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Cheap flight deals from St. Louis to Chicago Starting at $55

For as little as $55, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from St. Louis below.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

St. Louis to Chicago flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule
  1. WN3109

    02:50 pm

    STL

    1.2h

    Nonstop

    04:00 pm

    MDW

    SMTWT--
  2. UA1156

    05:18 pm

    STL

    1.3h

    Nonstop

    06:34 pm

    ORD

    SMTWTFS
  3. AA629

    06:06 am

    STL

    1.3h

    Nonstop

    07:25 am

    ORD

    SMTWTFS
  4. UA4428

    06:45 am

    STL

    1.3h

    Nonstop

    08:05 am

    ORD

    SMTWTFS
  5. AA4135

    07:35 am

    STL

    1.3h

    Nonstop

    08:55 am

    ORD

    -----F-
  6. UA4426

    10:30 am

    STL

    1.5h

    Nonstop

    11:58 am

    ORD

    SMTWTFS
  7. AA4595

    11:55 am

    STL

    1.4h

    Nonstop

    01:17 pm

    ORD

    -----F-
  8. F94567

    12:37 pm

    STL

    2.6h

    02:11 pm

    DEN

    S-T-TF-
  9. F93172

    08:15 pm

    DEN

    2.4h

    11:40 pm

    ORD

    S--WT-S
  10. 9X447

    12:50 pm

    STL

    1.3h

    02:05 pm

    BRL

    SMTWTFS
  11. 9X444

    02:10 pm

    BRL

    1.7h

    03:50 pm

    ORD

    SMTWTFS

When is the cheapest time to fly from St. Louis to Chicago?

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Chicago from St. Louis have changed and are set to move below.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from St. Louis to Chicago

Compare prices from various providers below to understand which option best suits your travel needs, before enjoying a comfortable journey with a trusted airline from St. Louis to Chicago.

Frequently Asked Questions

  • When are flight tickets from St. Louis (STL) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from St. Louis to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from St. Louis (STL) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around $222.
  • How long does it take to fly from St. Louis (STL) to Chicago (CHI) and what is the distance?

    It takes around 1 hour 23 minutes to fly from St. Louis (STL) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • What are the most popular airlines that fly from St. Louis (STL) to Chicago (CHI)?

How to find a cheap flight from St. Louis to Chicago

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | St. Louis to Chicago

Cheapest nonstop flight price$54
Cheapest round-trip ticket price$87
Off-season for travelNovember
Peak season for travelOctober
Flight distance421.66 km
Average flight time1 hour 23 minutes
Popular airlineSouthern Airways Express