Cheap Flights from St Louis to Chicago in 2019

Top last minute flight deals

Feeling spontaneous? It’s never too late to book a trip. Here’s our pick of the best last minute flights to Chicago...
Estimated lowest prices only. Found in the last 14 days.

Flight information St Louis to Chicago

Cheapest roundtrip price last month


Non-stop airlines


Flights per week


Average flight time, total distance 251 miles

1h 0min

Most popular airline last month

Southwest Airlines

Chicago O'Hare International, Chicago Midway, Chicago Pal-Waukee, Chicago Dupage County and others

5 airports

St. Louis and Chicago have a lively rivalry (especially between sports teams). Without taking sides, it’s true that Chicago has all that big-city sophistication and high-end amenity game going on, making it well worth the trip. It takes just over an hour in the air to cover the 300 miles between the cities. 

You have plenty of choices if you want to fly direct from St. Louis to Chicago. Flying from Lambert-St. Louis International(STL) to Midway Chicago(MDW), you can take one of the 56 weekly flights on Southwest, or fly United. If you want to fly into Chicago O’Hare(ORD) then you can choose between United’s 76 weekly nonstop flights or American Airline’s 60.

Making your way to St. Louis Airport

Missouri’s largest, and busiest airport, Lambert-St. Louis is located just 10 miles from downtown. In decent traffic it’s only about a 20 minute drive with huge amounts of parking serviced by free shuttles which run 24 hours a day. You can also take public transportation to STL. The MetroLink rail line has stops at both terminals,and a one ride ticket costs $2.50. There are also two MetroBus lines – 49 and 66, which stop at Terminal 1.

The two terminals of St. Louis airport are connected by buses which run 24/7, free of charge. Terminal 2 is taken up entirely by Southwest Airlines flights. WiFi is available, but for a fee. You’ll pay $7.95 for 24 hours of access. Each terminal has its own fenced pet relief area, complete with replica hydrants.

Arriving in Chicago

When you pay a visit to the Windy City, expect a strong dose of history, architecture, and culture, all kept down to earth by a brassy industrial charm. Chicago is famous for its comedy scene. If you have time to drop into Second City or one of the many other clubs, you might get the chance to catch a future laugh legend before they hit the big time.

The Navy Pier is a family-friendly place to spend the day, with rides, food, and museums and great shopping. Baseball fans need to make a stop at Wrigley Field, of course, and everyone should go out of their way to track down some great deep dish pizza at Lou Malnati’s or hot dogs at Jimmy’s Red Hots. Chicago nightlife is hot and happening, with world-class jazz clubs scattered through the city.

Tracking down the best deal on your tickets doesn’t have to be difficult. Skyscanner’s free airfare comparison tool brings all the prices into one place in a matter of minutes.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.