Cheap Flights to Trempealeau County from $50 (2026/2027)

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A marshland with water lilies and green vegetation.

Trempealeau

Flights
Trempealeau
A forested path with dense green foliage and sunlight filtering through the trees.

Osseo

Flights
Osseo

How Much Does it Cost To Fly To Trempealeau County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Dec 3 - Sun, Dec 6
SFB
Orlando Sanford Intl.
LSE
La Crosse Municipal
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Dec 3 from Orlando Sanford Intl. to La Crosse Municipal, returning Sun, Dec 6, priced at $100 just found
Thu, Dec 10 - Sun, Dec 13
SFB
Orlando Sanford Intl.
LSE
La Crosse Municipal
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Dec 10 from Orlando Sanford Intl. to La Crosse Municipal, returning Sun, Dec 13, priced at $102 found 2 days ago
Sun, Dec 6 - Thu, Dec 10
PGD
Punta Gorda Airport
LSE
La Crosse Municipal
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sun, Dec 6 from Punta Gorda Airport to La Crosse Municipal, returning Thu, Dec 10, priced at $104 found 1 day ago
Sun, Jan 17 - Sun, Jan 24
SFB
Orlando Sanford Intl.
LSE
La Crosse Municipal
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sun, Jan 17 from Orlando Sanford Intl. to La Crosse Municipal, returning Sun, Jan 24, priced at $104 found 1 day ago
Mon, Dec 7 - Mon, Jan 11
AZA
Phoenix - Mesa Gateway
LSE
La Crosse Municipal
$131 Roundtrip, found 5 days ago
$131
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Dec 7 from Phoenix - Mesa Gateway to La Crosse Municipal, returning Mon, Jan 11, priced at $131 found 5 days ago
Fri, Nov 13 - Mon, Nov 23
LAS
Harry Reid Intl.
EAU
Chippewa Valley Regional
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Fri, Nov 13 from Harry Reid Intl. to Chippewa Valley Regional, returning Mon, Nov 23, priced at $193 found 4 days ago
Sun, Dec 6 - Sat, Dec 12
CHS
Charleston Intl.
EAU
Chippewa Valley Regional
$279 Roundtrip, found 10 hours ago
$279
Roundtrip
found 10 hours ago
Select United flight, departing Sun, Dec 6 from Charleston Intl. to Chippewa Valley Regional, returning Sat, Dec 12, priced at $279 found 10 hours ago
Wed, Jan 13 - Sun, Jan 17
ORF
Norfolk Intl.
LSE
La Crosse Municipal
$295 Roundtrip, found 23 hours ago
$295
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Wed, Jan 13 from Norfolk Intl. to La Crosse Municipal, returning Sun, Jan 17, priced at $295 found 23 hours ago
Thu, Nov 26 - Sun, Nov 29
GRR
Gerald R. Ford Intl.
EAU
Chippewa Valley Regional
$301 Roundtrip, found 5 days ago
$301
Roundtrip
found 5 days ago
Select United flight, departing Thu, Nov 26 from Gerald R. Ford Intl. to Chippewa Valley Regional, returning Sun, Nov 29, priced at $301 found 5 days ago
Sat, Nov 21 - Fri, Nov 27
XNA
Northwest Arkansas Regional
EAU
Chippewa Valley Regional
$350 Roundtrip, found 3 days ago
$350
Roundtrip
found 3 days ago
Select United flight, departing Sat, Nov 21 from Northwest Arkansas Regional to Chippewa Valley Regional, returning Fri, Nov 27, priced at $350 found 3 days ago
Wed, Dec 23 - Sat, Dec 26
MEM
Memphis Intl.
LSE
La Crosse Municipal
$501 Roundtrip, found 7 hours ago
$501
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Dec 23 from Memphis Intl. to La Crosse Municipal, returning Sat, Dec 26, priced at $501 found 7 hours ago
OriginDestinationTravel DatesFlights From*
ORDLa CrosseDecember 14 to December 19$299
BOSEau ClaireDecember 4 to December 8$360
LGAEau ClaireNovember 24 to November 28$452
BOSLa CrosseDecember 28 to January 1$542
JAXLa CrosseDecember 25 to January 2$580
BNALa CrosseNovember 20 to November 23$636
DTWLa CrosseDecember 12 to December 12$855
ATLEau ClaireDecember 22 to December 26$867
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDLa CrosseNovember 6 to November 6$905
LGALa CrosseNovember 6 to November 6$1,029
*Prices include taxes and fees

Best Trempealeau County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Edge Of The Woods Motel
2.0-star property

Edge Of The Woods Motel

Nov 21 - Nov 24

3 night stay

Chicago (ORD) to La Crosse (LSE)

American Airlines • Roundtrip • Coach
Price was $432, price is now $420 per person
$420
per person
found 1 day ago
Comfort Inn & Suites New Lisbon
2.5-star property

Comfort Inn & Suites New Lisbon

Nov 21 - Nov 24

3 night stay

Chicago (ORD) to La Crosse (LSE)

American Airlines • Roundtrip • Coach
Price was $424, price is now $423 per person
$423
per person
found 1 day ago
Holiday Inn Express & Suites Rice Lake by IHG
2.5-star property

Holiday Inn Express & Suites Rice Lake by IHG

Nov 15 - Nov 21

6 night stay

Charleston (CHS) to Eau Claire (EAU)

United • Non-stop roundtrip • Coach
Price was $1,133, price is now $1,133 per person
$1,133
per person
found 9 hours ago
Don't see what you're looking for?
See all available trips from Chicago to Trempealeau County
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Travelers ❤️ These Trempealeau County 🏨

Smartwood Inn

Smartwood Inn

2 out of 5
12830 Cox Ln Osseo WI
Stay at this hotel in Osseo. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Stoddard Park and Osseo Golf Club are located nearby.
Opens in a new windowSmartwood Inn
Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
3060 S Kinney Coulee Rd Onalaska WI
Book a stay at this business-friendly hotel in Onalaska. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions La Crosse Center and Lost Island Wine are located nearby.
9/10 Wonderful! (1,524 reviews)
"Kind staff. Room was clean. Conveniently located near coffee and restaurants"

Reviewed on Nov 3, 2026

Opens in a new windowStoney Creek Hotel La Crosse - Onalaska
Radisson Hotel La Crosse

Radisson Hotel La Crosse

3.5 out of 5
200 Harborview Plaza La Crosse WI
Book a stay at this business-friendly hotel in La Crosse. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions La Crosse Center and Mississippi Explorer Cruise Dock are located nearby.
8.8/10 Excellent! (1,134 reviews)
"That was just fine for a one night stay. Property is showing its age a bit. Location is beautiful."

Reviewed on Nov 4, 2026

Opens in a new windowRadisson Hotel La Crosse
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Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf Bluff are located nearby.
Opens in a new windowExpress Suites Riverport Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Trempealeau County?
A roundtrip flight to Trempealeau County cost as little as $100 within the last seven days. Once you've chosen your travel dates, we'll help you pick up a good deal. This price was available on Travelocity for flights to Trempealeau County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Trempealeau County?
Grab your luggage and travel with one of the 20 airlines that operate flights to Trempealeau County. Consider booking a seat with the renowned air carrier, Delta Air Lines. It operates approximately 121 flights each month to Arcadia, Trempealeau County's premier city, so finding a fare that suits should be easy.
What is the cheapest month to fly to Trempealeau County?
According to Travelocity's direct return flight demand from January to December last year, December is the cheapest time to journey to Trempealeau County. Search for flights across this month and land an awesome deal today.
How can I check my flight status to Trempealeau County?
"Trips" has you sorted when it comes to the details of your flight to Trempealeau County. Our handy portal allows you to arrange everything in the same place, from checking the status of your flight to making updates to your itinerary. Click on Trips at the top right of the Travelocity homepage and then sign in or create an account. You can also download the Travelocity app and access your details while you're on the go. Whether you've got the family flying with you or you're a solitary wanderer, all your travel plans will be at your fingertips.
How do I find the best deals on flights to Trempealeau County?
Nab an awesome deal with Travelocity — our "Flexible dates" search tool makes it considerably easier. Enter your preferred date, then hit the flexible dates box above the search results to compare prices for nearby days. $100 was the cheapest price for a return flight to Trempealeau County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Trempealeau County with Travelocity?
Look for cheap flights to Trempealeau County with Travelocity and begin organizing your next break away. With 24/7 customer service throughout your trip and our Price Match Guarantee, we take the fuss out of finding cheap family flights, hotels, activities and more. Nab a top deal today and gear up for an amazing adventure.
What are the most popular flight routes to Trempealeau County?
As a favorite vacation spot, there are plenty of connections to Trempealeau County. Here's just a sample of the major routes:

  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to La Crosse Municipal Airport (LSE) - 637 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to La Crosse Municipal Airport (LSE) - 429 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to La Crosse Municipal Airport (LSE) - 212 flights a month.

How much is a flight to Trempealeau County on average?
In the last seven days, roundtrip flights to Trempealeau County were priced between $100 and $1,029. No matter your bank balance, we have some great deals to help you keep within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Trempealeau County?
To get an idea of the average airborne time of a direct flight to Trempealeau County, cast your eyes over these top routes:

  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to La Crosse Municipal Airport (LSE) - 49 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to La Crosse Municipal Airport (LSE) - 1 hour and 10 minutes
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to La Crosse Municipal Airport (LSE) - 1 hour and 34 minutes

What can I expect on a flight to Trempealeau County?
Factors including which carrier you choose and your place of departure will largely determine what you can expect on your trip. You're likely to find all types of flights to Trempealeau County, from cheap flights for family vacations to business class fares. Hot meals and entertainment are just a few examples of what most airlines provide on long-haul trips.