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Cheap flights from St. Louis to Chicago from $49

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 3/29. 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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Find the cheapest flights from St. Louis to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from St. Louis to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from St. Louis to Chicago.

Cheap last minute flights

Planning a quick getaway from St. Louis to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from St. Louis to Chicago

Find recent round-trip train or bus tickets from St. Louis to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
12:15 pm - 7:40 amSTL-ORD
19h 25m1 stop
8:20 pm - 11:45 amORD-STL
15h 25m1 stop
$92Southern / Mokulele
Find Deal
Thu, Jan 9 - Mon, Jan 13
12:15 pm - 7:40 amSTL-ORD
19h 25m1 stop
8:25 am - 7:55 pmORD-STL
11h 30m1 stop
$102Southern / Mokulele
Find Deal
Thu, Jan 9 - Mon, Jan 13
8:34 pm - 11:48 amSTL-MDW
15h 14m1 stop
11:33 am - 11:27 pmMDW-STL
11h 54m1 stop
$108Frontier
Find Deal
Thu, Jan 9 - Mon, Jan 13
8:34 pm - 11:48 amSTL-MDW
15h 14m1 stop
11:33 am - 11:27 pmMDW-STL
11h 54m1 stop
$109Frontier
Find Deal
Thu, Jan 9 - Mon, Jan 13
2:55 pm - 4:25 pmSTL-ORD
1h 30mnonstop
10:50 am - 12:16 pmORD-STL
1h 26mnonstop
$137United Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
2:50 pm - 4:00 pmSTL-MDW
1h 10mnonstop
11:05 am - 12:15 pmMDW-STL
1h 10mnonstop
$138Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
12:00 pm - 1:27 pmSTL-ORD
1h 27mnonstop
8:45 pm - 10:09 pmORD-STL
1h 24mnonstop
$152American Airlines
Find Deal
Tue, Feb 4 - Thu, Feb 6
1:05 pm - 7:15 pmSTL-MDW
6h 10m1 stop
11:05 am - 12:15 pmMDW-STL
1h 10mnonstop
$162Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
9:44 am - 11:20 amSTL-ORD
1h 36mnonstop
12:45 pm - 2:14 pmORD-STL
1h 29mnonstop
$167United Airlines
Find Deal
Thu, Jan 16 - Thu, Jan 23
12:00 pm - 1:27 pmSTL-ORD
1h 27mnonstop
8:45 pm - 10:09 pmORD-STL
1h 24mnonstop
$169American Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
12:15 pm - 3:50 pmSTL-ORD
3h 35m1 stop
$49Southern / Mokulele
Find Deal
Sat, Mar 29
12:15 pm - 3:50 pmSTL-ORD
3h 35m1 stop
$50Southern / Mokulele
Find Deal
Sat, Mar 22
8:52 pm - 5:31 amSTL-MDW
8h 39m1 stop
$54Frontier
Find Deal
Sat, Mar 1
8:52 pm - 5:05 amSTL-ORD
8h 13m1 stop
$54Frontier
Find Deal
Sat, Feb 15
11:30 am - 1:04 pmSTL-ORD
1h 34mnonstop
$69United Airlines
Find Deal
Tue, Jan 21
6:10 pm - 7:20 pmSTL-MDW
1h 10mnonstop
$69Southwest
Find Deal
Tue, Jan 21
2:50 pm - 4:00 pmSTL-MDW
1h 10mnonstop
$78Southwest
Find Deal
Tue, Jan 28
8:00 am - 9:36 amSTL-ORD
1h 36mnonstop
$84United Airlines
Find Deal
Sat, Feb 1
6:36 pm - 7:54 pmSTL-ORD
1h 18mnonstop
$123American Airlines
