Flights To Waukesha County - Cheap Flights Starting at CA $143

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Jet to one of Waukesha County's top cities

A modern architectural structure with a curved roof and glass facade.

Milwaukee

Flights
Milwaukee
A calm lake with a boat in the distance, surrounded by trees and a cloudy sky.

Mukwonago

Flights
Mukwonago

How Much Does it Cost To Fly To Waukesha County?

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

Wed, Aug 26 - Tue, Sep 1
BOS
Logan Intl.
MKE
General Mitchell Intl.
CA $286 Roundtrip, found 4 days ago
CA $286
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Aug 26 from Logan Intl. to General Mitchell Intl., returning Tue, Sep 1, priced at CA $286 found 4 days ago
Wed, Aug 5 - Tue, Aug 11
BOS
Logan Intl.
MKE
General Mitchell Intl.
CA $302 Roundtrip, found 18 hours ago
CA $302
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Wed, Aug 5 from Logan Intl. to General Mitchell Intl., returning Tue, Aug 11, priced at CA $302 found 18 hours ago
Thu, Aug 27 - Tue, Sep 1
BOS
Logan Intl.
MKE
General Mitchell Intl.
CA $322 Roundtrip, found 4 days ago
CA $322
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Aug 27 from Logan Intl. to General Mitchell Intl., returning Tue, Sep 1, priced at CA $322 found 4 days ago
Fri, Sep 4 - Sun, Sep 6
BOS
Logan Intl.
MKE
General Mitchell Intl.
CA $423 Roundtrip, found 5 days ago
CA $423
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Fri, Sep 4 from Logan Intl. to General Mitchell Intl., returning Sun, Sep 6, priced at CA $423 found 5 days ago
Fri, Aug 21 - Mon, Aug 24
BOS
Logan Intl.
MKE
General Mitchell Intl.
CA $505 Roundtrip, found 20 hours ago
CA $505
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Fri, Aug 21 from Logan Intl. to General Mitchell Intl., returning Mon, Aug 24, priced at CA $505 found 20 hours ago
Fri, Jul 17 - Fri, Jul 24
BOS
Logan Intl.
MKE
General Mitchell Intl.
CA $519 Roundtrip, found 6 days ago
CA $519
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Jul 17 from Logan Intl. to General Mitchell Intl., returning Fri, Jul 24, priced at CA $519 found 6 days ago
Tue, Aug 18 - Tue, Aug 25
YVR
Vancouver Intl.
MKE
General Mitchell Intl.
CA $524 Roundtrip, found 16 hours ago
CA $524
Roundtrip
found 16 hours ago
Select WestJet flight, departing Tue, Aug 18 from Vancouver Intl. to General Mitchell Intl., returning Tue, Aug 25, priced at CA $524 found 16 hours ago
Fri, Sep 11 - Fri, Sep 18
YYZ
Pearson Intl.
MKE
General Mitchell Intl.
CA $532 Roundtrip, found 19 hours ago
CA $532
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Sep 11 from Pearson Intl. to General Mitchell Intl., returning Fri, Sep 18, priced at CA $532 found 19 hours ago
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
4.0-star property

Level Chicago - River North

Jul 20 - Jul 22

2 night stay

Toronto (YYZ) to Chicago (ORD)

American Airlines • Non-stop roundtrip • Coach
Price was CA $1,806, price is now CA $1,234 per person
CA $1,234
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Sep 16 - Sep 22

6 night stay

Edmonton (YEG) to Chicago (ORD)

United • Non-stop • Coach

Chicago (ORD) to Edmonton (YEG)

Air Canada • Non-stop • Coach
Price was CA $8,482, price is now CA $5,353 per person
CA $5,353
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 24 - Sep 28

4 night stay

Toronto (YYZ) to Chicago (ORD)

Air Canada • Roundtrip • Coach
Price was CA $1,929, price is now CA $1,342 per person
CA $1,342
per person
found 1 day ago
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Travelers ❤️ These Waukesha County 🏨

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Mayfair Mall are located nearby.
8.4/10 Very good! (954 reviews)
"My wife and I came to town for a Brewers game.The room was clean and the bed was very comfortable. The bathroom was a little small, but was adequate for the 2 of us. Lots of parking. We really enjoyed all the different restaurants that were in the he vicinity of the hotel."

