Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Delta Air Lines

The cheapest airline(s) flying from Saint Louis to Chicago is Delta Air Lines.

  • Delta Air Lines Delta Air Lines
  • United Airlines United Airlines
  • American Airlines American Airlines
  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • Alaska Airlines Alaska Airlines
Cheapest Month June

Travel Period: June 2024 - May 2025

The cheapest month(s) to fly from Saint Louis to Chicago is June.

  • Jun 2024
  • Jul 2024
  • Aug 2024
  • Sep 2024
  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
Cheapest Day of the Week Thursday

The cheapest day(s) of the week to fly from Saint Louis to Chicago is Thursday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 5pm

The cheapest time of the day to fly from Saint Louis to Chicago is in the afternoon.

Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm

Flight Schedules

Last Updated: Thu, 2 May, 2024

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  • Availability
    • M
    • T
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    • S
  • 21:30 - 22:35
    STL - MDW
  • 21:30 (STL)St Louis Lambert Intl Airport
  • 22:35 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3244)Boeing 737 Max 8 Passenger
  • 1h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 21:55 - 23:00
    STL - MDW
  • 21:55 (STL)St Louis Lambert Intl Airport
  • 23:00 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3244)Boeing 737 700
  • 1h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 22:50 - 23:55
    STL - MDW
  • 22:50 (STL)St Louis Lambert Intl Airport
  • 23:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3244)Boeing 737 800
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 06:10 - 07:15
    STL - MDW
  • 06:10 (STL)St Louis Lambert Intl Airport
  • 07:15 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3239)Boeing 737 Max 8 Passenger
  • 1h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 06:26 - 07:45
    STL - ORD
  • 06:26 (STL)St Louis Lambert Intl Airport
  • 07:45 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3354)Embraer Emb 175
  • 1h 19m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer Emb 175
  • 06:30 - 07:35
    STL - MDW
  • 06:30 (STL)St Louis Lambert Intl Airport
  • 07:35 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3239)Boeing 737 Max 8 Passenger
  • 1h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 06:45 - 07:50
    STL - MDW
  • 06:45 (STL)St Louis Lambert Intl Airport
  • 07:50 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3239)Boeing 737 Max 8 Passenger
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 06:45 - 08:05
    STL - ORD
  • 06:45 (STL)St Louis Lambert Intl Airport
  • 08:05 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 4428)Canadair Regional Jet 550
  • 1h 20m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Canadair Regional Jet 550
  • 06:50 - 07:55
    STL - MDW
  • 06:50 (STL)St Louis Lambert Intl Airport
  • 07:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3239)Boeing 737 Max 8 Passenger
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 Max 8 Passenger
  • 08:00 - 09:22
    STL - ORD
  • 08:00 (STL)St Louis Lambert Intl Airport
  • 09:22 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 4183)Canadair Regional Jet 550
  • 1h 22m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Canadair Regional Jet 550
  • 09:45 - 10:50
    STL - MDW
  • 09:45 (STL)St Louis Lambert Intl Airport
  • 10:50 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 4631)Boeing 737 700
  • 1h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 09:56 - 11:15
    STL - ORD
  • 09:56 (STL)St Louis Lambert Intl Airport
  • 11:15 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3564)Embraer Emb 175
  • 1h 19m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer Emb 175
  • 10:00 - 11:05
    STL - MDW
  • 10:00 (STL)St Louis Lambert Intl Airport
  • 11:05 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5866)Boeing 737 Max 8 Passenger
