Cheap flights from St Louis to Chicago

One-way fares from $62 · STL → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → St Louis
Cheapest fare
$62

Southwest Airlines · Sat, Jan 16

Cheapest month
January

from $62

Direct flights
Yes

American Airlines and Southwest Airlines

Flight time
1h 10m

420 km

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Cheapest month to fly from St Louis to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $94
  2. January 2027 Cheapest $62

Cheapest dates in January 2027

The lowest fares we've seen for each day, cheapest first.

Southwest Airlines
Depart10:15 Sat, Jan 16STL → MDW 1h 10m · Direct
$62one way, per person
View deal
American Airlines
Depart14:11 Thu, Jan 14STL → ORD 1h 41m · Direct
$63one way, per person
View deal
American Airlines
Depart07:21 Fri, Jan 15STL → ORD 1h 31m · Direct
$63one way, per person
View deal
Southwest Airlines
Depart11:30 Sun, Jan 17STL → MDW 1h 10m · Direct
$150one way, per person
View deal
See every date in January 2027 →

Plan the rest of your trip to Chicago

Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

Things to do in ChicagoTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in ChicagoPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in ChicagoCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from St Louis to Chicago

St Louis (STL) and Chicago (CHI) are about 420 km apart. Direct flights take around 1h 10m, and recent direct fares were with American Airlines and Southwest Airlines. Over the next few months, one-way fares start from $62, and January 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from St Louis to Chicago?

The cheapest one-way fare we've seen recently is $62 with Southwest Airlines, departing Saturday, January 16, 2027. Over the coming months, the lowest fare in each month ranges from $62 to $94.

What is the cheapest month to fly from St Louis to Chicago?

January 2027 currently has the lowest fares, from $62 one way.

Are there direct flights from St Louis to Chicago?

Yes. Recent direct fares were with American Airlines and Southwest Airlines.

How long is the flight from St Louis to Chicago?

A direct flight takes about 1h 10m. St Louis and Chicago are around 420 km apart.

Which airlines fly from St Louis to Chicago?

Recent fares on this route were with American Airlines and Southwest Airlines.

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