Cheap Flight Deals to Chequamegon Bay WI 

Choose one or more items to build your trip:

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Your guide to flights to Chequamegon Bay, WI

 fly to Chequamegon Bay, so use Travelocity to search, find, and compare some truly tempting deals from the airlines—that way you can be sure you’ve found the best deal for you. A flight to Chequamegon Bay WI currently costs between and . Prices vary, but for the best fares, travel in when prices are at their lowest.  

Top tips for finding cheap flights to Chequamegon Bay  

The cheapest flight for a round trip to Chequamegon Bay is currently . When you search for flights to Chequamegon Bay, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Chequamegon Bay for nearby days.  The cheapest month to travel to Chequamegon Bay is  from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Chequamegon Bay 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Chequamegon Bay with Travelocity 

We have top deals on plane tickets even for last minute flights to Chequamegon Bay, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Chequamegon Bay for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Chequamegon Bay

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
The price is CA $126 per night from Apr. 30 to May 1
CA $126
CA $141 total
includes taxes & fees
Apr 30 - May 1
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
"xxxxx"

Reviewed on Apr. 19, 2025

Super 8 by Wyndham Ashland
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.

Luxury Hotels in Chequamegon Bay

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
The price is CA $126 per night from Apr. 30 to May 1
CA $126
CA $141 total
includes taxes & fees
Apr 30 - May 1
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
"xxxxx"

Reviewed on Apr. 19, 2025

Super 8 by Wyndham Ashland
Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W, Ashland, WI
The price is CA $179 per night from Apr. 28 to Apr. 29
CA $179
CA $200 total
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8.4/10 Very Good! (1,000 reviews)
You should stay here.
"I’ve stayed here several times and it’s been wonderful every time. The restaurant in the hotel is excellent and the staff is friendly and helpful. Breakfast was delicious and there’s always coffee on in the lobby"

Reviewed on Mar. 26, 2025

Best Western The Hotel Chequamegon
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East, Ashland, WI
The price is CA $164 per night from May 4 to May 5
CA $164
CA $183 total
includes taxes & fees
May 4 - May 5
Book a stay at this beach hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.8/10 Good! (1,001 reviews)
"The hotel was quiet, clean and staff were very friendly. We brought our dog and she loved to walk along the little beach. Breakfast was good with many options to chose from. I do have to say, if you bring your pets, please clean up their waste and don't just leave it and expect the staff to clean ..."

Reviewed on Apr. 18, 2025

AmericInn by Wyndham Ashland
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.

Family Friendly Hotels in Chequamegon Bay

Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W, Ashland, WI
The price is CA $179 per night from Apr. 28 to Apr. 29
CA $179
CA $200 total
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8.4/10 Very Good! (1,000 reviews)
You should stay here.
"I’ve stayed here several times and it’s been wonderful every time. The restaurant in the hotel is excellent and the staff is friendly and helpful. Breakfast was delicious and there’s always coffee on in the lobby"

Reviewed on Mar. 26, 2025

Best Western The Hotel Chequamegon
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East, Ashland, WI
The price is CA $164 per night from May 4 to May 5
CA $164
CA $183 total
includes taxes & fees
May 4 - May 5
Book a stay at this beach hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.8/10 Good! (1,001 reviews)
"The hotel was quiet, clean and staff were very friendly. We brought our dog and she loved to walk along the little beach. Breakfast was good with many options to chose from. I do have to say, if you bring your pets, please clean up their waste and don't just leave it and expect the staff to clean ..."

Reviewed on Apr. 18, 2025

AmericInn by Wyndham Ashland
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
The price is CA $126 per night from Apr. 30 to May 1
CA $126
CA $141 total
includes taxes & fees
Apr 30 - May 1
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
"xxxxx"

Reviewed on Apr. 19, 2025

Super 8 by Wyndham Ashland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2, Ashland, WI
The price is CA $151 per night from May 11 to May 12
CA $151
CA $169 total
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (756 reviews)
"This is my new favorite place to stay when I'm in Ashland Wisconsin. Nice place to stay, great location and a friendly staff."

Reviewed on Apr. 20, 2025

Quality Inn Ashland - Lake Superior
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.

Need a car after flight to Chequamegon Bay?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

How much is the cheapest flight to Chequamegon Bay?
In the last seven days, the cheapest roundtrip flight to Chequamegon Bay cost on our site. Take a look at our incredible deals, make your booking and get ready for your next exciting getaway. This price was available on Travelocity for flights to Chequamegon Bay departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Chequamegon Bay?
Leave clear in your calendar, because it’s the cheapest time to jet out to Chequamegon Bay. That’s based on Travelocity’s direct flight demand from January to December last year. With more cash in your wallet, you can treat yourself to a hotel upgrade, go to theatre or whatever else you feel like!
How can I check my flight status to Chequamegon Bay?
Use our helpful customer portal, Trips. You’ll find just about everything related to your flight to Chequamegon Bay here, including info about gate numbers, flight status and more. Look for Trips at the top of the Travelocity homepage. Just sign up, log in and find what you need. Or, access your itinerary while you’re on the move and get real-time travel updates with the Travelocity app. All your itineraries are in one convenient place, making it easy to share details with any members of your family flying with you.
How do I find the best deals on flights to Chequamegon Bay?
It’s wise to book early, and if possible, avoid traveling during peak periods. Another smart way to save is by hitting the “Flexible dates” box at the top of the page after searching for your flights. It’s an easy way to compare prices for nearby days. In the last seven days, the lowest price for a return flight to Chequamegon Bay was . 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 Chequamegon Bay with Travelocity?
From cheap family flights to rental cars and hotels, Travelocity has got you covered for awesome adventures. With everything at hand, you can enjoy more time gearing up for the cool things you’ll be discovering in Chequamegon Bay and less time on travel planning. Plus with our Price Match Guarantee and free cancellation on most hotels, our goal is to make your next getaway the most memorable one yet.
How much is a flight to Chequamegon Bay on average?
Passengers were finding roundtrip flights to Chequamegon Bay for between and with Travelocity in the last seven days. Whether you’re looking to fly economy or first class, we’ll help you get your hands on a wonderful deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.