$347+ 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 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
LSE — CHI
déc. 19 — déc. 261
1 adult, Economy
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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 novembre 19, 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 novembre 19, 2025.
This American Airlines deal was found by Cheapflights users on 11/18. 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.
sam. 12/2010:09 amLSE - ORD
Nonstop1h 22mAmerican Airlines
dim. 12/216:11 pmORD - LSE
Nonstop1h 25mAmerican Airlines
Deal found 11/18![American Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 11/18. 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.
ven. 12/196:00 amLSE - ORD
Nonstop1h 30mAmerican Airlines
dim. 12/216:11 pmORD - LSE
Nonstop1h 25mAmerican Airlines
Deal found 11/18![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 11/17. 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.
sam. 11/226:13 pmLSE - ORD
Nonstop1h 36mAmerican Airlines
dim. 11/238:00 amORD - LSE
Nonstop1h 20mAmerican Airlines
Deal found 11/17![American Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 11/18. 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.
ven. 11/216:00 amLSE - ORD
Nonstop1h 30mAmerican Airlines
dim. 11/238:00 amORD - LSE
Nonstop1h 20mAmerican Airlines
Deal found 11/18![American Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 11/19. 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.
dim. 12/146:00 amLSE - ORD
Nonstop1h 30mAmerican Airlines
lun. 12/154:22 pmORD - LSE
Nonstop1h 18mAmerican Airlines
Deal found 11/19![American Airlines logo]()
$807
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 novembre 19, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $347 (American Airlines) |
Good round-trip deal | $496 or less |
Good one-way deal | $352 or less |
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 novembre 19, 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
sam. 12/20
10:09 am-11:31 am
Nonstop1h 22m
Chicago O'Hare Intl
dim. 12/21
6:11 pm-7:36 pm
Nonstop1h 25m
$347
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
ven. 12/19
6:00 am-7:30 am
Nonstop1h 30m
Chicago O'Hare Intl
dim. 12/21
6:11 pm-7:36 pm
Nonstop1h 25m
$367
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
sam. 11/22
6:00 am-7:30 am
Nonstop1h 30m
Chicago O'Hare Intl
lun. 12/1
8:00 am-9:20 am
Nonstop1h 20m
$455
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
sam. 11/22
6:13 pm-7:49 pm
Nonstop1h 36m
Chicago O'Hare Intl
dim. 11/23
8:00 am-9:20 am
Nonstop1h 20m
$455
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
mer. 12/3
10:00 am-11:27 am
Nonstop1h 27m
Chicago O'Hare Intl
dim. 12/7
10:32 pm-11:52 pm
Nonstop1h 20m
$455
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
jeu. 1/15
11:37 am-1:03 pm
Nonstop1h 26m
Chicago O'Hare Intl
jeu. 1/15
9:00 pm-10:16 pm
Nonstop1h 16m
$807
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
dim. 12/14
9:54 am-11:21 am
Nonstop1h 27m
Chicago O'Hare Intl
lun. 12/15
10:32 pm-11:52 pm
Nonstop1h 20m
$807
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
sam. 2/14
10:03 am-11:27 am
Nonstop1h 24m
$360
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
mer. 12/17
4:00 pm-5:30 pm
Nonstop1h 30m
$360
La CrosseChicago
LSE - ORD
LSEORD
La Crosse
mar. 1/13
5:08 pm-6:40 pm
Nonstop1h 32m
$360
Showing 1-10 of 13 results
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star |
- 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, February is the cheapest month in which you can book a flight from La Crosse to Chicago (average of $180). 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 novembre 19, 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 novembre 19, 2025.
The most flights from LSE to CHI are scheduled on a Wednesday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
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.
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 novembre 19, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$327 | Average$435 | FlexibilityNo cancel fee | On-time71% |