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 12/4. 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

Discover deals from 900+ travel sites with momondo.

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.

Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:35 pm - 8:45 pmSTL-MDW
1h 10mnonstop
Southwest Logo
6:20 am - 7:35 amMDW-STL
1h 15mnonstop
$97Southwest
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
8:01 pm - 9:30 pmSTL-ORD
1h 29mnonstop
American Airlines Logo
8:50 am - 10:20 amORD-STL
1h 30mnonstop
$97American Airlines
Find Deal
Thu, Dec 18 - Tue, Jan 6
Southwest Logo
2:25 pm - 7:20 pmSTL-MDW
4h 55m1 stop
Southwest Logo
6:20 am - 7:35 amMDW-STL
1h 15mnonstop
$107Southwest
Find Deal
Thu, Dec 4 - Mon, Dec 8
Frontier Logo
12:04 pm - 5:27 pmSTL-ORD
5h 23m1 stop
Frontier Logo
9:53 pm - 11:22 amORD-STL
13h 29m1 stop
$110Frontier
Find Deal
Thu, Dec 4 - Thu, Dec 4
Frontier Logo
6:22 pm - 12:59 amSTL-ORD
6h 37m1 stop
Frontier Logo
6:05 pm - 9:07 amORD-STL
15h 02m1 stop
$119Frontier
Find Deal
Thu, Nov 13 - Tue, Nov 18
American Airlines Logo
6:00 am - 7:27 amSTL-ORD
1h 27mnonstop
American Airlines Logo
4:42 pm - 6:13 pmORD-STL
1h 31mnonstop
$134American Airlines
Find Deal
Wed, Jan 21 - Sat, Jan 31
Delta Logo
5:00 pm - 9:46 pmSTL-MDW
4h 46m1 stop
Delta Logo
5:25 pm - 11:40 pmMDW-STL
6h 15m1 stop
$157Delta
Find Deal
Tue, Feb 24 - Wed, Feb 25
Delta Logo
11:40 am - 4:45 pmSTL-ORD
5h 05m1 stop
Delta Logo
5:59 pm - 11:42 pmORD-STL
5h 43m1 stop
$157Delta
Find Deal
Thu, Dec 4 - Mon, Dec 8
United Airlines Logo
8:00 am - 9:29 amSTL-ORD
1h 29mnonstop
United Airlines Logo
9:15 am - 10:52 amORD-STL
1h 37mnonstop
$194United Airlines
Find Deal
Wed, Dec 17 - Sat, Jan 10
United Airlines Logo
8:00 am - 9:29 amSTL-ORD
1h 29mnonstop
United Airlines Logo
10:50 am - 12:15 pmORD-STL
1h 25mnonstop
$207United Airlines
Find Deal
Sun, Dec 7 - Wed, Dec 10

United Airlines flights from St. Louis to Chicago

Our best United Airlines deals on St. Louis to Chicago flight tickets
United Airlines
Dec 17
STL8:00 amLambert-St Louis
1h 29m
ORD9:29 amChicago O'Hare Intl
Jan 10
ORD9:15 amChicago O'Hare Intl
1h 37m
STL10:52 amLambert-St Louis
United Airlines
Dec 7
STL8:00 amLambert-St Louis
1h 29m
ORD9:29 amChicago O'Hare Intl
Dec 10
ORD10:50 amChicago O'Hare Intl
1h 25m
STL12:15 pmLambert-St Louis
United Airlines
Nov 13
STL6:30 amLambert-St Louis
1h 29m
ORD7:59 amChicago O'Hare Intl
Nov 27
ORD9:20 amChicago O'Hare Intl
1h 31m
STL10:51 amLambert-St Louis

