Cheap flights from St. Louis to Chicago from $59
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from St. Louis to Chicago departing on 12/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Fly from
Fly to
Route
Depart
Return
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Sat 11/21
8:12 pm-9:48 pm
Nonstop1h 36m
Chicago O'Hare Intl
Sun 11/22
6:40 pm-8:04 pm
Nonstop1h 24m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
5:30 am-6:40 am
Nonstop1h 10m
Chicago Midway
Sun 11/22
8:45 am-10:05 am
Nonstop1h 20m
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
5:30 am-6:40 am
Nonstop1h 10m
Chicago Midway
Sun 11/22
6:30 pm-7:50 pm
Nonstop1h 20m
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Sat 11/21
8:12 pm-9:48 pm
Nonstop1h 36m
Chicago O'Hare Intl
Sun 11/22
6:40 pm-8:04 pm
Nonstop1h 24m
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Fri 11/6
6:34 pm-12:51 pm
1 stop18h 17m
Chicago O'Hare Intl
Tue 11/17
7:35 pm-5:42 pm
1 stop22h 07m
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Sat 11/21
6:05 pm-12:43 am
1 stop6h 38m
Chicago O'Hare Intl
Sun 11/22
5:15 am-4:20 pm
1 stop11h 05m
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Sat 11/21
6:05 pm-12:43 am
1 stop6h 38m
Chicago O'Hare Intl
Sun 11/22
5:15 am-4:20 pm
1 stop11h 05m
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Wed 11/11
1:08 pm-2:35 pm
Nonstop1h 27m
Chicago O'Hare Intl
Thu 11/12
10:00 pm-11:24 pm
Nonstop1h 24m
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Mon 11/2
1:08 pm-2:35 pm
Nonstop1h 27m
Chicago O'Hare Intl
Mon 11/9
8:10 pm-9:40 pm
Nonstop1h 30m
St. LouisChicago
STL Lambert-St Louis - ORD Chicago O'Hare Intl
STLORD
Lambert-St Louis
Wed 10/28
6:00 am-7:36 am
Nonstop1h 36m
Chicago O'Hare Intl
Wed 10/28
12:55 pm-2:29 pm
Nonstop1h 34m
See travel insights to Chicago from
How to get the cheapest flight ticket from St. Louis to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between St. Louis and Chicago?
Prices are currently low for flights on this route.
Typical prices usually range from $259 to $445.The lowest price recently found on this route was $171.
What is the cheapest month to fly to Chicago?
The month of November is, on average, the cheapest month to fly to Chicago from St. Louis, with most prices found around $299. If you’re not able to fly to Chicago in November, then October is your next best option. Flight prices from St. Louis to Chicago during October average around $321.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $635. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from St. Louis to Chicago for around $861.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from St. Louis to Chicago during this time can be as low as $579. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,143.
What is the cheapest Lambert-St Louis to Chicago flight route?
Fly from Lambert-St Louis to Chicago Midway for the best Lambert-St Louis - Chicago flight prices
How far in advance should I book a flight from St. Louis to Chicago?
You are more likely to see cheaper flights to Chicago from St. Louis when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from St. Louis for as low as $117 on momondo.
What cabin class options are available on St. Louis to Chicago flights?
There are 4 cabin classes available to choose from on St. Louis to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on St. Louis to Chicago flights?
No. A direct flight is the cheapest option for a flight between St. Louis to Chicago.
How have St. Louis to Chicago flight prices changed over time?
As of October 2026, prices for St. Louis to Chicago flights are approximately 22% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Lambert-St Louis to Chicago?
Southwest, Delta, and United Airlines are the most popular carriers operating from Lambert-St Louis to Chicago
What airlines fly to Chicago?
United Airlines, Southwest and American Airlines are the top three most popular airlines that fly to Chicago from St. Louis according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from St. Louis to Chicago on average per day?
As of October 2026, there are 51 flights per day flying from St. Louis to Chicago. The most common time of day flights depart is 1:00PM, with 47% of flights taking off at noon.
How many flights depart from St. Louis to Chicago on average per week?
360 flights are operational weekly from St. Louis to Chicago as of October 2026. The most popular departure day for this route is Wed, with 19% of flights per week taking off on this day.
When to book flights from St. Louis to Chicago
Cheap St. Louis to Chicago (STL to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from St. Louis to Chicago
Frequently asked questions about flying from St. Louis to Chicago
How far is Lambert-St Louis to Chicago by plane?
Lambert-St Louis and Chicago are 262.0 mi apart from one another. Flights usually cover this in 1h 05m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Lambert-St Louis Airport to Chicago?
Prices for flights from Lambert-St Louis Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Lambert-St Louis Airport to Chicago?
As of October 2026, there are 3 operators available to choose from for flights from Lambert-St Louis Airport to Chicago.
How old do you have to be to fly from Lambert-St Louis Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Lambert-St Louis Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from St. Louis to Chicago?
Based on momondo bookings for flights between St. Louis and Chicago, the leading plane model is Airbus A319, making up 15.75% of the total bookings. Other popular models include Boeing 737 MAX 8 with 13.04%, Canadair (Bombardier) Regional Jet CRJ-550 with 10.62%, and Boeing 737-800 with 8.24%.
What is the most popular airline from St. Louis to Chicago?
momondo data reveals that the most frequently booked airline on the route from St. Louis to Chicago is Southwest, representing 54% of all bookings. The subsequent popular airlines are United Airlines at 30% and American Airlines at 16%.
Best airlines flying from St. Louis to Chicago
Compare and see reviews for airlines that fly from St. Louis to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $117 | Free Cancellation | Rating 7.0 12,145 reviews | |||
| PriceFrom $183 | Free Cancellation | Rating 7.4 10,319 reviews | |||
| PriceFrom $187 | Free Cancellation | Rating 7.9 4,221 reviews |
Southwest Flights From St. Louis to Chicago
Southwest flight deals from St. Louis to Chicago start from $187 round-trip. Over the 27 Southwest flights for this route in a normal week, average airfare is usually $454 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From St. Louis to Chicago
United Airlines (7.4/10 from 10,324 reviews) operates around 49 flights from St. Louis to Chicago in any given week. The average United Airlines airfare for this route is around $437, with deals from around $183 rare but found on momondo. Referenced prices are for round-trip St. Louis to Chicago flight searches in the last 72 hours.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from St. Louis to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from St. Louis.
Can I find flights from St. Louis to Chicago with flexible booking policies on momondo?
All flight searches from St. Louis to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from St. Louis to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from St. Louis.
I’m not ready to book a flight from St. Louis to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from St. Louis to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.