$66 Cheap flights to Waukesha County

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Top places to visit in Waukesha County

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

Milwaukee
A boat on a calm lake with a forested shoreline in the background.
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Oconomowoc

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

Mukwonago

Mukwonago

Cheap flights to Waukesha County from $66 One Way, $101 Round Trip

$101 return flights and $66 one-way flights to Waukesha County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 3 - Mon, Dec 7
MCO
Orlando
MKE
Milwaukee
$101 Roundtrip, found 6 days ago
$101
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando to Milwaukee, returning Mon, Dec 7, priced at $101 found 6 days ago
Thu, Dec 24 - Thu, Dec 31
MCO
Orlando
MKE
Milwaukee
$178 Roundtrip, found 11 hours ago
$178
Roundtrip
found 11 hours ago
Select Sun Country Airlines flight, departing Thu, Dec 24 from Orlando to Milwaukee, returning Thu, Dec 31, priced at $178 found 11 hours ago
Wed, Oct 14 - Tue, Oct 20
PHX
Phoenix
MKE
Milwaukee
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Phoenix to Milwaukee, returning Tue, Oct 20, priced at $207 found 1 day ago
Sat, Nov 7 - Mon, Nov 9
MCO
Orlando
MKE
Milwaukee
$217 Roundtrip, found 3 hours ago
$217
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Nov 7 from Orlando to Milwaukee, returning Mon, Nov 9, priced at $217 found 3 hours ago
Sat, Nov 7 - Mon, Nov 9
MCO
Orlando
MKE
Milwaukee
$237 Roundtrip, found 3 hours ago
$237
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Nov 7 from Orlando to Milwaukee, returning Mon, Nov 9, priced at $237 found 3 hours ago
Sat, Nov 7 - Mon, Nov 9
MCO
Orlando
MKE
Milwaukee
$237 Roundtrip, found 3 hours ago
$237
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Nov 7 from Orlando to Milwaukee, returning Mon, Nov 9, priced at $237 found 3 hours ago

Find The Perfect Hotel For After Your Flight

Score Epic Waukesha County Accommodation Deals

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $90 total per night from Sep 20 to Sep 21
$90 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,597 reviews)
"I stay at this hotel a couple of times a month and the rooms need an upgrade - - mainly the bathroom. There have been a few hairs on the walls of the tub/shower."

Reviewed on Sep 16, 2026

Opens in a new windowAmericInn by Wyndham Brookfield
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Sep 20 to Sep 21
$100 total
Sep 20 - Sep 21
Total with taxes and fees
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 ...
Opens in a new windowSheraton Milwaukee Brookfield Hotel
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $141 total per night from Sep 27 to Sep 28
$141 total
Sep 27 - Sep 28
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,390 reviews)
"Love the evening reception. The room iss very comfortable. I wish there was a sign indicating where the ice machine is on the first floor. I have difficulty walking and looked around for it and finally went to front desk. They were very friendly and explained it was all the way down the back hallway ..."

Reviewed on Sep 18, 2026

Opens in a new windowEmbassy Suites by Hilton Milwaukee Brookfield
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Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3 out of 5
1250 S Moorland Rd Brookfield WI
Fully refundable
$98 nightly
The price is $113 total per night from Oct 2 to Oct 3
$113 total
Oct 2 - Oct 3
Total with taxes and fees
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 pool in ...
8.8/10 Excellent! (1,474 reviews)
"Room was clean."

Reviewed on Sep 16, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Milwaukee West (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.

Need a Car For After Your Flight?

Special

Dealer's Choice
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Dealer's Choice

$12

$62 total
found 1 day ago
Special Dealer's Choice

Economy

Kia Rio
  • 5 people
  • Unlimited mileage
SCHILLER PARK, USA
Kia Rio

$12

$62 total
found 1 day ago
Economy Kia Rio

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
SCHILLER PARK, USA
Toyota Corolla

$13

$64 total
found 1 day ago
Midsize Toyota Corolla

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
SCHILLER PARK, USA
Nissan Versa

$13

$64 total
found 1 day ago
Compact Nissan Versa

Waukesha County

Reach your destination without breaking your budget by booking your flights to Waukesha County using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Waukesha County Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Waukesha County flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Waukesha County. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Waukesha County, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Waukesha County flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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Frequently asked questions

Which airlines fly to Waukesha County?
You're spoiled for choice with 12 popular airlines that jet into General Mitchell Intl. Airport (MKE). Compare airfares and find yourself a cheap flight to Waukesha County with one of these domestic carriers:

