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Portland

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Portland Flights as Low as $356

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

American Airlines
Tue, Jun 16 - Tue, Jun 23
BUF
Buffalo Niagara Intl.
LSE
La Crosse Municipal
$356 Roundtrip, found 1 day ago
$356
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 16 from Buffalo Niagara Intl. to La Crosse Municipal, returning Tue, Jun 23, priced at $356 found 1 day ago
American Airlines
Wed, Jul 15 - Tue, Jul 28
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$389 Roundtrip, found 8 hours ago
$389
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Jul 15 from O'Hare Intl. to La Crosse Municipal, returning Tue, Jul 28, priced at $389 found 8 hours ago
American Airlines
Tue, Jun 16 - Tue, Jun 23
BUF
Buffalo Niagara Intl.
LSE
La Crosse Municipal
$413 Roundtrip, found 1 day ago
$413
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 16 from Buffalo Niagara Intl. to La Crosse Municipal, returning Tue, Jun 23, priced at $413 found 1 day ago
American Airlines
Tue, Jul 14 - Sun, Aug 2
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$415 Roundtrip, found 9 hours ago
$415
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Jul 14 from O'Hare Intl. to La Crosse Municipal, returning Sun, Aug 2, priced at $415 found 9 hours ago
American Airlines
Wed, Jul 15 - Tue, Jul 28
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$429 Roundtrip, found 8 hours ago
$429
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Jul 15 from O'Hare Intl. to La Crosse Municipal, returning Tue, Jul 28, priced at $429 found 8 hours ago
American Airlines
Wed, Jun 17 - Sat, Jun 20
BUF
Buffalo Niagara Intl.
LSE
La Crosse Municipal
$432 Roundtrip, found 1 day ago
$432
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 17 from Buffalo Niagara Intl. to La Crosse Municipal, returning Sat, Jun 20, priced at $432 found 1 day ago
American Airlines
Sat, Jun 13 - Sat, Jun 20
BUF
Buffalo Niagara Intl.
LSE
La Crosse Municipal
$436 Roundtrip, found 1 day ago
$436
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 13 from Buffalo Niagara Intl. to La Crosse Municipal, returning Sat, Jun 20, priced at $436 found 1 day ago
American Airlines
Tue, Jun 16 - Tue, Jun 23
BUF
Buffalo Niagara Intl.
LSE
La Crosse Municipal
$438 Roundtrip, found 1 day ago
$438
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 16 from Buffalo Niagara Intl. to La Crosse Municipal, returning Tue, Jun 23, priced at $438 found 1 day ago
American Airlines
Mon, Jul 20 - Fri, Jul 31
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$441 Roundtrip, found 1 day ago
$441
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jul 20 from O'Hare Intl. to La Crosse Municipal, returning Fri, Jul 31, priced at $441 found 1 day ago
American Airlines
Tue, Jun 16 - Sat, Jun 20
BUF
Buffalo Niagara Intl.
LSE
La Crosse Municipal
$455 Roundtrip, found 1 day ago
$455
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 16 from Buffalo Niagara Intl. to La Crosse Municipal, returning Sat, Jun 20, priced at $455 found 1 day ago
American Airlines
Wed, Jul 15 - Tue, Jul 28
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$461 Roundtrip, found 8 hours ago
$461
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Jul 15 from O'Hare Intl. to La Crosse Municipal, returning Tue, Jul 28, priced at $461 found 8 hours ago
American Airlines
Mon, Jul 20 - Sat, Aug 1
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$476 Roundtrip, found 1 day ago
$476
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jul 20 from O'Hare Intl. to La Crosse Municipal, returning Sat, Aug 1, priced at $476 found 1 day ago
American Airlines
Tue, Jul 21 - Thu, Jul 30
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$487 Roundtrip, found 1 day ago
$487
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 21 from O'Hare Intl. to La Crosse Municipal, returning Thu, Jul 30, priced at $487 found 1 day ago
American Airlines
Tue, Jun 16 - Tue, Jun 23
BUF
Buffalo Niagara Intl.
LSE
La Crosse Municipal
$495 Roundtrip, found 1 day ago
$495
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 16 from Buffalo Niagara Intl. to La Crosse Municipal, returning Tue, Jun 23, priced at $495 found 1 day ago
American Airlines
Mon, Jul 20 - Thu, Jul 30
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$501 Roundtrip, found 1 day ago
$501
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jul 20 from O'Hare Intl. to La Crosse Municipal, returning Thu, Jul 30, priced at $501 found 1 day ago
American Airlines
Sat, Aug 8 - Sat, Aug 15
DTW
Detroit Metropolitan Wayne County
LSE
La Crosse Municipal
$523 Roundtrip, found 7 hours ago
$523
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Aug 8 from Detroit Metropolitan Wayne County to La Crosse Municipal, returning Sat, Aug 15, priced at $523 found 7 hours ago

Cheap Flights to Portland

Fall in love at first flight with your vacation to Portland by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Portland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Portland, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Portland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Portland with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the LSE airport.

What is the cheapest month to fly to Portland?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Portland are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Portland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Portland.

What airport is best to fly into Portland?

When you’re planning your trip to Portland, convenience is the name of the game. Luckily, Portland La Crosse Municipal Airport is nearby so you can deplane and get going on checking off everything on your Portland must-do list.

How much are flights to Portland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Portland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $356, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Portland?

The trick to saving a stack of cash on your flight to Portland? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $356 right now, why wait?

Portland Flight Information
Destination airport
La Crosse Municipal
Destination airport IATA code
LSE
Roundtrip price
$355

Last Minute Hotel Deals in Portland

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 ...
9/10 Wonderful! (1,546 reviews)
"Staff were great, price was good, and the breakfast was good.. but the whole building needs major upgrades. The pool is disgusting and needs an overhaul… pool towels… shredded kitchen towels is more like it. The pillows were not bed pillows… more like a pillow you would put on your couch."

Reviewed on Jun 6, 2026

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Stoney Creek Hotel La Crosse - Onalaska
AmericInn by Wyndham West Salem

AmericInn by Wyndham West Salem

3 out of 5
125 Buol Road West Salem WI
Book a stay at this business-friendly hotel in West Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,006 reviews)
"The place smells!"

Reviewed on May 28, 2026

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AmericInn by Wyndham West Salem
Baymont by Wyndham La Crosse/Onalaska

Baymont by Wyndham La Crosse/Onalaska

2.5 out of 5
3300 Kinney Coulee Rd. North Onalaska WI
Book a stay at this business-friendly hotel in Onalaska. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,004 reviews)
"Great value"

Reviewed on May 30, 2026

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Baymont by Wyndham La Crosse/Onalaska
Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

2.5 out of 5
2614 MIDWEST DRIVE Onalaska WI
Book a stay at this family-friendly hotel in Onalaska. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (574 reviews)
"The hotel was very clean and modern. The room was spacious and the breakfast exceeded our expectations. The pool, hot tub and gym were also great perks."

Reviewed on Jun 7, 2026

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Holiday Inn Express & Suites Onalaska La Crosse Area by IHG
Microtel Inn by Wyndham Onalaska/La Crosse

Microtel Inn by Wyndham Onalaska/La Crosse

2 out of 5
3240 N 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 helpful staff in our reviews. ...
7.6/10 Good! (1,001 reviews)
"The Microtel was great for an inexpensive place to sleep. They are in the process of renovating so some of the hallways, stairways, etc had construction dust, which was understandable, but my room was redone and lovely with all fresh carpet and renovated. The bed was comfy and I slept well. The walls ..."

Reviewed on Jun 3, 2026

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Microtel Inn by Wyndham Onalaska/La Crosse
Super 8 by Wyndham Sparta

Super 8 by Wyndham Sparta

2 out of 5
716 Avon Road Sparta WI
Book a stay at this business-friendly hotel in Sparta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (689 reviews)
"yes"

Reviewed on Jun 6, 2026

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Super 8 by Wyndham Sparta
AmericInn by Wyndham Viroqua

AmericInn by Wyndham Viroqua

3 out of 5
1325 N Main St Viroqua WI
Book a stay at this business-friendly hotel in Viroqua. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Viroqua Country Club and Sidie ...
8.2/10 Very Good! (367 reviews)
"The breakfast was fresh and good. Contact the local Gideons in Vernon County for more Bibles. As there was no Bible in my room. You may want to put up an office sign because didn't know where front entrance was to check in."

Reviewed on May 31, 2026

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AmericInn by Wyndham Viroqua
Spark by Hilton La Crosse Onalaska

Spark by Hilton La Crosse Onalaska

2.5 out of 5
9409 Highway 16 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 ...
8.6/10 Excellent! (148 reviews)
"It was a nice stay. You could improve upon the type of snacks that are offered. Maybe a healthier variety of items and be better stocked. Also, when my friend was ready to check out, there was no one available to assist her. I think she just left the card keys at the desk. Maybe have a bell to ring ..."

Reviewed on Jun 2, 2026

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Spark by Hilton La Crosse Onalaska
See all 236 properties in Portland
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.