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Cheap flights from St. Louis to Chicago from $49

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 4/28. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
9:40 pm - 10:45 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
7:50 am - 9:05 am
MDW
-
STL
1h 15mnonstop
$171Southwest
Thu, Apr 9 - Thu, Apr 16
American Airlines Logo
7:05 am - 8:36 am
STL
-
ORD
1h 31mnonstop
American Airlines Logo
6:59 am - 8:24 am
ORD
-
STL
1h 25mnonstop
$171American Airlines
Thu, Apr 9 - Thu, Apr 16
Delta Logo
6:45 am - 12:42 pm
STL
-
MDW
5h 57m
1 stop
Delta Logo
6:00 am - 12:54 pm
MDW
-
STL
6h 54m
1 stop
$177Delta
Wed, Jun 3 - Tue, Jun 9
Delta Logo
6:45 am - 1:01 pm
STL
-
ORD
6h 16m
1 stop
Delta Logo
6:00 am - 10:45 am
ORD
-
STL
4h 45m
1 stop
$177Delta
Wed, Jun 3 - Tue, Jun 9
Frontier Logo
8:23 pm - 11:32 am
STL
-
ORD
15h 09m
1 stop
Frontier Logo
5:50 am - 6:50 am
ORD
-
STL
25h 00m
1 stop
$179Frontier
Wed, Apr 22 - Sun, Apr 26
Frontier Logo
4:59 pm - 11:36 pm
STL
-
ORD
6h 37m
1 stop
Frontier Logo
10:55 am - 7:32 pm
ORD
-
STL
8h 37m
1 stop
$181Frontier
Thu, Apr 9 - Mon, Apr 20
Southwest Logo
5:30 am - 6:40 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
2:35 pm - 6:40 pm
MDW
-
STL
4h 05m
1 stop
$181Southwest
Thu, Apr 2 - Mon, Apr 6
Delta Logo
6:21 am - 1:01 pm
STL
-
ORD
6h 40m
2 stops
Delta Logo
6:00 am - 10:45 am
ORD
-
STL
4h 45m
1 stop
$182Delta
Wed, Jun 3 - Tue, Jun 9
Southwest Logo
1:15 pm - 7:35 pm
STL
-
MDW
6h 20m
2 stops
Southwest Logo
6:30 am - 12:05 pm
MDW
-
STL
5h 35m
1 stop
$185Southwest
Wed, Jun 3 - Tue, Jun 9
Southwest Logo
1:35 pm - 7:10 pm
STL
-
MDW
5h 35m
1 stop
Southwest Logo
6:25 pm - 11:55 pm
MDW
-
STL
5h 30m
1 stop
$191Southwest
Thu, Apr 9 - Thu, Apr 16

American Airlines flights from St. Louis to Chicago

Our best American Airlines deals on St. Louis to Chicago flight tickets
American Airlines
Apr 4
STL8:00 amLambert-St Louis
1h 31m
ORD9:31 amChicago O'Hare Intl
Apr 11
ORD7:15 amChicago O'Hare Intl
6h 07m
1 stop
STL1:22 pmLambert-St Louis
$197
American Airlines
Apr 1
STL6:00 amLambert-St Louis
1h 28m
ORD7:28 amChicago O'Hare Intl
Apr 5
ORD7:46 pmChicago O'Hare Intl
1h 25m
STL9:11 pmLambert-St Louis
$207
American Airlines
Apr 15
STL8:03 pmLambert-St Louis
1h 37m
ORD9:40 pmChicago O'Hare Intl
Apr 22
ORD11:15 amChicago O'Hare Intl
8h 15m
1 stop
STL7:30 pmLambert-St Louis
$211

United Airlines flights from St. Louis to Chicago

Our best United Airlines deals on St. Louis to Chicago flight tickets
United Airlines
Apr 18
STL9:16 amLambert-St Louis
1h 29m
ORD10:45 amChicago O'Hare Intl
Apr 21
ORD7:00 amChicago O'Hare Intl
1h 25m
STL8:25 amLambert-St Louis
$204
United Airlines
Apr 18
STL11:15 amLambert-St Louis
1h 30m
ORD12:45 pmChicago O'Hare Intl
Apr 21
ORD7:00 amChicago O'Hare Intl
1h 25m
STL8:25 amLambert-St Louis
$217
United Airlines
May 19
STL7:45 amLambert-St Louis
1h 27m
ORD9:12 amChicago O'Hare Intl
May 20
ORD7:50 pmChicago O'Hare Intl
1h 28m
STL9:18 pmLambert-St Louis
$227

momondo Fare Finder

 
Customize your flight search to find flights from St. Louis to Chicago 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 March 10, 2026.
Use the filters below to find and compare flights from St. Louis to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/9