  • Delta - 277 flights to Waukesha County per month
  • Southwest Airlines - 248 flights to Waukesha County per month
  • United Airlines - 239 flights to Waukesha County per month

What is the best airport to fly to in Waukesha County?
Fly into General Mitchell Intl. Airport (MKE), the main entry point to Waukesha County. Booking your flight to this region doesn't get much easier than that.
How much is a flight to Waukesha County?
Round-trip flights to Waukesha County this last week ranged from $101 to $237. If you were traveling one-way out of Orlando (MCO), you could have nabbed prices from as low as $66.
How to book the cheapest flight to Waukesha County?
Picking up cheap flights to Waukesha County is as easy as booking your ticket with Orbitz. But if you'd love to make sure you're nabbing the best flight deals around, here are a few tips worth following:

  • Consider nearby airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list any available options.
  • Also, click on the 'Show flexible dates' link and you'll see the airfares on days either side of your selected departure. It's possible to score cheaper flight deals if you're flexible with your dates.
  • Select 'Show options' to narrow down your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • The early bird catches the most rewarding savings, so book as soon as you know your travel dates. The cheapest fares sell out quickly and prices normally climb as the departure date gets closer.
  • Consider bundling your flights, hotels and car rental with Orbitz to get more for your money.
  • Flying during busier seasons can mean steep airfares. If possible, plan your vacation outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

How long is a flight to Waukesha County?
Your city of origin, which airport you fly out of and whether you have a layover — flight times depend on many things. But we've put together the average times for some popular routes to Waukesha County:

  • Chicago, IL (ORD-O'Hare Intl.) to General Mitchell Intl. Airport (MKE) - 53 minutes
  • Denver, CO (DEN-Denver Intl.) to General Mitchell Intl. Airport (MKE) - 2 hours and 15 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to General Mitchell Intl. Airport (MKE) - 2 hours

What is the best time to book a flight to Waukesha County?
Generally speaking, January is the best time to purchase your plane ticket. This is followed by February and August. Keep this in mind while you look for a cheap flight to Waukesha County.
What day of the week is the cheapest to book a flight to Waukesha County?
When it comes to cheap fares to Waukesha County, the best days to book are generally Tuesdays, Wednesdays and Saturdays. An unbeatable flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Waukesha County?
Consider going early in the week to get cheap flights to Waukesha County. Orbitz data from 2020 suggests Monday is typically the most affordable day to fly out, followed by Tuesday. Saturday was found to have the most expensive airfares. This is possibly because most travelers prefer to start their break when the weekend rolls around.
What is the cheapest month to fly to Waukesha County?
Based on Orbitz data, you'll want to fly out in August. This is generally an excellent month to land cheap flights to Waukesha County. Bear in mind that the most expensive time to take off is in the month of June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, select "Filter by flexible change policies." This filter will quickly find all the airlines offering free cancellation within 24 hours of booking and no change fees. Relax knowing that if things change, your reservation can too.
What do I need for the flight to Waukesha County?
The trick to a comfortable flight is preparation. Here are some handy tips to help you get ready for your adventure:

  • Whether you print it out or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some type of government-issued photo ID. If you're traveling internationally, make sure your passport is valid.
  • Take some activities to keep you busy on your trip to Waukesha County. Books and electronic gadgets like tablets and e-readers are ideal. Be sure to take a refillable water bottle as well. Even on short flights, it's important to keep hydrated.
  • Even if you're traveling in the height of summer, take a sweater or cardigan on board with you. Airplane cabins can get downright chilly.

How many direct flights are there to Waukesha County?
Every month, there are 185 direct flights to Waukesha County. Choose from a range of airlines, including Delta Air Lines, Southwest Airlines and United Airlines. Other airlines that jet to Waukesha County nonstop are American Airlines, Frontier Airlines and JetBlue Airways.
How do I get cheap first-class/business deals to Waukesha County?
If you think a first or business-class airfare is beyond your grasp, you may want to think again. Here are some top tips to help you book a premium flight to Waukesha County for a whole lot less:

  • Flexibility is key. By being open to different travel dates, you'll have better odds of spotting a sale on business or first-class airfares.
  • Many budget carriers have superb business-class seating that doesn't cost the earth.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You can also try upgrading with points earned through a flight loyalty program.

What is the best time to go to Waukesha County?
Waukesha County is a busy place in May, June and July. If you're planning to visit during these months, it would be wise to book early to ensure you score the most rewarding deals. Want to know what the summer's like in Waukesha County? Average daily temperatures typically hover between 60 ºF and 75 ºF. Like many destinations in the Northern Hemisphere, summer kicks off June 20 here.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.