Reviewed on Jul 8, 2026

Opens in a new windowSheraton Milwaukee Brookfield Hotel
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Springs Water Park and Pewaukee Golf Club are located nearby.
8.6/10 Excellent! (865 reviews)
"Nice Bar over priced food the rooms are spacious but need to be updated with better funiture for what the price is"

Reviewed on Jul 7, 2026

Opens in a new windowThe Ingleside Hotel
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
9/10 Wonderful! (1,315 reviews)
"Great clean hotel, in a great location with friendly staff. I will stay here again!"

Reviewed on Jul 8, 2026

Opens in a new windowEmbassy Suites by Hilton Milwaukee Brookfield
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Studio 6 Extended Stay Milwaukee Brookfield WI

Studio 6 Extended Stay Milwaukee Brookfield WI

3 out of 5
325 N Brookfield Rd Brookfield WI
Stay at this hotel in Brookfield. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Milwaukee County Zoo and Mayfair Mall are located nearby.
7.4/10 Good! (1,009 reviews)
"I was hit for a deposit when I arrived and was told it would be returned upon departure almost 36hr later still no deposit I had to go out a buy my own toiletries they ran out maid didn't come and change our garbage nor offered to clean the room on our 2nd day not a good hotel"

Reviewed on Jul 7, 2026

Opens in a new windowStudio 6 Extended Stay Milwaukee Brookfield WI
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 Waukesha County?
Based on prices found over the last seven days, a roundtrip flight to Waukesha County started at as little as CA $286. If you can be flexible with your dates, it's easier to snap up a great bargain. This price was available on Travelocity for flights to Waukesha County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Waukesha County?
If you have your heart set on a break in Waukesha County, August is the cheapest month to take to the skies. This is according to Travelocity's direct return flight demand between January and December last year. Pick your ideal travel dates and secure your seat today.
How can I check my flight status to Waukesha County?
There are a couple of ways you can look up your flight status. You'll discover all the details you need in our Trips portal, which is located at the top of our homepage. Sign in or create a new account — you'll then be able to browse and amend your bookings whenever you want to. If you're already traveling, the Travelocity app can also help you look up the status of your flight to Waukesha County, as well as share travel details with any members of your family flying with you.
How do I find the best deals on flights to Waukesha County?
Be flexible with your travel dates and you might just find a sensational deal. After you've searched for flights on Travelocity, click "Flexible dates" at the top of the page to reveal prices for surrounding days. Also try to book ahead of time and avoid busy peak periods. In the last seven days, the best price for a return flight to Waukesha County was CA $286. 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 Waukesha County with Travelocity?
From cheap family flights to rental cars and hotels, Travelocity is your one-stop shop for awesome adventures. With everything at your fingertips, you can spend more time preparing for the wonderful things that are waiting for you in Waukesha County and less time on travel planning. Plus with our Price Match Guarantee and 24/7 customer support, we do our best to make your next vacation the most memorable one yet.
What are the most popular flight routes to Waukesha County?
Take a look at these top flight routes to Waukesha County and start planning your next great escape:

  • Chicago, IL (ORD-O'Hare Intl.) to General Mitchell Intl. Airport (MKE) - 2,054 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to General Mitchell Intl. Airport (MKE) - 1,291 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to General Mitchell Intl. Airport (MKE) - 1,178 flights a month.

How much is a flight to Waukesha County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Waukesha County cost between CA $286 and CA $532. When you're ready to go, Travelocity will help you find a fare that'll match your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.