southwest Flights From St. Louis to Chicago Midway Airport

    Across 22 Southwest flights from St. Louis to Chicago Midway Airport this week, the average price was $296, with the best Southwest deals starting from $117 round-trip. 4,235 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
Schererville
Valparaiso
Crown Point
Munster
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
Thu 11/13
Thu 11/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago