Cheap Flight Deals to Middleton WI from CA $281

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How to find cheap flights to Middleton?

The cheapest prices found with in the last 7 days for return flights were CA $486 and CA $281 for one-way flights to Middleton for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Jan 13 - Sat, Jan 17
YWG
Winnipeg James Armstrong Richardson Intl.
MSN
Dane County Regional
CA $486 Roundtrip, found 16 hours ago
CA $486
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Jan 13 from Winnipeg James Armstrong Richardson Intl. to Dane County Regional, returning Sat, Jan 17, priced at CA $486 found 16 hours ago

Your guide to flights to Middleton, WI

Delta fly to Middleton, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Middleton WI currently costs between CA $486 and CA $486. Prices vary, but for the best fares, travel in January when prices are at their lowest.  

Top tips for finding cheap flights to Middleton  

The cheapest flight for a round trip to Middleton is currently CA $486. When you search for flights to Middleton, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Middleton for nearby days.  The cheapest month to travel to Middleton is January 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 Middleton 

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 Middleton with Travelocity 

We have top deals on plane tickets even for last minute flights to Middleton, 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 Middleton for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Middleton

Country Inn & Suites by Radisson, Madison West, WI

Country Inn & Suites by Radisson, Madison West, WI

2.5 out of 5
2212 Deming Way Middleton WI
The price is CA $96 per night from Jan 11 to Jan 12
CA $96
CA $109 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Middleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,004 reviews)
The room was clean and warm, bathroom was too. Check was simple as was the check out. I'll stay at this location again the next time I'm in that area.

Reviewed on Dec 11, 2025

Opens in a new windowCountry Inn & Suites by Radisson, Madison West, WI
Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton

2.5 out of 5
8212 Greenway Blvd Middleton WI
The price is CA $78 per night from Jan 10 to Jan 11
CA $78
CA $89 total
Jan 10 - Jan 11, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Middleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (929 reviews)
Was nice and quiet. except there was nothing in the fridge and no water.

Reviewed on Nov 16, 2025

Opens in a new windowFairfield Inn & Suites by Marriott Madison West/Middleton
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.

Our Top Middleton hotel with Airport Shuttles

Staybridge Suites Middleton Madison-West by IHG

Staybridge Suites Middleton Madison-West by IHG

3 out of 5
7790 Elmwood Ave Middleton WI
The price is CA $138 per night from Dec 17 to Dec 18
CA $138
CA $156 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this business-friendly hotel in Middleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (639 reviews)
Convenient location, room was clean and had good breakfast.

Reviewed on Dec 7, 2025

Opens in a new windowStaybridge Suites Middleton Madison-West by IHG
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 Middleton

Courtyard by Marriott Madison West Middleton

Courtyard by Marriott Madison West Middleton

3 out of 5
2266 Deming Way Middleton WI
The price is CA $117 per night from Jan 5 to Jan 6
CA $117
per night
Jan 5 - Jan 6
Book a stay at this family-friendly hotel in Middleton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,000 reviews)
Yes

Reviewed on Nov 30, 2025

Opens in a new windowCourtyard by Marriott Madison West Middleton
Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton

2.5 out of 5
8212 Greenway Blvd Middleton WI
The price is CA $78 per night from Jan 16 to Jan 17
CA $78
per night
Jan 16 - Jan 17
Book a stay at this business-friendly hotel in Middleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (929 reviews)
Was nice and quiet. except there was nothing in the fridge and no water.

Reviewed on Nov 16, 2025

Opens in a new windowFairfield Inn & Suites by Marriott Madison West/Middleton
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 Middleton

Country Inn & Suites by Radisson, Madison West, WI

Country Inn & Suites by Radisson, Madison West, WI

2.5 out of 5
2212 Deming Way Middleton WI
The price is CA $96 per night from Jan 11 to Jan 12
CA $96
CA $109 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Middleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,004 reviews)
The room was clean and warm, bathroom was too. Check was simple as was the check out. I'll stay at this location again the next time I'm in that area.

Reviewed on Dec 11, 2025

Opens in a new windowCountry Inn & Suites by Radisson, Madison West, WI
Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

3 out of 5
1801 Deming Way Middleton WI
The price is CA $109 per night from Dec 22 to Dec 23
CA $109
CA $124 total
Dec 22 - Dec 23
includes taxes & fees
Book a stay at this business-friendly hotel in Middleton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.8/10 Excellent! (1,000 reviews)
No breakfast included but that’s ok. Room was clean & comfortable.

Reviewed on Dec 8, 2025

Opens in a new windowHilton Garden Inn Madison West/Middleton
Courtyard by Marriott Madison West Middleton

Courtyard by Marriott Madison West Middleton

3 out of 5
2266 Deming Way Middleton WI
The price is CA $117 per night from Jan 5 to Jan 6
CA $117
CA $133 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Middleton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,000 reviews)
Yes

Reviewed on Nov 30, 2025

Opens in a new windowCourtyard by Marriott Madison West Middleton
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Residence Inn by Marriott Madison West/Middleton

Residence Inn by Marriott Madison West/Middleton

3 out of 5
8400 Market St Middleton WI
The price is CA $121 per night from Jan 11 to Jan 12
CA $121
CA $138 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Middleton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Camp Randall Stadium and Capital ...
9.2/10 Wonderful! (553 reviews)
The staff is friendly & knowledgeable. The room is nice and spacious. Breakfast was tasty.

Reviewed on Nov 23, 2025

Opens in a new windowResidence Inn by Marriott Madison West/Middleton
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.

Best Middleton Flight and Hotel Packages

Middleton flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Price was CA $1,127, price is now CA $932 per person
CA $932
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Madison (MSN)
Madison Marriott South

Madison Marriott South

3.5 out of 5
Price was CA $1,192, price is now CA $1,036 per person
CA $1,036
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Madison (MSN)
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Price was CA $1,079, price is now CA $957 per person
CA $957
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Madison (MSN)
Don't see what you're looking for?
See all available trips from Vancouver to Middleton
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Need a car after flight to Middleton?

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

Which airlines fly to Middleton?
Is Middleton number one on your list of cities to travel to? We'd suggest booking a ticket with Delta Air Lines as soon as you work out your travel dates.
What airport is best to fly into Middleton?
There's no risk of ending up at the wrong airport in Middleton, as there's only one operating in the city. Dane County Regional Airport (MSN) is about 16 kilometers from the sights and sounds of the downtown area.
Where to stay in Middleton
Few things are as nice as crawling into bed after a big day of sightseeing. With 61 properties in Middleton, you can take your pick of the cushiest of them.After busy day of wandering the streets of Middleton, there's nothing nicer than coming home to a comfy room and a warm bed. The TownePlace Suites by Marriott Madison West/Middleton and the Holiday Inn Express And Suites Madison West - Middleton, an IHG Hotel are among Travelocity's top accommodations.
Places to visit in Middleton
0 Need some more ideas? 0 And that's not all. 0
How to get through airport security fast when traveling to Middleton
Your trip to Middleton begins as soon as you've satisfied the security checks. We've put together a list of handy tips to help you pass through quickly:

  • Be sure you know the whereabouts of your passport and boarding pass. You don't want to hold up the queue when you're asked to produce them.
  • You'll need to put your music on pause for a short while. Headphones must be taken off and placed in a bin to be X-rayed. The same goes for items such as belts and heavy jackets.
  • Digital cameras, laptops and other electronic devices must be placed in separate trays to be X-rayed.
  • Flying with a favorite cologne? As long as it's not bigger than 3.4 ounces (100 milliliters) and it's stored in a clear zip-lock bag, you can keep it in your carry-on luggage.
  • Hiking boots and other heavy shoes are typically X-rayed by airport security. Consider wearing simple sneakers instead.
  • Razors and knives are prohibited from entering the aircraft. Tuck them away in your checked luggage to avoid forfeiting them at the airport security checkpoint.

Plane Tickets To Middleton

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Middleton. Browse through our inventory to explore a wide range of cheap flights to Middleton to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Middleton as you anxiously await to exit the plane and explore what Middleton has to offer. Considering all the amazing local food and culture in Middleton, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Middleton to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Middleton without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Middleton with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Middleton today!

*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.