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Cheap flights from La Crosse to Chicago from $327

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from La Crosse to Chicago departing on 1/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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American Airlines Logo
6:00 am - 7:30 amLSE-ORD
1h 30mnonstop
American Airlines Logo
9:45 am - 11:03 amORD-LSE
1h 18mnonstop
$327American Airlines
Find Deal
Tue, Jan 27 - Sat, Feb 14
American Airlines Logo
8:06 pm - 9:30 pmLSE-ORD
1h 24mnonstop
American Airlines Logo
2:59 pm - 4:16 pmORD-LSE
1h 17mnonstop
$347American Airlines
Find Deal
Sat, Jan 3 - Fri, Jan 23
American Airlines Logo
6:00 am - 7:28 amLSE-ORD
1h 28mnonstop
American Airlines Logo
4:40 pm - 5:58 pmORD-LSE
1h 18mnonstop
$357American Airlines
Find Deal
Sat, Mar 21 - Tue, Mar 31
American Airlines Logo
8:06 pm - 9:30 pmLSE-ORD
1h 24mnonstop
American Airlines Logo
2:59 pm - 4:16 pmORD-LSE
1h 17mnonstop
$367American Airlines
Find Deal
Sun, Jan 4 - Thu, Jan 22
American Airlines Logo
6:32 pm - 8:01 pmLSE-ORD
1h 29mnonstop
American Airlines Logo
8:15 am - 9:33 amORD-LSE
1h 18mnonstop
$387American Airlines
Find Deal
Wed, Feb 18 - Sat, Feb 21
American Airlines Logo
6:00 am - 7:30 amLSE-ORD
1h 30mnonstop
American Airlines Logo
6:11 pm - 7:36 pmORD-LSE
1h 25mnonstop
$435American Airlines
Find Deal
Tue, Dec 16 - Sat, Dec 20
American Airlines Logo
9:46 am - 11:13 amLSE-ORD
1h 27mnonstop
American Airlines Logo
6:11 pm - 7:36 pmORD-LSE
1h 25mnonstop
$475American Airlines
Find Deal
Mon, Dec 15 - Mon, Dec 22
American Airlines Logo
9:46 am - 11:13 amLSE-ORD
1h 27mnonstop
American Airlines Logo
10:25 pm - 11:43 pmORD-LSE
1h 18mnonstop
$549American Airlines
Find Deal
Mon, Dec 15 - Fri, Dec 19
American Airlines Logo
11:33 am - 12:55 pmLSE-ORD
1h 22mnonstop
American Airlines Logo
9:05 pm - 10:17 pmORD-LSE
1h 12mnonstop
$719American Airlines
Find Deal
Sat, Feb 14 - Sat, Feb 14
American Airlines Logo
9:46 am - 11:13 amLSE-ORD
1h 27mnonstop
American Airlines Logo
10:25 pm - 11:43 pmORD-LSE
1h 18mnonstop
$807American Airlines
Find Deal
Mon, Dec 15 - Fri, Dec 19

American Airlines flights from La Crosse to Chicago

Our best American Airlines deals on La Crosse to Chicago flight tickets
American Airlines
Jan 27
LSE6:00 amLa Crosse
1h 30m
ORD7:30 amChicago O'Hare Intl
Feb 14
ORD9:45 amChicago O'Hare Intl
1h 18m
LSE11:03 amLa Crosse
$327
Find similar
American Airlines
Jan 3
LSE8:06 pmLa Crosse
1h 24m
ORD9:30 pmChicago O'Hare Intl
Jan 23
ORD2:59 pmChicago O'Hare Intl
1h 17m
LSE4:16 pmLa Crosse
$347
Find similar
American Airlines
Mar 21
LSE6:00 amLa Crosse
1h 28m
ORD7:28 amChicago O'Hare Intl
Mar 31
ORD4:40 pmChicago O'Hare Intl
1h 18m
LSE5:58 pmLa Crosse
$357
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from La Crosse to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 2, 2025.
Use the filters below to find and compare flights from La Crosse to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Tue 1/27

6:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sat 2/14

9:45 am-11:03 am

Nonstop1h 18m

$327

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sat 1/3

8:06 pm-9:30 pm

Nonstop1h 24m

Chicago O'Hare Intl

Fri 1/23

2:59 pm-4:16 pm

Nonstop1h 17m

$347

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sat 3/21

6:00 am-7:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Tue 3/31

4:40 pm-5:58 pm

Nonstop1h 18m

$357

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sun 1/4

8:06 pm-9:30 pm

Nonstop1h 24m

Chicago O'Hare Intl

Thu 1/22

2:59 pm-4:16 pm

Nonstop1h 17m

$367

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Wed 2/18

6:32 pm-8:01 pm

Nonstop1h 29m

Chicago O'Hare Intl

Sat 2/21

8:15 am-9:33 am

Nonstop1h 18m

$387

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Tue 12/16

6:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sat 12/20

6:11 pm-7:36 pm

Nonstop1h 25m

$435

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Mon 12/15

9:46 am-11:13 am

Nonstop1h 27m

Chicago O'Hare Intl

Mon 12/22

6:11 pm-7:36 pm

Nonstop1h 25m

$475

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Mon 12/15

9:46 am-11:13 am

Nonstop1h 27m

Chicago O'Hare Intl

Fri 12/19

10:25 pm-11:43 pm

Nonstop1h 18m

$549

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sat 2/14

11:33 am-12:55 pm

Nonstop1h 22m

Chicago O'Hare Intl

Sat 2/14

9:05 pm-10:17 pm

Nonstop1h 12m

$719

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Mon 12/15

9:46 am-11:13 am

Nonstop1h 27m

Chicago O'Hare Intl

Fri 12/19

10:25 pm-11:43 pm

Nonstop1h 18m

$807

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from La Crosse 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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $507. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from La Crosse to Chicago for around $1,080.

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 La Crosse to Chicago during this time can be as low as $613. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $707.

What is the cheapest La Crosse to Chicago flight route?

Fly from La Crosse to Chicago O'Hare Intl for the best La Crosse - Chicago flight prices

What cabin class options are available on La Crosse to Chicago flights?

There are 4 cabin classes available to choose from on La Crosse to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from La Crosse to Chicago

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

Cheap La Crosse to Chicago (LSE to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from La Crosse to Chicago

Best Price Found

$410

Fastest flight time

1h 17m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from La Crosse in the past 72 hours is $410. The best round-trip flight deal from La Crosse to Chicago found on momondo in the last 72 hours is $523.
The fastest flight from La Crosse to Chicago takes 1h 17m
Direct flights go from La Crosse to Chicago on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is La Crosse to Chicago by plane?

    A flight from La Crosse to Chicago will travel around 226.1 mi. Flights usually cover this in 1h 22m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from La Crosse Airport to Chicago?

    Prices for flights from La Crosse Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from La Crosse Airport to Chicago?

  • How old do you have to be to fly from La Crosse 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 La Crosse Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from La Crosse to Chicago?

Best airlines flying from La Crosse to Chicago

Compare and see reviews for airlines that fly from La Crosse to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $347Free CancellationRating
7.2
11,041 reviews
Search American Airlines flights

  • American Airlines Flights From La Crosse to Chicago

    American Airlines is one of the most popular airlines flying from La Crosse to Chicago, operating 6 flights/week on average for this route. A good American Airlines flight deal for La Crosse to Chicago starts from $347 round-trip, up to an average price of $435. Our users have rated American Airlines at 7.2/10.

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
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from La Crosse to Chicago?

Finding the right flight to Chicago from La Crosse is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from La Crosse to Chicago with flexible booking policies on momondo?

All flight searches from La Crosse to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from La Crosse to Chicago?

Once all potential La Crosse to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from La Crosse to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for La Crosse to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport