$46 Cheap Flights from St. Louis (STL) to Chicago (CHI)

View $46 flight on Fri, Oct 31, 2025Opens in a new window

Popular airlines from St. Louis Lambert Intl. Airport (STL) to Chicago

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Today's featured flight deals from St. Louis Lambert Intl. Airport (STL) to Chicago

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from St. Louis to Chicago (STL-CHI)

Prices were available within the past 7 days and start at $46 for one-way flights and $77 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Dec 10 - Thu, Dec 11
STL
St. Louis
MDW
Chicago
$77 Roundtrip, found 4 days ago
$77
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Dec 10 from St. Louis to Chicago, returning Thu, Dec 11, priced at $77 found 4 days ago
Southwest Airlines
Mon, Nov 24 - Mon, Jan 12
STL
St. Louis
MDW
Chicago
$84 Roundtrip, found 4 days ago
$84
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Nov 24 from St. Louis to Chicago, returning Mon, Jan 12, priced at $84 found 4 days ago
Southwest Airlines
Wed, Dec 10 - Thu, Dec 11
STL
St. Louis
MDW
Chicago
$87 Roundtrip, found 4 days ago
$87
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Dec 10 from St. Louis to Chicago, returning Thu, Dec 11, priced at $87 found 4 days ago
United
Wed, Dec 17 - Wed, Dec 24
STL
St. Louis
ORD
Chicago
$91 Roundtrip, found 5 days ago
$91
Roundtrip
found 5 days ago
Select United flight, departing Wed, Dec 17 from St. Louis to Chicago, returning Wed, Dec 24, priced at $91 found 5 days ago
American Airlines
Fri, Feb 20 - Sat, Feb 21
STL
St. Louis
ORD
Chicago
$91 Roundtrip, found 22 hours ago
$91
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Fri, Feb 20 from St. Louis to Chicago, returning Sat, Feb 21, priced at $91 found 22 hours ago
Southwest Airlines
Wed, Dec 10 - Thu, Dec 11
STL
St. Louis
MDW
Chicago
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Dec 10 from St. Louis to Chicago, returning Thu, Dec 11, priced at $92 found 4 days ago
Southwest Airlines
Mon, Nov 24 - Mon, Jan 12
STL
St. Louis
MDW
Chicago
$94 Roundtrip, found 4 days ago
$94
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Nov 24 from St. Louis to Chicago, returning Mon, Jan 12, priced at $94 found 4 days ago
Southwest Airlines
Wed, Dec 10 - Thu, Dec 11
STL
St. Louis
MDW
Chicago
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Dec 10 from St. Louis to Chicago, returning Thu, Dec 11, priced at $97 found 4 days ago
Frontier Airlines
Thu, Oct 30 - Thu, Nov 6
STL
St. Louis
MDW
Chicago
$144 Roundtrip, found 6 days ago
$144
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Oct 30 from St. Louis to Chicago, returning Thu, Nov 6, priced at $144 found 6 days ago
Delta
Thu, Jan 1 - Thu, Jan 8
STL
St. Louis
ORD
Chicago
$177 Roundtrip, just found
$177
Roundtrip
just found
Select Delta flight, departing Thu, Jan 1 from St. Louis to Chicago, returning Thu, Jan 8, priced at $177 just found

Find the cheapest month to fly from St. Louis (STL) to Chicago (CHI)

August is typically the cheapest month to fly

From $76 - $293 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $239
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $239
Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $239
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $239
Select flight to Greater Rockford RFD. Average driving time to city center is 1 hour 30 minutes. Flights from $364
RFD
Greater Rockford
Average driving time to city center1 h 30 min
Flights from $364
Flights from St. Louis (STL) to Chicago (MDW)
Origin airport
Lambert-St. Louis Intl.
Destination airport
Midway Intl.
Roundtrip price
$77
Distance
251 mi

St. Louis to Chicago Flights

The cheapest times to fly from St. Louis to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from St. Louis to Chicago are during the month of December. You can find some of the cheapest flights from St. Louis to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from St. Louis to Chicago

Sunday is one of the best days to book for cheap flights from St. Louis to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from St. Louis to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from St. Louis to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $46 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap St. Louis to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your St. Louis to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much is a flight from St. Louis Lambert International Airport to Chicago, IL (CHI-All Airports)?
The lowest price advertised for a round-trip journey from Lambert Field to Chicago, IL (CHI-All Airports) is $77. But you better act soon. This figure is based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Lambert Field to Chicago, IL (CHI-All Airports)?
The majority of flights can be canceled online, but each air carrier has different terms and conditions. If you do have to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from STL to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Lambert-St. Louis Intl. Airport (STL) to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from STL to Chicago, IL (CHI-All Airports)?
With a flight distance of 249 mi, it's only a hop from Lambert Field to Chicago, IL (CHI-All Airports). It might be a quick journey, but it's still worth packing something to keep you entertained on board.
Which airlines fly direct from Lambert Field to Chicago, IL (CHI-All Airports)?
Southwest Airlines (WN) is one of the top choices for travelers jetting between STL and Chicago, IL (CHI-All Airports). Choose from the 208 flights it offers on this route each month. United Airlines (UA) is another popular choice. It operates 208 flights per month. Between these two airlines, you'll be able to find a good deal from St. Louis to Illinois.
Are STL to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally score a bargain, with some super cheap fares from Lambert Field to Chicago, IL (CHI-All Airports) popping up a few weeks prior to the departure date. If you'd rather book ahead, Expedia compares and updates all the best flight deals frequently — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines advertise prices so far in advance.

Explore a world of travel with Expedia

*Available to One Key members.