$49 Cheap flight deals from St. Louis (STL) to Chicago (CHI)

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This Weekend's Flight Deals from St. Louis to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jan 19 - Fri, Jan 24
STL
Lambert-St. Louis Intl.
MDW
Midway Intl.
$210 Roundtrip, found 4 days ago
$210
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Jan 19 from Lambert-St. Louis Intl. to Midway Intl., returning Fri, Jan 24, priced at $210 found 4 days ago
Sun, Jan 19 - Mon, Jan 20
STL
Lambert-St. Louis Intl.
ORD
O'Hare Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Southern Airways Express flight, departing Sun, Jan 19 from Lambert-St. Louis Intl. to O'Hare Intl., returning Mon, Jan 20, priced at $227 found 1 day ago

Airfares from $49 One Way, $120 Round Trip from St. Louis to Chicago

Prices starting at $120 for return flights and $49 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 25 - Mon, Jan 27
STL
St. Louis
MDW
Chicago
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 25 from St. Louis to Chicago, returning Mon, Jan 27, priced at $120 found 1 day ago
Sat, Mar 1 - Tue, Mar 4
STL
St. Louis
ORD
Chicago
$120 Roundtrip, found 7 hours ago
$120
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Mar 1 from St. Louis to Chicago, returning Tue, Mar 4, priced at $120 found 7 hours ago
Sun, Feb 23 - Tue, Mar 4
STL
St. Louis
ORD
Chicago
$123 Roundtrip, found 6 days ago
$123
Roundtrip
found 6 days ago
Select Southern Airways Express flight, departing Sun, Feb 23 from St. Louis to Chicago, returning Tue, Mar 4, priced at $123 found 6 days ago
Sat, Apr 12 - Wed, Apr 16
STL
St. Louis
ORD
Chicago
$128 Roundtrip, found 6 days ago
$128
Roundtrip
found 6 days ago
Select Southern Airways Express flight, departing Sat, Apr 12 from St. Louis to Chicago, returning Wed, Apr 16, priced at $128 found 6 days ago
Wed, Jan 29 - Sun, Feb 2
STL
St. Louis
ORD
Chicago
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jan 29 from St. Louis to Chicago, returning Sun, Feb 2, priced at $130 found 1 day ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
4.5-star property

Pendry Chicago

9.4/10 Exceptional! (978 reviews)

Feb 14 - Feb 16

2 night stay

St. Louis (STL) to Chicago (ORD)

Southern Airways • Non-stop roundtrip • Coach
per person
found 1 day ago
Pendry was historic and great

Reviewed on Jul 5, 2024

Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.6/10 Excellent! (1,575 reviews)

Feb 14 - Feb 16

2 night stay

St. Louis (STL) to Chicago (ORD)

Southern Airways • Non-stop roundtrip • Coach
per person
found 1 day ago
Fun place for a family on NYE!

Reviewed on Jan 2, 2025

L7 Chicago by LOTTE
4.5-star property

L7 Chicago by LOTTE

9.6/10 Exceptional! (1,349 reviews)

Feb 14 - Feb 16

2 night stay

St. Louis (STL) to Chicago (ORD)

Southern Airways • Non-stop roundtrip • Coach
per person
found 1 day ago
Everyone was very nice and eager to help! The room was immaculate with a great view. I know I’ll be staying again next time I’m in Chicago!

Reviewed on Dec 23, 2024

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More About Flying To Chicago from St. Louis

Route Information for Flights from St. Louis to Chicago

Origin Airport IATA Code
STL
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Fly from St. Louis to Chicago

St. Louis residents looking to trace the storied path of last century s greatest jazz and blues musicians can fly from St. Louis to Chicago in just over an hour. MetroLink provides light rail service to Lambert St. Louis International Airport (STL), and long-term parking is available for those who prefer to drive. Once in Chicago, there s much more than music to enjoy.

Attractions

The heart of Chicago beats around the crescent-shaped shore of Lake Michigan. The perfect way for a newcomer to experience the city is to tour Lake Shore Drive, which runs past many of Chicago s beloved sites. At the south end of the Drive is Soldier Field where the Bears have played since 1924. Next door sits the Chicago Aquarium and the Natural History Museum. Next to Millennium Park is the Chicago Art Institute, which features one of the most famous collections of contemporary art in the world.

Hints and tips

Visitors who fly from St. Louis to Chicago don t need to drive. Chicago s L trains run throughout the city and are the preferred method of getting around for most locals. Catch the Blue Line L at Chicago O Hare International Airport (ORD) and transfer downtown to the Red Line. While in Chicago, expect average temperatures ranging from the teens to the mid-80s. Music lovers should plan to visit in June for the Chicago Blues Festival.

Frequently asked questions

Are there non-stop flights from St. Louis to Chicago?
Yes, there are two airlines that offer direct flights from STL to ORD. Track down an amazing fare and reserve your seat with United Airlines or American Airlines.
What is the shortest flight from St. Louis to Chicago?
If conditions are good and all goes as scheduled, you could be jetting into O’Hare Airport from Lambert-St. Louis Intl. Airport (STL) in just 1 hour. With such a speedy flight time, consider bringing just carry-on luggage.
What airlines fly from St. Louis to Chicago most frequently?
Consider booking a ticket with United Airlines (UA), which frequently services this route. This airline offers 212 flights each month between STL and O’Hare Airport. American Airlines (AA) will also take you to your destination in style and comfort. Offering 165 monthly flights between St. Louis and Chicago, it’s another popular airline to look into.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.