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La Crosse

$180+ Cheap flights from Chicago (CHI) to La Crosse (LSE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LSE
Sep 1 — Sep 81
Tue 9/1
Tue 9/8
1 adult, Economy
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheap flight deals from Chicago to La Crosse

Cheapest flights from Chicago to La Crosse
Explore the most affordable flight options available from Chicago to La Crosse. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.

This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:10 am
ORD
-
LSE
Nonstop1h 21m
American Airlines
Sun 8/235:26 pm
LSE
-
ORD
Nonstop1h 33m
American Airlines
Deal found 7/29$238
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1311:00 pm
ORD
-
LSE
Nonstop1h 20m
American Airlines
Sun 9/205:22 pm
LSE
-
ORD
Nonstop1h 40m
American Airlines
Deal found 7/30$239
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:00 pm
ORD
-
LSE
Nonstop1h 22m
American Airlines
Mon 8/175:20 pm
LSE
-
ORD
Nonstop1h 33m
American Airlines
Deal found 7/29$269
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:00 pm
ORD
-
LSE
Nonstop1h 22m
American Airlines
Sat 8/1512:24 pm
LSE
-
ORD
Nonstop1h 20m
American Airlines
Deal found 7/30$284
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:41 pm
ORD
-
LSE
2 stops21h 45m
Multiple Airlines
Sun 8/2310:51 am
LSE
-
ORD
1 stop12h 17m
Multiple Airlines
Deal found 7/29$302
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:00 pm
ORD
-
LSE
Nonstop1h 22m
American Airlines
Sat 8/83:14 pm
LSE
-
ORD
Nonstop1h 28m
American Airlines
Deal found 7/29$367
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:04 am
ORD
-
LSE
Nonstop1h 19m
American Airlines
Tue 8/2512:01 pm
LSE
-
ORD
Nonstop1h 24m
American Airlines
Deal found 8/1$467
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1611:00 pm
ORD
-
LSE
Nonstop1h 22m
American Airlines
Thu 8/2012:01 pm
LSE
-
ORD
Nonstop1h 24m
American Airlines
Deal found 8/1$617
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:00 pm
ORD
-
LSE
Nonstop1h 22m
American Airlines
Wed 8/1212:01 pm
LSE
-
ORD
Nonstop1h 24m
American Airlines
Deal found 7/29$697
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:05 am
ORD
-
LSE
Nonstop1h 26m
American Airlines
Wed 7/295:53 pm
LSE
-
ORD
Nonstop1h 36m
American Airlines
Deal found 7/28$779
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:38 pm
ORD
-
LSE
Nonstop1h 21m
American Airlines
Thu 7/305:53 pm
LSE
-
ORD
Nonstop1h 36m
American Airlines
Deal found 7/28$804

Find flight deals from Chicago to La Crosse

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to La Crosse (LSE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$238
(American Airlines)

One-way from

$180
(Kiwi.com)

Good one-way deal

$384 or less
Provider with most accurate pricing for Chicago (CHI)-La Crosse flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-La Crosse flights.
Search Deals
From Chicago (CHI) to La Crosse
Search Deals
One-way flight from Chicago (CHI) to La Crosse
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to La Crosse.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to La Crosse 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, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2026.
Use the filters below to find and compare flights from Chicago to La Crosse that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Tue 8/25

10:10 am-11:31 am

Nonstop1h 21m

La Crosse

Tue 9/1

5:20 pm-6:53 pm

Nonstop1h 33m

$239

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Sun 9/13

11:00 pm-12:20 am

Nonstop1h 20m

La Crosse

Sun 9/20

5:22 pm-7:02 pm

Nonstop1h 40m

$239

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Fri 8/14

3:28 pm-4:50 pm

Nonstop1h 22m

La Crosse

Tue 8/18

12:01 pm-1:25 pm

Nonstop1h 24m

$269

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Thu 8/13

11:00 pm-12:22 am

Nonstop1h 22m

La Crosse

Mon 8/17

5:20 pm-6:53 pm

Nonstop1h 33m

$269

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Sat 8/15

10:35 am-11:54 am

Nonstop1h 19m

La Crosse

Wed 8/19

5:20 pm-6:53 pm

Nonstop1h 33m

$269

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Thu 8/20

2:41 pm-12:26 pm

2 stops21h 45m

La Crosse

Sun 8/23

10:51 am-11:08 pm

1 stop12h 17m

$302
Quickest round-trip

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Sun 8/23

10:04 am-11:23 am

Nonstop1h 19m

La Crosse

Tue 8/25

12:01 pm-1:25 pm

Nonstop1h 24m

$467

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Sun 8/16

11:00 pm-12:22 am

Nonstop1h 22m

La Crosse

Thu 8/20

12:01 pm-1:25 pm

Nonstop1h 24m

$617
Cheapest one-way

ChicagoLa Crosse

MDW - LSE

MDWLSE

Chicago Midway

Sat 10/10

12:03 pm-10:51 am

3 stops22h 48m

$193

ChicagoLa Crosse

ORD - LSE

ORDLSE

Chicago O'Hare Intl

Mon 9/28

3:26 pm-4:52 pm

Nonstop1h 26m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Compare providers for flights from Chicago to La Crosse

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to La Crosse in August.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-La Crosse flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-La Crosse flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-La Crosse flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-La Crosse flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-La Crosse flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to La Crosse

Have a flexible travel schedule? Discover the best time to fly to La Crosse from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to La Crosse

What is the cheapest time of day to fly from CHI to LSE?

Find hourly flight availability from Chicago to La Crosse. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2026.

When flying from Chicago to La Crosse, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 7% versus a flight at noon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to La Crosse. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to La Crosse from Chicago?

    Most people fly into La Crosse (LSE) if they book a flight to La Crosse from Chicago. On average, La Crosse has 2 inbound flights from Chicago per day from 0 airlines. La Crosse is conveniently located just 5.4 mi from La Crosse’s city center.

  • How long is the flight from Chicago to La Crosse?

    There are many flights that can get you from Chicago to La Crosse in 1h 21m. Fly via American Airlines to get the fastest option. The distance from Chicago to La Crosse is about 214 mi. Most flights are nonstop.

  • What are the most reliable airlines from Chicago to La Crosse?

    No one likes to see their flight delayed. When booking a flight from Chicago to La Crosse consider choosing American Airlines (70%), Envoy Air (70%) or Qatar Airways (68%) as they are the most reliable in getting you off to your destination on time.

  • Can I find deals for flights from Chicago to La Crosse that include hotel bookings?

    Yes. In addition to deals on Chicago to La Crosse flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to La Crosse?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to La Crosse.

  • Can I find deals for business class flights from Chicago to La Crosse?

    Yes. Cheapflights offers flight deals from Chicago to La Crosse by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near La Crosse?

Book flights to La Crosse if you plan to visit one of these locations
Decorah
Winona

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