9:40 pm-10:45 pm

Nonstop1h 05m

Chicago Midway

Thu 4/16

7:50 am-9:05 am

Nonstop1h 15m

$171

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 4/9

7:05 am-8:36 am

Nonstop1h 31m

Chicago O'Hare Intl

Thu 4/16

6:59 am-8:24 am

Nonstop1h 25m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 6/3

6:45 am-12:42 pm

1 stop5h 57m

Chicago Midway

Tue 6/9

6:00 am-12:54 pm

1 stop6h 54m

$177

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 6/3

6:45 am-1:01 pm

1 stop6h 16m

Chicago O'Hare Intl

Tue 6/9

6:00 am-10:45 am

1 stop4h 45m

$177

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 4/22

8:23 pm-11:32 am

1 stop15h 09m

Chicago O'Hare Intl

Sun 4/26

5:50 am-6:50 am

1 stop25h 00m

$179

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 4/9

4:59 pm-11:36 pm

1 stop6h 37m

Chicago O'Hare Intl

Mon 4/20

10:55 am-7:32 pm

1 stop8h 37m

$181

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/2

5:30 am-6:40 am

Nonstop1h 10m

Chicago Midway

Mon 4/6

2:35 pm-6:40 pm

1 stop4h 05m

$181

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 6/3

6:21 am-1:01 pm

2 stops6h 40m

Chicago O'Hare Intl

Tue 6/9

6:00 am-10:45 am

1 stop4h 45m

$182

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 6/3

1:15 pm-7:35 pm

2 stops6h 20m

Chicago Midway

Tue 6/9

6:30 am-12:05 pm

1 stop5h 35m

$185

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 4/9

1:35 pm-7:10 pm

1 stop5h 35m

Chicago Midway

Thu 4/16

6:25 pm-11:55 pm

1 stop5h 30m

$191

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

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?

The month of August is, on average, the cheapest month to fly to Chicago from St. Louis, with most prices found around $205. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from St. Louis to Chicago during September average around $224.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $659. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from St. Louis to Chicago for around $840.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from St. Louis to Chicago during this time can be as low as $581. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,149.

What is the cheapest Lambert-St Louis to Chicago flight route?

Fly from Lambert-St Louis to Chicago Midway for the best Lambert-St Louis - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from St. Louis when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $295 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from St. Louis for as low as $163 on momondo.

What cabin class options are available on Lambert-St Louis to Chicago flights?

There are 4 cabin classes available to choose from on Lambert-St Louis to Chicago 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 flights?

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

How have St. Louis to Chicago flight prices changed over time?

As of March 2026, prices for St. Louis to Chicago flights are approximately 73% more expensive when compared to flights at the same time last year.

When to book flights from St. Louis to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from St. Louis to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap St. Louis to Chicago (STL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from St. Louis to Chicago

Best Price Found

$164

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from St. Louis in the past 72 hours is $164. The best round-trip flight deal from St. Louis to Chicago found on momondo in the last 72 hours is $363.
The fastest flight from St. Louis to Chicago takes 1h 05m
Direct flights go from St. Louis to Chicago every day.
There are 3 airports in Chicago. From St. Louis there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • Is flying the fastest way to get from St. Louis to Chicago?

    The quickest way is to book a flight from St. Louis to Chicago, which can be as quick as 1h 05m onboard Southwest. You can also get a train from St. Louis to Chicago, or a bus from St. Louis to Chicago which can take you longer to arrive at your destination.

  • Is flying the cheapest way to get from St. Louis to Chicago?

    Taking a train to your destination is the cheapest option we’ve found in the past few days. The cheapest price we’ve found for this option is $64, making it less expensive than a flight from St. Louis to Chicago and cheaper than a bus from St. Louis to Chicago.

  • How far is Lambert-St Louis to Chicago by plane?

    Lambert-St Louis and Chicago are 262.0 mi apart from one another. Flights usually cover this in 1h 05m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Lambert-St Louis Airport to Chicago?

    Prices for flights from Lambert-St Louis Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Lambert-St Louis Airport to Chicago?

  • How old do you have to be to fly from Lambert-St Louis Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Lambert-St Louis Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from St. Louis to Chicago?

  • What is the most popular airline from St. Louis to Chicago?

Best airlines flying from St. Louis to Chicago

Compare and see reviews for airlines that fly from St. Louis to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $97Free CancellationRating
7.1
11,415 reviews
Search American Airlines flights
United AirlinesPriceFrom $114Free CancellationRating
7.4
9,413 reviews
Search United Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,317 reviews
Search Southwest flights
Southern / MokulelePriceFrom $140Free CancellationRating
0.0
0 reviews
Search Southern / Mokulele flights

  • Southwest Flights From St. Louis to Chicago

    Southwest flight deals from St. Louis to Chicago start from $117 round-trip. Over the 23 Southwest flights for this route in a normal week, average airfare is usually $356 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From St. Louis to Chicago

    United Airlines (7.4/10 from 9,413 reviews) operates around 48 flights from St. Louis to Chicago in any given week. The average United Airlines airfare for this route is around $336, with deals from around $114 rare but found on momondo. Referenced prices are for round-trip St. Louis to Chicago flight searches in the last 72 hours.

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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from St. Louis.

Can I find flights from St. Louis to Chicago with flexible booking policies on momondo?

All flight searches from St. Louis to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from St. Louis to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from St. Louis.

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 not ready to book a flight from St. Louis to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport