$64 Cheap flights to Washington County

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Cheap flights to Washington County from $64 One Way, $138 Round Trip

$138 return flights and $64 one-way flights to Washington 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, Jan 21 - Thu, Jan 28
MCO
Orlando
MKE
Milwaukee
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 21 from Orlando to Milwaukee, returning Thu, Jan 28, priced at $138 found 1 day ago
Thu, Dec 24 - Fri, Jan 1
MCO
Orlando
MKE
Milwaukee
$188 Roundtrip, found 6 hours ago
$188
Roundtrip
found 6 hours ago
Select Sun Country Airlines flight, departing Thu, Dec 24 from Orlando to Milwaukee, returning Fri, Jan 1, priced at $188 found 6 hours ago
Tue, Dec 1 - Sat, Dec 5
BOS
Boston
MKE
Milwaukee
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Dec 1 from Boston to Milwaukee, returning Sat, Dec 5, priced at $257 found 5 days ago
Tue, Dec 1 - Sat, Dec 5
BOS
Boston
MKE
Milwaukee
$262 Roundtrip, found 5 days ago
$262
Roundtrip
found 5 days ago
Select United flight, departing Tue, Dec 1 from Boston to Milwaukee, returning Sat, Dec 5, priced at $262 found 5 days ago
Wed, Dec 16 - Wed, Dec 23
EWR
New York
MKE
Milwaukee
$267 Roundtrip, found 7 hours ago
$267
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Dec 16 from New York to Milwaukee, returning Wed, Dec 23, priced at $267 found 7 hours ago
Fri, Jan 22 - Mon, Jan 25
DAL
Dallas
MKE
Milwaukee
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Jan 22 from Dallas to Milwaukee, returning Mon, Jan 25, priced at $297 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MSPMilwaukeeNovember 14 to November 15$351
SEAMilwaukeeNovember 13 to December 10$446
TPAMilwaukeeNovember 14 to November 16$459
PHXMilwaukeeNovember 15 to December 29$505
PHLMilwaukeeNovember 15 to November 18$510
MCOMilwaukeeNovember 15 to November 23$522
DALMilwaukeeNovember 13 to November 15$627
ATLMilwaukeeNovember 15 to November 18$644
LAXMilwaukeeNovember 14 to November 16$665
DENMilwaukeeNovember 14 to November 16$736
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Washington County Accommodation Deals

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $93 total per night from Nov 24 to Nov 25
$93 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,580 reviews)
"Fix up the entrance to the parking garage."

Reviewed on Nov 7, 2026

Opens in a new windowHyatt Regency Milwaukee
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
$80 nightly
The price is $93 total per night from Nov 9 to Nov 10
$93 total
Nov 9 - Nov 10
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 ...
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 Nov 15 to Nov 16
$100 total
Nov 15 - Nov 16
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
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Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $131 total per night from Nov 30 to Dec 1
$131 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9.6/10 Exceptional! (2,438 reviews)
"Staff was excellent close to everything downtown."

Reviewed on Nov 6, 2026

Opens in a new windowDrury Plaza Hotel Milwaukee Downtown
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?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Washington County?
With 12 airlines flying to General Mitchell Intl. Airport (MKE), you'll be exploring every corner of Washington County before long. Picking a flight that suits your travel plans is easy as pie. Compare the available fares from these well-known carriers and enjoy a smooth landing at General Mitchell Intl. Airport (MKE):

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

How much is a flight to Washington County?
Prices for return flights to Washington County this past week fluctuated from $138 to $736. If you were flying one-way from Orlando (MCO), you could have bagged prices from as low as $64.
How to book the cheapest flight to Washington County?
Using Orbitz, you'll find some of the most impressive flight deals around from a great range of airlines. But if you'd love to heighten your chances of scoring cheap flights to Washington County, here are some suggestions designed to help:

  • Taking off from or arriving at other airports can sometimes help you cut costs. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to look through your options.
  • If you're flexible with your schedule, click on the 'Show flexible dates' link. You'll see the flight deals for the days either side of your selected departure. Airfares often vary depending on the day of the week.
  • To fine tune your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • Book your fare as soon as you've worked out your travel dates. While you can get lucky once in a while, airfares rarely fall in price as your departure date approaches.
  • Think about bundling your flights, hotels and car rentals into an Orbitz package — the more you book, the more you save.
  • Flying during the busy season means costly airfares. Try to plan your trip outside of popular dates, such as Christmas, New Year's Eve and Easter.

What is the best time to book a flight to Washington County?
Book in January, February or August for unbeatable fares to Washington County. Once you've tracked down a bargain, lock it in — cheap flights are known to appear and then vanish in an instant.
What day of the week is the cheapest to book a flight to Washington County?
To land a fantastic flight deal, make a booking on a Tuesday, Wednesday or Saturday. These are usually the cheapest days of the week to book flights to Washington County.
What is the cheapest day of the week to fly to Washington County?
You can grab cheap flights to Washington County by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly airfares. Whether you prefer to save a bundle or take off on whichever day is convenient, you'll always find a great deal with Orbitz.
What is the cheapest month to fly to Washington County?
Fly during August if you're on a tight budget. Orbitz data has found that it's generally the best month for cheap flights to Washington County. June is when prices hit their peak.
Which airlines allow free cancellation?
Life changes, and your flight should be able to as well. That's why Orbitz makes it a snap to search for flights with no change fees and free cancellation. Just enter your departure and arrival points and then click on "Filter by flexible change policies." That's what we call peace of mind!
What do I need for the flight to Washington County?
There's nothing like jetting to a new place, but it's wise to be prepared. The following useful tips will help get your journey off to a good start:

  • Whether you print it out at home or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some kind of government-issued ID. If you're flying internationally, make sure your passport is valid.
  • Take some activities to keep you busy on your journey to Washington County. Books, magazines and electronic devices like laptops and e-readers are all good. Make sure you take a refillable water bottle with you as well. Even on short flights, it's important to keep well-hydrated.
  • Whatever the weather outside, plane cabins can get chilly. Bring a sweater on board to keep yourself comfortable.

How do I get cheap first-class/business deals to Washington County?
Smart travelers have a talent for finding business or first-class fares to Washington County that don't cost an arm and a leg. Take their lead with these handy hints:

  • Be more flexible with your travel dates and hold out for huge sales on business or first-class airfares.
  • Budget airlines offer first or business-class seats at a fraction of the usual price. Give the full-service carriers a miss and fly with one these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade with frequent flyer loyalty programs.

What is the best time to go to Washington County?
If you'd like to soak up the atmosphere of Washington County in peak season, May, June and July are the top months to visit. June 20 marks the beginning of summer in the Northern Hemisphere and is a wonderful time to travel if you're fond of the great outdoors. At this time of year, average daily temperatures range from 60 ºF to 75 ºF.

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.