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Cheap flights from St. Louis to Chicago from $39

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 6/26. 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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0 bags

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Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from St. Louis to Chicago.
Southwest Logo
7:10 pm - 8:20 pmSTL-MDW
1h 10mnonstop
Southwest Logo
8:45 pm - 10:00 pmMDW-STL
1h 15mnonstop
$77Southwest
Find Deal
Thu, May 15 - Mon, May 19
United Airlines Logo
5:00 am - 6:30 amSTL-ORD
1h 30mnonstop
United Airlines Logo
9:20 pm - 10:45 pmORD-STL
1h 25mnonstop
$77United Airlines
Find Deal
Tue, May 27 - Tue, May 27
American Airlines Logo
5:00 am - 6:19 amSTL-ORD
1h 19mnonstop
American Airlines Logo
11:47 am - 1:07 pmORD-STL
1h 20mnonstop
$91American Airlines
Find Deal
Thu, May 15 - Thu, May 29
American Airlines Logo
5:00 am - 6:19 amSTL-ORD
1h 19mnonstop
American Airlines Logo
10:30 pm - 11:51 pmORD-STL
1h 21mnonstop
$93American Airlines
Find Deal
Thu, May 15 - Mon, May 19
Southern / Mokulele Logo
12:15 pm - 7:40 amSTL-ORD
19h 25m1 stop
Southern / Mokulele Logo
8:25 am - 8:10 pmORD-STL
11h 45m1 stop
$122Southern / Mokulele
Find Deal
Thu, May 15 - Mon, May 19
Southern / Mokulele Logo
5:15 pm - 7:40 amSTL-ORD
14h 25m1 stop
Southern / Mokulele Logo
8:25 am - 8:10 pmORD-STL
11h 45m1 stop
$126Southern / Mokulele
Find Deal
Thu, May 15 - Mon, May 19
Frontier Logo
5:45 pm - 12:24 pmSTL-MDW
18h 39m1 stop
Frontier Logo
6:15 am - 9:05 pmMDW-STL
14h 50m1 stop
$160Frontier
Find Deal
Thu, May 15 - Mon, May 19
 Logo
5:15 pm - 7:40 amSTL-ORD
14h 25m1 stop
 Logo
5:01 am - 2:07 pmORD-STL
9h 06m1 stop
Thu, May 29 - Sat, Jun 14
Frontier Logo
5:45 pm - 12:24 pmSTL-MDW
18h 39m1 stop
Frontier Logo
10:55 am - 12:06 amMDW-STL
13h 11m1 stop
$181Frontier
Find Deal
Wed, May 7 - Sun, May 11
 Logo
5:47 pm - 7:09 amSTL-ORD
13h 22m1 stop
 Logo
7:05 am - 12:10 pmORD-STL
5h 05m1 stop
Wed, Jun 18 - Mon, Jun 23

American Airlines flights from St. Louis to Chicago

Our best American Airlines deals on St. Louis to Chicago flight tickets
American Airlines
May 15
STL5:00 amLambert-St Louis
1h 19m
ORD6:19 amChicago O'Hare Intl
May 29
ORD11:47 amChicago O'Hare Intl
1h 20m
STL1:07 pmLambert-St Louis
American Airlines
May 15
STL5:00 amLambert-St Louis
1h 19m
ORD6:19 amChicago O'Hare Intl
May 19
ORD10:30 pmChicago O'Hare Intl
1h 21m
STL11:51 pmLambert-St Louis
American Airlines
May 14
STL5:00 amLambert-St Louis
1h 19m
ORD6:19 amChicago O'Hare Intl
May 17
ORD8:25 pmChicago O'Hare Intl
1h 27m
STL9:52 pmLambert-St Louis