American Airlines flights from St. Louis to Chicago

Our best American Airlines deals on St. Louis to Chicago flight tickets
American Airlines
Dec 18
STL8:01 pmLambert-St Louis
1h 29m
ORD9:30 pmChicago O'Hare Intl
Jan 6
ORD8:50 amChicago O'Hare Intl
1h 30m
STL10:20 amLambert-St Louis
American Airlines
Jan 21
STL6:00 amLambert-St Louis
1h 27m
ORD7:27 amChicago O'Hare Intl
Jan 31
ORD4:42 pmChicago O'Hare Intl
1h 31m
STL6:13 pmLambert-St Louis
American Airlines
Dec 4
STL5:15 amLambert-St Louis
1h 30m
ORD6:45 amChicago O'Hare Intl
Dec 4
ORD12:04 pmChicago O'Hare Intl
1h 25m
STL1:29 pmLambert-St Louis

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 October 30, 2025.
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

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/4

7:35 pm-8:45 pm

Nonstop1h 10m

Chicago Midway

Mon 12/8

6:20 am-7:35 am

Nonstop1h 15m

$97

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 12/18

8:01 pm-9:30 pm

Nonstop1h 29m

Chicago O'Hare Intl

Tue 1/6

8:50 am-10:20 am

Nonstop1h 30m

$97

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/4

2:25 pm-7:20 pm

1 stop4h 55m

Chicago Midway

Mon 12/8

6:20 am-7:35 am

Nonstop1h 15m

$107

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 12/4

12:04 pm-5:27 pm

1 stop5h 23m

Chicago O'Hare Intl

Thu 12/4

9:53 pm-11:22 am

1 stop13h 29m

$110

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 11/13

6:22 pm-12:59 am

1 stop6h 37m

Chicago O'Hare Intl

Tue 11/18

6:05 pm-9:07 am

1 stop15h 02m

$119

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 1/21

6:00 am-7:27 am

Nonstop1h 27m

Chicago O'Hare Intl

Sat 1/31

4:42 pm-6:13 pm

Nonstop1h 31m

$134

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 2/24

5:00 pm-9:46 pm

1 stop4h 46m

Chicago Midway

Wed 2/25

5:25 pm-11:40 pm

1 stop6h 15m

$157

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 12/4

11:40 am-4:45 pm

1 stop5h 05m

Chicago O'Hare Intl

Mon 12/8

5:59 pm-11:42 pm

1 stop5h 43m

$157

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 12/17

8:00 am-9:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Sat 1/10

9:15 am-10:52 am

Nonstop1h 37m

$194

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Sun 12/7

8:00 am-9:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Wed 12/10

10:50 am-12:15 pm

Nonstop1h 25m

$207

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

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 $199. If you’re not able to fly to Chicago in August, then January is your next best option. Flight prices from St. Louis to Chicago during January average around $230.

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 $679. 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 $909.

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 $607. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,225.

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 $280 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 $178 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.

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

As of October 2025, prices for St. Louis to Chicago flights are approximately 31% cheaper 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

$158

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from St. Louis in the past 72 hours is $158. The best round-trip flight deal from St. Louis to Chicago found on momondo in the last 72 hours is $273.
The fastest flight from St. Louis to Chicago takes 1h 05m
Direct flights go from St. Louis to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
  • 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 $59, 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 $113Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights
United AirlinesPriceFrom $115Free CancellationRating
7.4
8,999 reviews
Search United Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,243 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 4 Southwest flights for this route in a normal week, average airfare is usually $322 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 8,999 reviews) operates around 29 flights from St. Louis to Chicago in any given week. The average United Airlines airfare for this route is around $311, with deals from around $115 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
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?

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.

Choose the best way to get from St. Louis to Chicago

Buses

5h 50m
$38 one-way$69 round-trip
Nonstop · from $69

Distance to downtown

F990.8 mi

Find Buses

St. Louis to Chicago Buses

Trains

4h 55m
$27 one-way$59 round-trip
Nonstop · from $59

Distance to downtown

ZUN0.7 mi

Flights

1h 05m
$49 one-way$97 round-trip
Nonstop · from $971 stop · from $64

Distance to downtown

ORD15.9 mi
MDW8.6 mi

An easier way to manage your Chicago 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/29
Sat 12/6

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