Cheap Flights from St. Louis (STL) to Chicago (PWK)

Popular airlines from St. Louis Lambert Intl. Airport (STL) to Chicago, IL (PWK-Chicago Executive)

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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
Flights from St. Louis (STL) to Chicago (PWK)
Origin airport
Lambert-St. Louis Intl.
Destination airport
Chicago Executive
Distance
266 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 . 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 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 does a flight from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK) cost?
Lock in a cheap one-way flight or cheap return flight from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK)?
The cheapest month to fly from STL to PWK is , when there's less demand. Off-peak season is usually when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest STL to PWK flight.
How many flights per day from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK)?
Nonstop flights from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from STL to PWK?
Generally you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK)?
To avoid potential delays on the Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK) route, fly before 3 PM. Later flights are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Lambert-St. Louis Intl. Airport (STL)?
You'll touch down at O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when you travel to Chicago on a direct flight from Lambert-St. Louis Intl. Airport (STL).
Is it cheaper to buy a plane ticket from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK) last-minute?
Waiting until just before your trip to book your flight from STL to PWK generally means paying more. While you might find some last-minute offers, they're not always guaranteed. Keep your travel schedule open to maximize your chances of scoring a bargain.
Is it cheaper to book a STL to PWK flight and hotel package?
Booking a STL to PWK flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Pick from our extensive range of hotels and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Lambert-St. Louis Intl. Airport (STL) to Chicago Executive Airport (PWK)?
You can usually cancel or reschedule your STL to PWK flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find further details on our Customer Service portal.

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