Expect security screening at STL to take 5-10 minutes during off-peak times. Check real-time wait times online before heading to the airport.

Most accurate provider | Justfly.com 3 stars |
|---|---|
Most trusted provider | Justfly.com 3 stars |
Round-trip from | $97 (American Airlines) |
One-way from | $49 (Southwest) |
Popular in | November |
Cheapest in | August |
Average price | $314 |
Good round-trip deal | $307 or less |
Good one-way deal | $158 or less |
Fly from
Fly to
Route
Depart
Return
Price
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
Wed 2/18
1:05 pm-8:05 pm
1 stop7h 00m
Chicago Midway
Tue 2/24
7:45 pm-9:00 pm
Nonstop1h 15m
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Wed 12/17
5:05 am-6:35 am
Nonstop1h 30m
Chicago O'Hare Intl
Sat 1/10
8:51 am-10:21 am
Nonstop1h 30m
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
Tue 2/24
6:00 am-12:01 pm
1 stop6h 01m
Chicago Midway
Wed 2/25
9:50 am-2:58 pm
1 stop5h 08m
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Wed 12/24
6:30 am-8:05 am
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
9:10 pm-10:43 pm
Nonstop1h 33m
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
Thu 12/4
7:00 am-8:10 am
Nonstop1h 10m
Chicago Midway
Mon 12/8
9:25 am-10:40 am
Nonstop1h 15m
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Thu 12/4
5:15 am-6:45 am
Nonstop1h 30m
Chicago O'Hare Intl
Sat 12/6
12:04 pm-1:29 pm
Nonstop1h 25m
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Mon 12/8
10:00 am-11:29 am
Nonstop1h 29m
Chicago O'Hare Intl
Mon 12/15
2:14 pm-3:40 pm
Nonstop1h 26m
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
Sat 12/13
6:25 am-7:35 am
Nonstop1h 10m
Chicago Midway
Sat 12/13
7:35 pm-8:50 pm
Nonstop1h 15m
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
Sat 1/17
5:00 pm-10:09 pm
1 stop5h 09m
Chicago Midway
Mon 1/19
7:16 pm-11:25 pm
1 stop4h 09m
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
Wed 1/21
6:35 am-1:18 pm
1 stop6h 43m
Chicago O'Hare Intl
Sat 1/31
7:05 am-11:56 am
1 stop4h 51m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from St. Louis to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, November is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $77). Flying from St. Louis to Chicago in August is currently the most expensive (average of $159). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s optimal to fly from St. Louis to Chicago in the morning. By choosing this option you can save up to 37% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their St. Louis to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from STL to CHI are scheduled on a Friday (75 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (33 on average).
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$282 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$115 | Average$311 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$117 | Average$325 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$140 | Average$221 | FlexibilityNo cancel fee | On-timeN/A |