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 10:10 - 11:15
    STL - MDW
  • 10:10 (STL)St Louis Lambert Intl Airport
  • 11:15 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5866)Boeing 737 700
  • 1h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 10:30 - 11:58
    STL - ORD
  • 10:30 (STL)St Louis Lambert Intl Airport
  • 11:58 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 4426)Canadair Regional Jet 550
  • 1h 28m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Canadair Regional Jet 550
  • 11:45 - 13:12
    STL - ORD
  • 11:45 (STL)St Louis Lambert Intl Airport
  • 13:12 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 4383)Canadair Regional Jet 550
  • 1h 27m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Canadair Regional Jet 550
  • 12:20 - 13:25
    STL - MDW
  • 12:20 (STL)St Louis Lambert Intl Airport
  • 13:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1268)Boeing 737 700
  • 1h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 12:35 - 13:40
    STL - MDW
  • 12:35 (STL)St Louis Lambert Intl Airport
  • 13:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3241)Boeing 737 700
  • 1h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 13:06 - 14:25
    STL - ORD
  • 13:06 (STL)St Louis Lambert Intl Airport
  • 14:25 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3764)Embraer Emb 175
  • 1h 19m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer Emb 175
  • 13:15 - 14:20
    STL - MDW
  • 13:15 (STL)St Louis Lambert Intl Airport
  • 14:20 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3242)Boeing 737 700
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 13:27 - 14:55
    STL - ORD
  • 13:27 (STL)St Louis Lambert Intl Airport
  • 14:55 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3611)Embraer 175
  • 1h 28m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 14:20 - 15:25
    STL - MDW
  • 14:20 (STL)St Louis Lambert Intl Airport
  • 15:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2732)Boeing 737 700
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 14:40 - 15:45
    STL - MDW
  • 14:40 (STL)St Louis Lambert Intl Airport
  • 15:45 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3242)Boeing 737 Max 8 Passenger
  • 1h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 15:15 - 16:43
    STL - ORD
  • 15:15 (STL)St Louis Lambert Intl Airport
  • 16:43 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3568)Embraer 175
  • 1h 28m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 15:50 - 16:55
    STL - MDW
  • 15:50 (STL)St Louis Lambert Intl Airport
  • 16:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3242)Boeing 737 700
  • 1h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 17:10 - 18:15
    STL - MDW
  • 17:10 (STL)St Louis Lambert Intl Airport
  • 18:15 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3244)Boeing 737 800
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 17:18 - 18:34
    STL - ORD
  • 17:18 (STL)St Louis Lambert Intl Airport
  • 18:34 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2144)Airbus
  • 1h 16m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 17:25 - 18:30
    STL - MDW
  • 17:25 (STL)St Louis Lambert Intl Airport
  • 18:30 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5687)Boeing 737 800
  • 1h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 17:35 - 18:40
    STL - MDW
  • 17:35 (STL)St Louis Lambert Intl Airport
  • 18:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5687)Boeing 737 800
  • 1h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 18:25 - 19:30
    STL - MDW
  • 18:25 (STL)St Louis Lambert Intl Airport
  • 19:30 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5687)Boeing 737 800
  • 1h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 18:26 - 19:45
    STL - ORD
  • 18:26 (STL)St Louis Lambert Intl Airport
  • 19:45 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 4090)Embraer Emb 175
  • 1h 19m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer Emb 175