Find Deal
Fri, Feb 21
5:45 am - 7:14 amSTL-ORD
1h 29mnonstop
$125American Airlines
Find Deal
Wed, Jan 1
9:20 am - 4:40 pmSTL-ORD
7h 20m1 stop
9:25 pm - 11:30 amORD-STL
14h 05m1 stop
$185Southern / Mokulele
Find Deal
Mon, Dec 23 - Sat, Jan 18
1:00 pm - 7:25 amSTL-ORD
18h 25m1 stop
9:25 pm - 11:30 amORD-STL
14h 05m1 stop
$218Southern / Mokulele
Find Deal
Sat, Dec 21 - Sun, Jan 5
1:00 pm - 4:32 pmSTL-ORD
3h 32m1 stop
5:06 pm - 2:43 pmORD-STL
21h 37m2 stops
Mon, Dec 23 - Sat, Jan 18
1:00 pm - 4:40 pmSTL-ORD
3h 40m1 stop
5:50 am - 2:43 pmORD-STL
32h 53m3 stops
Mon, Dec 23 - Sat, Jan 18
11:42 am - 1:10 pmSTL-ORD
1h 28mnonstop
12:40 pm - 2:07 pmORD-STL
1h 27mnonstop
$445American Airlines
Find Deal
Mon, Dec 23 - Sat, Jan 18
5:03 am - 12:12 pmSTL-ORD
7h 09m1 stop
12:40 pm - 2:07 pmORD-STL
1h 27mnonstop
$455American Airlines
Find Deal
Mon, Dec 23 - Sat, Jan 18
10:45 pm - 11:55 pmSTL-MDW
1h 10mnonstop
7:25 pm - 8:40 pmMDW-STL
1h 15mnonstop
$456Southwest
Find Deal
Sat, Dec 21 - Tue, Dec 24
1:20 pm - 2:25 pmSTL-MDW
1h 05mnonstop
11:55 am - 5:15 pmMDW-STL
5h 20m1 stop
$465Southwest
Find Deal
Sat, Dec 21 - Tue, Dec 24
5:30 pm - 6:55 pmSTL-ORD
1h 25mnonstop
11:00 am - 12:26 pmORD-STL
1h 26mnonstop
$607United Airlines
Find Deal
Mon, Dec 23 - Thu, Dec 26
5:30 pm - 6:55 pmSTL-ORD
1h 25mnonstop
12:55 pm - 2:24 pmORD-STL
1h 29mnonstop
$663United Airlines
Find Deal
Sat, Dec 21 - Mon, Dec 23
2:55 pm - 4:25 pmSTL-ORD
1h 30mnonstop
10:50 am - 12:16 pmORD-STL
1h 26mnonstop
$137United Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
2:50 pm - 4:00 pmSTL-MDW
1h 10mnonstop
11:05 am - 12:15 pmMDW-STL
1h 10mnonstop
$138Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
12:00 pm - 1:27 pmSTL-ORD
1h 27mnonstop
8:45 pm - 10:09 pmORD-STL
1h 24mnonstop
$152American Airlines
Find Deal
Tue, Feb 4 - Thu, Feb 6
5:00 pm - 6:10 pmSTL-MDW
1h 10mnonstop
8:25 pm - 9:40 pmMDW-STL
1h 15mnonstop
$163Southwest
Find Deal
Thu, Feb 20 - Thu, Feb 20
9:44 am - 11:20 amSTL-ORD
1h 36mnonstop
12:45 pm - 2:14 pmORD-STL
1h 29mnonstop
$167United Airlines
Find Deal
Thu, Jan 16 - Thu, Jan 23
10:20 am - 11:30 amSTL-MDW
1h 10mnonstop
9:05 am - 10:20 amMDW-STL
1h 15mnonstop
$168Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
12:00 pm - 1:27 pmSTL-ORD
1h 27mnonstop
8:45 pm - 10:09 pmORD-STL
1h 24mnonstop
$169American Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
6:30 am - 8:05 amSTL-ORD
1h 35mnonstop
2:10 pm - 3:38 pmORD-STL
1h 28mnonstop
$191United Airlines
Find Deal
Wed, Jan 29 - Wed, Jan 29
12:00 pm - 1:22 pmSTL-ORD
1h 22mnonstop
2:50 pm - 4:06 pmORD-STL
1h 16mnonstop
$232American Airlines
Find Deal
Sat, Feb 15 - Mon, Feb 17
5:45 am - 7:14 amSTL-ORD
1h 29mnonstop
12:40 pm - 2:07 pmORD-STL
1h 27mnonstop
$243American Airlines
Find Deal
Sat, Jan 11 - Sun, Jan 12