Southern / Mokulele flights from St. Louis to Chicago

Our best Southern / Mokulele deals on St. Louis to Chicago flight tickets
Southern / Mokulele
May 15
STL12:15 pmLambert-St Louis
19h 25m
1 stop
ORD7:40 amChicago O'Hare Intl
May 19
ORD8:25 amChicago O'Hare Intl
11h 45m
1 stop
STL8:10 pmLambert-St Louis
Southern / Mokulele
May 15
STL5:15 pmLambert-St Louis
14h 25m
1 stop
ORD7:40 amChicago O'Hare Intl
May 19
ORD8:25 amChicago O'Hare Intl
11h 45m
1 stop
STL8:10 pmLambert-St Louis
Southern / Mokulele
May 14
STL12:15 pmLambert-St Louis
19h 25m
1 stop
ORD7:40 amChicago O'Hare Intl
May 16
ORD8:25 amChicago O'Hare Intl
11h 45m
1 stop
STL8:10 pmLambert-St Louis

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 cheapest month to fly to Chicago?

The month of May is, on average, the cheapest month to fly to Chicago from St. Louis, with most prices found around $184. If you’re not able to fly to Chicago in May, then August is your next best option. Flight prices from St. Louis to Chicago during August average around $196.

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 Thursday when prices can be found for as low as $813. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from St. Louis to Chicago for around $1,041.

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 $670. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,303.

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 to Chicago?

You are more likely to see cheaper flights to Chicago from St. Louis when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $264 when searching 4 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 $194 on momondo.

What cabin class options are available on Lambert-St Louis to Chicago flights?

There are 4 cabin classes available to choose from on Lambert-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.

How have St. Louis to Chicago flight prices changed over time?

As of April 2025, prices for St. Louis to Chicago flights are approximately 47% cheaper when compared to flights at the same time last year.

When to book flights from St. Louis to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from St. Louis to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$39

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from St. Louis in the past 72 hours is $39. The best round-trip flight deal from St. Louis to Chicago found on momondo in the last 72 hours is $77.
The fastest flight from St. Louis to Chicago takes 1h 05m
Direct flights go from St. Louis to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from St. Louis to Chicago?

    The quickest way is to book a flight from St. Louis to Chicago, which can be as quick as 1h 05m onboard Southwest. You can also get a train from St. Louis to Chicago, or a bus from St. Louis to Chicago which can take you longer to arrive at your destination.

  • Is flying the cheapest way to get from St. Louis to Chicago?

    Taking a train to your destination is the cheapest option we’ve found in the past few days. The cheapest price we’ve found for this option is $54, making it less expensive than a flight from St. Louis to Chicago and cheaper than a bus 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?

  • 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?

  • What is the most popular airline from St. Louis to Chicago?


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
American AirlinesPriceFrom $115Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Southern / MokulelePriceFrom $118Free CancellationRating
6.5
27 reviews
Search Southern / Mokulele flights
United AirlinesPriceFrom $122Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
SouthwestPriceFrom $168Free CancellationRating
8.0
4,287 reviews
Search Southwest flights
  • Southwest Flights From St. Louis to Chicago

    Southwest flight deals from St. Louis to Chicago start from $168 round-trip. Over the 30 Southwest flights for this route in a normal week, average airfare is usually $281 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 8,685 reviews) operates around 45 flights from St. Louis to Chicago in any given week. The average United Airlines airfare for this route is around $293, with deals from around $122 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 locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why 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.


Choose the best way to get from St. Louis to Chicago

Buses

12h 40m
$125 one-way$70 round-trip
Nonstop · from $701 stop · from $92

Distance to downtown

F990.8 mi

Find Buses

St. Louis to Chicago Buses

Trains

4h 55m
$27 one-way$54 round-trip
Nonstop · from $54

Distance to downtown

ZUN0.7 mi

Flights

1h 05m
$39 one-way$77 round-trip
Nonstop · from $771 stop · from $54

Distance to downtown

ORD15.9 mi
MDW8.6 mi

An easier way to manage your Chicago trip

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1 adult
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Mon 4/28
Mon 5/5

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago