Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from St. Louis to Chicago from $59

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
5:10 pm - 11:10 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 00m1 stop Baltimore/Washington
Southwest Logo
11:10 am - 12:20 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 10mnonstop
$153Southwest
Mon, Nov 23 - Fri, Nov 27
Southwest Logo
3:10 pm - 7:55 pmSTL  Lambert-St Louis-MDW Chicago Midway
4h 45m1 stop Dallas Love Field
Southwest Logo
9:25 pm - 10:50 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 25mnonstop
$153Southwest
Wed, Nov 11 - Fri, Nov 13
Southwest Logo
12:40 pm - 4:10 pmSTL  Lambert-St Louis-MDW Chicago Midway
3h 30m1 stop Kansas City
Southwest Logo
8:45 pm - 10:00 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 15mnonstop
$153Southwest
Thu, Dec 3 - Thu, Dec 10
Southwest Logo
3:55 pm - 10:20 pmSTL  Lambert-St Louis-MDW Chicago Midway
6h 25m1 stop Washington, D.C. Reagan-National
Southwest Logo
8:45 am - 10:05 amMDW  Chicago Midway-STL Lambert-St Louis
1h 20mnonstop
$153Southwest
Thu, Nov 12 - Sun, Nov 15
Frontier Logo
6:34 pm - 11:47 pmSTL  Lambert-St Louis-MDW Chicago Midway
5h 13m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
9:09 am - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
8h 31m1 stop Atlanta Hartsfield-Jackson
$162Frontier
Wed, Nov 18 - Mon, Nov 23
Southwest Logo
10:30 am - 4:15 pmSTL  Lambert-St Louis-MDW Chicago Midway
5h 45m1 stop Nashville Intl
Southwest Logo
2:10 pm - 8:25 pmMDW  Chicago Midway-STL Lambert-St Louis
6h 15m1 stop Washington, D.C. Reagan-National
$163Southwest
Wed, Nov 11 - Fri, Nov 13
Southwest Logo
8:30 pm - 1:10 amSTL  Lambert-St Louis-MDW Chicago Midway
4h 40m1 stop Dallas Love Field
Southwest Logo
11:00 am - 4:05 pmMDW  Chicago Midway-STL Lambert-St Louis
5h 05m1 stop Washington, D.C. Reagan-National
$163Southwest
Mon, Nov 23 - Fri, Nov 27
Southwest Logo
10:15 am - 3:00 pmSTL  Lambert-St Louis-MDW Chicago Midway
4h 45m1 stop Columbus
Southwest Logo
11:40 am - 4:35 pmMDW  Chicago Midway-STL Lambert-St Louis
4h 55m1 stop Minneapolis St Paul
$163Southwest
Thu, Dec 3 - Thu, Dec 10
Southwest Logo
9:50 pm - 11:00 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
$171Southwest
Sat, Nov 21 - Sun, Nov 22
Frontier Logo
6:34 pm - 11:47 pmSTL  Lambert-St Louis-MDW Chicago Midway
5h 13m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:16 pm - 5:40 pmMDW  Chicago Midway-STL Lambert-St Louis
28h 24m1 stop Atlanta Hartsfield-Jackson
$199Frontier
Wed, Nov 18 - Sun, Nov 22

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

Southwest flights from St. Louis to Chicago Midway Airport

Our best Southwest deals on St. Louis to Chicago Midway Airport flight tickets
Southwest
Nov 21
STL9:50 pmLambert-St Louis
1h 10m
MDW11:00 pmChicago Midway
Nov 22
MDW6:30 amChicago Midway
1h 15m
STL7:45 amLambert-St Louis
$171
Southwest
Nov 21
STL9:50 amLambert-St Louis
5h 30m
1 stop
MDW3:20 pmChicago Midway
Nov 22
MDW9:25 pmChicago Midway
1h 25m
STL10:50 pmLambert-St Louis
$181
Southwest
Dec 14
STL6:20 amLambert-St Louis
1h 05m
MDW7:25 amChicago Midway
Jan 12
MDW3:25 pmChicago Midway
1h 10m
STL4:35 pmLambert-St Louis
$191

Frontier flights from St. Louis to Chicago Midway Airport

Our best Frontier deals on St. Louis to Chicago Midway Airport flight tickets
Frontier
Nov 18
STL6:34 pmLambert-St Louis
5h 13m
1 stop
MDW11:47 pmChicago Midway
Nov 23
MDW9:09 amChicago Midway
8h 31m
1 stop
STL5:40 pmLambert-St Louis
$162
Frontier
Nov 18
STL6:34 pmLambert-St Louis
5h 13m
1 stop
MDW11:47 pmChicago Midway
Nov 22
MDW1:16 pmChicago Midway
28h 24m
1 stop
STL5:40 pmLambert-St Louis
$199
Frontier
Nov 16
STL6:34 pmLambert-St Louis
5h 13m
1 stop
MDW11:47 pmChicago Midway
Nov 17
MDW6:42 pmChicago Midway
20h 41m
2 stops
STL3:23 pmLambert-St Louis
$205

momondo Fare Finder

 
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 Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Mon 11/23

5:10 pm-11:10 pm

1 stop6h 00m

Chicago Midway

Fri 11/27

11:10 am-12:20 pm

Nonstop1h 10m

$153

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 11/11

3:10 pm-7:55 pm

1 stop4h 45m

Chicago Midway

Fri 11/13

9:25 pm-10:50 pm

Nonstop1h 25m

$153

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Thu 12/3

12:40 pm-4:10 pm

1 stop3h 30m

Chicago Midway

Thu 12/10

8:45 pm-10:00 pm

Nonstop1h 15m

$153

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Thu 11/12

3:55 pm-10:20 pm

1 stop6h 25m

Chicago Midway

Sun 11/15

8:45 am-10:05 am

Nonstop1h 20m

$153

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 11/18

6:34 pm-11:47 pm

1 stop5h 13m

Chicago Midway

Mon 11/23

9:09 am-5:40 pm

1 stop8h 31m

$162

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 11/11

10:30 am-4:15 pm

1 stop5h 45m

Chicago Midway

Fri 11/13

2:10 pm-8:25 pm

1 stop6h 15m

$163

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Mon 11/23

8:30 pm-1:10 am

1 stop4h 40m

Chicago Midway

Fri 11/27

11:00 am-4:05 pm

1 stop5h 05m

$163

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Thu 12/3

10:15 am-3:00 pm

1 stop4h 45m

Chicago Midway

Thu 12/10

11:40 am-4:35 pm

1 stop4h 55m

$163
Quickest round-trip

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Sat 11/21

9:50 pm-11:00 pm

Nonstop1h 10m

Chicago Midway

Sun 11/22

6:30 am-7:45 am

Nonstop1h 15m

$171

St. LouisChicago

STL Lambert-St Louis - MDW Chicago Midway

STLMDW

Lambert-St Louis

Wed 11/18

6:34 pm-11:47 pm

1 stop5h 13m

Chicago Midway

Sun 11/22

1:16 pm-5:40 pm

1 stop28h 24m

$199

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 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 $162.

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, 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 $379. 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 $392 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

$59

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 $59. The best round-trip flight deal from St. Louis to Chicago Midway Airport found on momondo in the last 72 hours is $153.
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 $187Free CancellationRating
7.9
4,209 reviews
Search Southwest flights

  • Southwest Flights From St. Louis to Chicago Midway Airport

    Across 20 Southwest flights from St. Louis to Chicago Midway Airport this week, the average price was $446, with the best Southwest deals starting from $187 round-trip. 4,209 users have rated Southwest on momondo, with an average score of 7.9/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Benton Harbor
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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 11/18
Wed 11/25
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago