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Cheap flights from La Crosse to Chicago from $340

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from La Crosse to Chicago departing on 4/13. 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

Enter your travel dates to find the best prices.
American Airlines Logo
6:29 pm - 7:51 pm
LSE
-
ORD
1h 22mnonstop
American Airlines Logo
10:19 pm - 11:36 pm
ORD
-
LSE
1h 17mnonstop
$371American Airlines
Fri, Feb 13 - Sun, Feb 15
American Airlines Logo
6:29 pm - 7:51 pm
LSE
-
ORD
1h 22mnonstop
American Airlines Logo
10:19 pm - 11:36 pm
ORD
-
LSE
1h 17mnonstop
$396American Airlines
Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
6:00 am - 7:30 am
LSE
-
ORD
1h 30mnonstop
American Airlines Logo
9:00 pm - 10:16 pm
ORD
-
LSE
1h 16mnonstop
$403American Airlines
Wed, Jan 28 - Sun, Feb 1
American Airlines Logo
6:00 am - 7:30 am
LSE
-
ORD
1h 30mnonstop
American Airlines Logo
9:45 am - 11:07 am
ORD
-
LSE
1h 22mnonstop
$421American Airlines
Thu, Jan 29 - Mon, Feb 2
Multiple Airlines Logo
11:43 am - 4:53 pm
LSE
-
ORD
29h 10m
1 stop
Multiple Airlines Logo
6:03 pm - 10:53 am
ORD
-
LSE
16h 50m
2 stops
$431Multiple Airlines
Fri, Feb 13 - Sun, Feb 15

American Airlines flights from La Crosse to Chicago

Our best American Airlines deals on La Crosse to Chicago flight tickets
American Airlines
Feb 13
LSE6:29 pmLa Crosse
1h 22m
ORD7:51 pmChicago O'Hare Intl
Feb 15
ORD10:19 pmChicago O'Hare Intl
1h 17m
LSE11:36 pmLa Crosse
$371
American Airlines
Feb 12
LSE6:29 pmLa Crosse
1h 22m
ORD7:51 pmChicago O'Hare Intl
Feb 15
ORD10:19 pmChicago O'Hare Intl
1h 17m
LSE11:36 pmLa Crosse
$396
American Airlines
Jan 28
LSE6:00 amLa Crosse
1h 30m
ORD7:30 amChicago O'Hare Intl
Feb 1
ORD9:00 pmChicago O'Hare Intl
1h 16m
LSE10:16 pmLa Crosse
$403

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 January 15, 2026.
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

Fri 2/13

6:29 pm-7:51 pm

Nonstop1h 22m

Chicago O'Hare Intl

Sun 2/15

10:19 pm-11:36 pm

Nonstop1h 17m

$371

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Thu 2/12

6:29 pm-7:51 pm

Nonstop1h 22m

Chicago O'Hare Intl

Sun 2/15

10:19 pm-11:36 pm

Nonstop1h 17m

$396

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Wed 1/28

6:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sun 2/1

9:00 pm-10:16 pm

Nonstop1h 16m

$403

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Thu 1/29

6:00 am-7:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Mon 2/2

9:45 am-11:07 am

Nonstop1h 22m

$421

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Fri 2/13

11:43 am-4:53 pm

1 stop29h 10m

Chicago O'Hare Intl

Sun 2/15

6:03 pm-10:53 am

2 stops16h 50m

$431

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Mon 4/13

12:43 pm-7:59 am

3 stops43h 16m

$340

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Mon 4/13

12:43 pm-7:59 am

3 stops43h 16m

$350

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Wed 2/11

11:37 am-1:03 pm

Nonstop1h 26m

$354

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Wed 2/11

6:00 am-7:30 am

Nonstop1h 30m

$355

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Fri 4/10

12:43 pm-11:03 pm

3 stops58h 20m

$358

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 $506. 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 $1,093.

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 $608. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $781.

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

$398

Fastest flight time

1h 21m

Direct flights

Mon, Thu, Fri and Sat

Airports in Chicago

3 airports
The best one-way flight to Chicago from La Crosse in the past 72 hours is $398. The best round-trip flight deal from La Crosse to Chicago found on momondo in the last 72 hours is $481.
The fastest flight from La Crosse to Chicago takes 1h 21m
Direct flights go from La Crosse to Chicago on Monday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From La Crosse there are direct flights to 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 21m, 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 $357Free CancellationRating
7.2
11,129 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 14 flights/week on average for this route. A good American Airlines flight deal for La Crosse to Chicago starts from $357 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
Munster
Crown Point
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