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 is the cheapest day to fly from La Crosse to Chicago?

Travelers seeking maximum savings on their La Crosse to Chicago flight should consider departing on Saturday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the cheapest flights from La Crosse to Chicago?

Looking at all options, your cheapest flight can be booked for $239. While the most popular route (La Crosse - Chicago O'Hare Intl) can be booked for $327 on average our data indicates $479 when flying from La Crosse to Chicago.

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: Piedmont Airlines (100%), American Airlines (83%), Qatar Airways (81%).

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

Travelers have found that booking a Friday departure is the best way to save up to 59% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

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 3 outbound flights to Chicago per day.

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.

$238+ Flights from La Crosse to Chicago

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Cheap flight deals from La Crosse to Chicago

Round-trip from	$327 (American Airlines)
One-way from	$238 (American Airlines)
Good round-trip deal	$447 or less
Good one-way deal	$306 or less

From La Crosse to Chicago (CHI)

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One-way flight 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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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 July 1, 2025.

Sat 8/24:43 pmLSE - ORD

Nonstop1h 17mAmerican Airlines

Sat 8/98:59 amORD - LSE

Nonstop1h 24mAmerican Airlines

Deal found 6/30

$327

Best flights from La Crosse to Chicago
Discover carefully curated flight deals from La Crosse to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2025.

Sat 8/24:43 pmLSE - ORD

Nonstop1h 17mAmerican Airlines

Sat 8/98:59 amORD - LSE

Nonstop1h 24mAmerican Airlines

Deal found 6/30

$327

Last-minute flights from La Crosse to Chicago
Discover last-minute flight deals from La Crosse to Chicago. Data last updated July 1, 2025 and is based on user searches.

Sat 8/24:43 pmLSE - ORD

Nonstop1h 17mAmerican Airlines

Sat 8/98:59 amORD - LSE

Nonstop1h 24mAmerican Airlines

Deal found 6/30

$327

One-way flights from La Crosse to Chicago
Search for one-way flight options from La Crosse to Chicago. Find affordable one-way fares based on user searches. Data last updated July 1, 2025.

Sun 8/2410:53 amLSE - ORD

Nonstop1h 16mAmerican Airlines

Deal found 6/30

$238

Cheapflights Fare Finder

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

Sat 8/2

4:43 pm-6:00 pm

Nonstop1h 17m

Chicago O'Hare Intl

Sat 8/9

8:59 am-10:23 am

Nonstop1h 24m

$327

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sun 8/24

10:53 am-12:09 pm

Nonstop1h 16m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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, August is the cheapest month in which you can book a flight from La Crosse to Chicago (average of $245). Flying from La Crosse to Chicago in March is currently the most expensive (average of $321). 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?

It’s typically best to fly out from La Crosse to Chicago in the morning. Doing so could potentially save you 12% on the flight price compared to flying in the afternoon, which is usually more expensive.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from La Crosse to Chicago, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Andrew,May 2025

LAX - MIA

Related info for your journey

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 3 outbound flights to Chicago per day.
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: Piedmont Airlines (100%), American Airlines (83%), Qatar Airways (81%).
What are the cheapest flights from La Crosse to Chicago?
Looking at all options, your cheapest flight can be booked for $239. While the most popular route (La Crosse - Chicago O'Hare Intl) can be booked for $327 on average our data indicates $479 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, August is the cheapest month in which you can book a flight from La Crosse to Chicago (average of $245). Flying from La Crosse to Chicago in March is currently the most expensive (average of $321). 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

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Top airline flying from La Crosse to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$292	Average$381	FlexibilityNo cancel fee	On-time71%

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$238+ Cheap flights from La Crosse (LSE) to Chicago (CHI)

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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from La Crosse to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from La Crosse to Chicago

Round-trip from

One-way from

Good round-trip deal

Good one-way deal

Find flight deals from La Crosse to Chicago

Cheapest flights from La Crosse to ChicagoExplore 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 July 1, 2025.

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 July 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from La Crosse to Chicago that are best for you.

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.

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?

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 July 1, 2025.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from La Crosse to Chicago, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

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

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

What are the cheapest flights from La Crosse to Chicago?

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

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

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

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

Traveling to a place near La Crosse?

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Alternative routes for La Crosse to Chicago

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Top airline flying from La Crosse to Chicago

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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 July 1, 2025.