Connecting Flights

  • 19:45 - 20:50
    STL - BNA
    21:50 - 23:25
    BNA - MDW
  • 19:45 (STL)St Louis Lambert Intl Airport
    21:50 (BNA)Nashville Airport
  • 20:50 (BNA)Nashville Airport
    23:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 695)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3046)Boeing 737 700
  • 3h 40m (1h)
  • BNA Nashville 1h
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 20:50 - 22:00+ 1
    STL - BNA
    22:40 - 00:10+ 1
    BNA - MDW
  • 20:50 (STL)St Louis Lambert Intl Airport
    22:40 (BNA)Nashville Airport
  • 22:00 (BNA)Nashville Airport + 1
    00:10 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5914)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 5212)Boeing 737 700
  • 3h 20m (40m)
  • BNA Nashville 40m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:05 - 09:15
    STL - BNA
    10:15 - 12:00
    BNA - ORD
  • 08:05 (STL)St Louis Lambert Intl Airport
    10:15 (BNA)Nashville Airport
  • 09:15 (BNA)Nashville Airport
    12:00 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 6029)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3624)Boeing 737 700
  • 3h 55m (1h)
  • BNA Nashville 1h
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 10:35 - 11:40
    STL - MCI
    12:25 - 13:45
    MCI - MDW
  • 10:35 (STL)St Louis Lambert Intl Airport
    12:25 (MCI)Kansas City International Airport
  • 11:40 (MCI)Kansas City International Airport
    13:45 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5794)Boeing 737 800
    Southwest Airlines (WN 4988)Boeing 737 800
  • 3h 10m (45m)
  • MCI Kansas City 45m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:35 - 11:40
    STL - MCI
    12:15 - 13:40
    MCI - MDW
  • 10:35 (STL)St Louis Lambert Intl Airport
    12:15 (MCI)Kansas City International Airport
  • 11:40 (MCI)Kansas City International Airport
    13:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5794)Boeing 737 700
    Southwest Airlines (WN 5424)Boeing 737 700
  • 3h 05m (35m)
  • MCI Kansas City 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 10:40 - 11:45
    STL - MCI
    13:10 - 14:30
    MCI - MDW
  • 10:40 (STL)St Louis Lambert Intl Airport
    13:10 (MCI)Kansas City International Airport
  • 11:45 (MCI)Kansas City International Airport
    14:30 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5794)Boeing 737 700
    Southwest Airlines (WN 5424)Boeing 737 Max 8 Passenger
  • 3h 50m (1h 25m)
  • MCI Kansas City 1h 25m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 12:55 - 14:05
    STL - BNA
    14:40 - 16:25
    BNA - ORD
  • 12:55 (STL)St Louis Lambert Intl Airport
    14:40 (BNA)Nashville Airport
  • 14:05 (BNA)Nashville Airport
    16:25 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 2520)Boeing 737 700
    Southwest Airlines (WN 3624)Boeing 737 800
  • 3h 30m (35m)
  • BNA Nashville 35m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 13:00 - 14:05
    STL - BNA
    15:10 - 16:40
    BNA - MDW
  • 13:00 (STL)St Louis Lambert Intl Airport
    15:10 (BNA)Nashville Airport
  • 14:05 (BNA)Nashville Airport
    16:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2520)Boeing 737 700
    Southwest Airlines (WN 2934)Boeing 737 700
  • 3h 40m (1h 05m)
  • BNA Nashville 1h 05m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:00 - 14:05
    STL - BNA
    14:40 - 16:25
    BNA - ORD
  • 13:00 (STL)St Louis Lambert Intl Airport
    14:40 (BNA)Nashville Airport
  • 14:05 (BNA)Nashville Airport
    16:25 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 2520)Boeing 737 700
    Southwest Airlines (WN 3624)Boeing 737 800
  • 3h 25m (35m)
  • BNA Nashville 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 15:15 - 16:20
    STL - MCI
    17:05 - 18:25
    MCI - MDW
  • 15:15 (STL)St Louis Lambert Intl Airport
    17:05 (MCI)Kansas City International Airport
  • 16:20 (MCI)Kansas City International Airport
    18:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2883)Boeing 737 800
    Southwest Airlines (WN 3151)Boeing 737 800
  • 3h 10m (45m)
  • MCI Kansas City 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 17:30 - 18:35
    STL - BNA
    19:45 - 21:30
    BNA - ORD
  • 17:30 (STL)St Louis Lambert Intl Airport
    19:45 (BNA)Nashville Airport
  • 18:35 (BNA)Nashville Airport
    21:30 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 5914)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3625)Boeing 737 Max 8 Passenger
  • 4h (1h 10m)
  • BNA Nashville 1h 10m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 17:30 - 18:35
    STL - BNA
    19:20 - 20:55
    BNA - MDW
  • 17:30 (STL)St Louis Lambert Intl Airport
    19:20 (BNA)Nashville Airport
  • 18:35 (BNA)Nashville Airport
    20:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 5914)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 6066)Boeing 737 700
  • 3h 25m (45m)
  • BNA Nashville 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
What’s the fastest flight time from Saint Louis to Chicago?

The fastest flight time for direct flights from Saint Louis to Chicago is 1 hour 5 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Saint Louis?

The flight distance between Saint Louis and Chicago is 422km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:10. The last flight of the day departs at 19:45. See the full list of flight times on Wego.

How many airlines offer direct flights from Saint Louis to Chicago?

There are 3 airlines that offer direct flights from Saint Louis to Chicago. Find out the list of airlines on Wego.