Southern / Mokulele flights from St. Louis to Chicago

Our best Southern / Mokulele deals on St. Louis to Chicago flight tickets
Southern / Mokulele
Jan 9
STL12:15 pmLambert-St Louis
19h 25m
1 stop
ORD7:40 amChicago O'Hare Intl
Jan 13
ORD8:20 pmChicago O'Hare Intl
15h 25m
1 stop
STL11:45 amLambert-St Louis
Southern / Mokulele
Jan 9
STL12:15 pmLambert-St Louis
19h 25m
1 stop
ORD7:40 amChicago O'Hare Intl
Jan 13
ORD8:25 amChicago O'Hare Intl
11h 30m
1 stop
STL7:55 pmLambert-St Louis
Southern / Mokulele
Jan 9
STL12:15 pmLambert-St Louis
3h 35m
1 stop
ORD3:50 pmChicago O'Hare Intl
Jan 13
ORD8:25 amChicago O'Hare Intl
11h 30m
1 stop
STL7:55 pmLambert-St Louis

American Airlines flights from St. Louis to Chicago

Our best American Airlines deals on St. Louis to Chicago flight tickets
American Airlines
Feb 4
STL12:00 pmLambert-St Louis
1h 27m
ORD1:27 pmChicago O'Hare Intl
Feb 6
ORD8:45 pmChicago O'Hare Intl
1h 24m
STL10:09 pmLambert-St Louis
American Airlines
Jan 9
STL12:00 pmLambert-St Louis
1h 27m
ORD1:27 pmChicago O'Hare Intl
Jan 13
ORD8:45 pmChicago O'Hare Intl
1h 24m
STL10:09 pmLambert-St Louis
American Airlines
Jan 14
STL6:29 pmLambert-St Louis
5h 40m
1 stop
ORD12:09 amChicago O'Hare Intl
Jan 21
ORD8:45 pmChicago O'Hare Intl
1h 24m
STL10:09 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 $189. 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 Tuesday when prices can be found for as low as $207. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from St. Louis to Chicago for around $287.

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 $237. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $273.

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?

The best time to book a flight to Chicago from St. Louis is 58 days out, which is when prices tend to be around $267. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $98.

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.

Can stopping save me money on St. Louis to Chicago flights?

You could potentially save up to 23% on your flight if you consider stops on a St. Louis to Chicago flight.

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

As of December 2024, prices for St. Louis to Chicago flights are approximately 3% more expensive 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

$49

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 $49. The best round-trip flight deal from St. Louis to Chicago found on momondo in the last 72 hours is $92.
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
6.7
29 reviews
Search Southern / Mokulele flights
United AirlinesPriceFrom $119Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
SouthwestPriceFrom $168Free CancellationRating
8.1
4,848 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 15 Southwest flights for this route in a normal week, average airfare is usually $280 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 9,059 reviews) operates around 15 flights from St. Louis to Chicago in any given week. The average United Airlines airfare for this route is around $303, with deals from around $119 rare but found on momondo. Referenced prices are for round-trip St. Louis to Chicago flight searches in the last 72 hours.


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

36h 40m
$130 one-way$72 round-trip
Nonstop · from $72

Distance to downtown

G1N10.6 mi
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 10m
$49 one-way$92 round-trip

No transfers

Distance to downtown

ORD15.9 mi

An easier way to manage your Chicago trip

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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