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$327+ Cheap flights from La Crosse (LSE) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
LSE — CHI
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
1 adult, Economy
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Find flight deals from La Crosse to Chicago

Cheapest flights from La Crosse to Chicago
Explore the most affordable flight options available from La Crosse to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 5, 2025.

This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 12/66:02 pmLSE - ORD
Nonstop1h 39mAmerican Airlines
Sat 12/134:11 pmORD - LSE
Nonstop1h 21mAmerican Airlines
Deal found 11/4$327
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/188:06 pmLSE - ORD
Nonstop1h 24mAmerican Airlines
Thu 1/229:45 amORD - LSE
Nonstop1h 22mAmerican Airlines
Deal found 11/4$367
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Tue 11/1810:03 amLSE - ORD
Nonstop1h 21mAmerican Airlines
Sat 11/2210:32 pmORD - LSE
Nonstop1h 17mAmerican Airlines
Deal found 11/5$435
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/16:13 pmLSE - ORD
Nonstop1h 36mAmerican Airlines
Mon 12/810:32 pmORD - LSE
Nonstop1h 20mAmerican Airlines
Deal found 11/3$451
This American Airlines deal was found by Cheapflights users on 11/2. 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 11/66:00 amLSE - ORD
Nonstop1h 30mAmerican Airlines
Sat 11/88:11 amORD - LSE
Nonstop1h 18mAmerican Airlines
Deal found 11/2$455
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Fri 11/79:50 amLSE - ORD
Nonstop1h 21mAmerican Airlines
Sun 11/94:15 pmORD - LSE
Nonstop1h 17mAmerican Airlines
Deal found 11/3$475

Cheap flight deals from La Crosse to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from La Crosse (LSE) to Chicago (CHI). 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 November 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$327
(American Airlines)

Good round-trip deal

$496 or less

Good one-way deal

$352 or less
Provider with most accurate pricing for La Crosse-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for La Crosse-Chicago (CHI) flights.
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From La Crosse to Chicago (CHI)
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Price to beat on a round-trip flight from La Crosse to Chicago (CHI).
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Price to beat on a one-way flight from La Crosse to Chicago (CHI).
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Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated November 5, 2025.
Use the filters below to find and compare flights from La Crosse to Chicago that are best for you.

Fly from

La Crosse

Fly to

Chicago

Route

Depart

Return

Price

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sat 12/6

6:02 pm-7:41 pm

Nonstop1h 39m

Chicago O'Hare Intl

Sat 12/13

4:11 pm-5:32 pm

Nonstop1h 21m

$327

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Thu 12/18

8:06 pm-9:30 pm

Nonstop1h 24m

Chicago O'Hare Intl

Thu 1/22

9:45 am-11:07 am

Nonstop1h 22m

$367

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sat 4/18

4:43 pm-6:00 pm

Nonstop1h 17m

Chicago O'Hare Intl

Sun 4/26

9:40 am-10:56 am

Nonstop1h 16m

$367

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Fri 12/19

8:06 pm-9:30 pm

Nonstop1h 24m

Chicago O'Hare Intl

Mon 12/22

10:25 pm-11:43 pm

Nonstop1h 18m

$367

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Wed 3/11

4:46 pm-6:00 pm

Nonstop1h 14m

Chicago O'Hare Intl

Sat 3/14

9:40 am-10:58 am

Nonstop1h 18m

$417

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Tue 11/18

4:45 pm-6:09 pm

Nonstop1h 24m

Chicago O'Hare Intl

Sat 11/22

4:27 pm-5:43 pm

Nonstop1h 16m

$435

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Wed 11/19

4:10 pm-5:34 pm

Nonstop1h 24m

Chicago O'Hare Intl

Sun 11/23

8:00 am-9:20 am

Nonstop1h 20m

$455

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sat 12/6

6:02 pm-7:41 pm

Nonstop1h 39m

$360

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Wed 12/31

6:00 am-7:30 am

Nonstop1h 30m

$360

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Tue 2/3

5:08 pm-6:40 pm

Nonstop1h 32m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 12 results
1
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Compare providers for flights from La Crosse to Chicago

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 La Crosse to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 La Crosse-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on La Crosse-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from La Crosse-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on La Crosse-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 La Crosse-Chicago 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 La Crosse to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from La Crosse 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 La Crosse to Chicago

What is the cheapest month to book a flight from La Crosse to Chicago?

Currently, January is the cheapest month in which you can book a flight from La Crosse to Chicago (average of $161). Flying from La Crosse to Chicago in September is currently the most expensive (average of $364). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from La Crosse to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 5, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from La Crosse to Chicago as you normally would.

Weekly flight availability from La Crosse to Chicago

Explore weekly flight availability from La Crosse to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 5, 2025.

The most flights from LSE to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Related info for your journey

Find useful and relevant information for your journey from La Crosse to Chicago. 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 from for flights from La Crosse to Chicago?

    La Crosse (LSE), located 5.4 mi from the city center, is the airport you fly out of when you book flights from La Crosse to Chicago. 1 airline have flights from La Crosse to Chicago on a regular basis. Booking flights from La Crosse to Chicago should not be difficult; the airport handles an average of 4 outbound flights to Chicago per day.

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

    Departing from La Crosse to Chicago will take you 1h 39m. The distance from La Crosse to Chicago is about 214 mi. Most flights are nonstop.

  • What is the cheapest airline to fly from La Crosse to Chicago round-trip?

    Currently priced at $327, American Airlines will fly you from La Crosse to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from La Crosse to Chicago on time: Qatar Airways (87%), American Airlines (83%), Envoy Air (83%).

  • What are the cheapest flights from La Crosse to Chicago?

    Looking at all options, your cheapest flight can be booked for $235. While the most popular route (La Crosse - Chicago O'Hare Intl) can be booked for $327 on average, our data indicates $548 when flying from La Crosse to Chicago.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from La Crosse to Chicago?

    Currently, January is the cheapest month in which you can book a flight from La Crosse to Chicago (average of $161). Flying from La Crosse to Chicago in September is currently the most expensive (average of $364). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for La Crosse to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from La Crosse to Chicago

Discover the top airline that operate flights from La Crosse to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$327Average$435FlexibilityNo cancel feeOn-time71%

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