Madeline Island Packages (Flight + Hotel)

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Top hotels in Madeline Island

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
123 Harbor View Drive Washburn WI
Fully refundableReserve now, pay when you stay
The price is ฿4,402 per night from 26 May to 27 May
฿4,402
฿4,930 total
26 May - 27 May
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Room smelled a little odd and it irritated my allergies. Purchased a small air purifier and it took care of the problem. The bed felt like it was going to be difficult to sleep, but I had no issues and in fact slept all night (a rare occurrence these days)."

Reviewed on 22 May 2026

The Washburn Inn - On the Lake
Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

3 out of 5
101 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is ฿5,184 per night from 21 Jun to 22 Jun
฿5,184
฿5,807 total
21 Jun - 22 Jun
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Beds are not comfy, duct tape on the windows curtains, closet door fell off when opened, in house restaurant was pricey and mediocre at best, asked for medium rare ribeye, got well done. Housekeeping walked into the room without knocking, 2 hours before checkout, as I was standing right there naked ..."

Reviewed on 21 May 2026

Hotel Chequamegon, BW Signature Collection
Legendary Waters Resort & Casino

Legendary Waters Resort & Casino

2.5 out of 5
37600 Onigamiing Dr Bayfield WI
Fully refundableReserve now, pay when you stay
The price is ฿5,839 per night from 24 May to 25 May
฿5,839
฿6,657 total
24 May - 25 May
includes taxes & fees
8/10 Very Good! (439 reviews)
"Room was more than expected, large and well furnished. Staff were helpful and courteous. Did not use bar or casino."

Reviewed on 17 May 2026

Legendary Waters Resort & Casino
See all 350 properties in Madeline Island
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

Can I cancel my flight booking to Madeline Island due to COVID-19?
Click through to our Customer Service Portal for important details about changing or cancelling flights due to COVID-19. Make sure you also read through the terms and conditions of your chosen airline before booking your journey to Madeline Island.
What's the best way to find cheap flights to Madeline Island that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to deliver you the most flexible fares on the market. Simply click on "No change fee" directly beneath the filter subheading "Flexible change policies" to find your perfect flight to Madeline Island.
What are some of the general tips for travellers to Madeline Island during the COVID-19 outbreak?
If it's your first time travelling during the COVID-19 outbreak, you'll no doubt notice a few more standards and rules in place. Take note of these tips and make your trip to Madeline Island a smooth one:
  • Before committing to anything, find out if any travel restrictions or bans apply — in both your destination and origin. Keep informed with the latest updates by reviewing government travel advisories.
  • When you pass through airport checkpoints, keep your face mask on. You will be required to briefly lower it to verify your identity. Those who refuse to wear a mask may be fined and denied entry.
  • Rather than handing a TSA employee your boarding pass, place it straight on the scanner yourself. Then, hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on luggage. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag for scanning.
  • Remove personal items from your pocket, like your small change and phone, and place them in your carry-on instead of into bins. This will minimize handling during screening.
  • Separate any food you're carrying for screening. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Madeline Island?
Delta is a leading air carrier servicing Madeline Island. Lock in an airfare to General Mitchell Intl. Airport (MKE) and you'll have 573 Delta flights each month to select from.
How can I find cheap tickets to Madeline Island?
Book well in advance, travel on a cheaper day, use frequent flyer miles — you're not short of ways! One more is to use Expedia's "flexible dates" function. Search for your Madeline Island flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Madeline Island was .
How much is a flight to Madeline Island?
You could have scored a return ticket to Madeline Island from anywhere between and in the last seven days. For one-way journeys from (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Madeline Island?
Start arranging your Madeline Island journey by booking a ticket on one of the 2400 flights per month to General Mitchell Intl. Airport (MKE). This is the region's principal gateway.
When is the cheapest time to fly to Madeline Island?
If you'd rather spend your holiday money exploring Madeline Island rather than on getting there, take off earlier in the week. The cheapest day to fly is generally Tuesday, with Monday close behind. With many folks travelling on weekends, Saturday often has the highest airfares.
How much is a plane ticket to Madeline Island?
In the last seven days, tickets to Madeline Island ranged between and . Prices depend on the time of departure, airline, cabin class and how early you make your booking.
Which airlines with flights to Madeline Island employ COVID-19 cleanliness policies?
In order to reduce contact between passengers and flight crew for the remainder of the COVID-19 pandemic, most airlines have taken social distancing and other preventive measures to the skies. Just some of these are:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.