$74 Cheap flights to Kenosha County

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Top places to visit in Kenosha County

Kenosha Bay Town Skyline
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Kenosha

Kenosha
Rural County Park Wisconsin, stream winding through a woods and prairie, with a small foot bridge in the background. Panorama
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Pleasant Prairie

Pleasant Prairie
Autumn aspens and cottonwoods turn gold over Twin Lakes, in the Sawatch Mountains of Colorado, USA.
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Twin Lakes

Twin Lakes

Cheap flights to Kenosha County from $74 One Way, $188 Round Trip

$188 return flights and $74 one-way flights to Kenosha 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.

Tue, Aug 18 - Tue, Aug 25
MCO
Orlando
MKE
Milwaukee
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Orlando to Milwaukee, returning Tue, Aug 25, priced at $188 found 1 day ago
Tue, Aug 11 - Tue, Aug 18
MCO
Orlando
MKE
Milwaukee
$193 Roundtrip, found 20 hours ago
$193
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Orlando to Milwaukee, returning Tue, Aug 18, priced at $193 found 20 hours ago
Thu, Jul 2 - Tue, Jul 7
BOS
Boston
MKE
Milwaukee
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Jul 2 from Boston to Milwaukee, returning Tue, Jul 7, priced at $197 found 1 hour ago
Wed, Jul 22 - Sat, Jul 25
BOS
Boston
MKE
Milwaukee
$201 Roundtrip, found 4 hours ago
$201
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Jul 22 from Boston to Milwaukee, returning Sat, Jul 25, priced at $201 found 4 hours ago
Thu, Sep 3 - Wed, Sep 9
BOS
Boston
MKE
Milwaukee
$202 Roundtrip, found 13 hours ago
$202
Roundtrip
found 13 hours ago
Select United flight, departing Thu, Sep 3 from Boston to Milwaukee, returning Wed, Sep 9, priced at $202 found 13 hours ago
Wed, Sep 9 - Sat, Sep 12
BOS
Boston
MKE
Milwaukee
$207 Roundtrip, found 2 hours ago
$207
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Sep 9 from Boston to Milwaukee, returning Sat, Sep 12, priced at $207 found 2 hours ago
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Find The Perfect Hotel For After Your Flight

Score Epic Kenosha County Accommodation Deals

Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
7540 118th Ave Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $88 total per night from Jun 21 to Jun 22
$88 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this family-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (469 reviews)
"The hotel was ok. Most of the doors were propped open from hotel guests and the whole stairwell smelled like cigarettes. The room was ok. Floor had some bubble ups on certain spots and the toilet moved when you used it like it was loose from the ground. Overall it was ok for the price."

Reviewed on Jun 15, 2026

Opens in a new windowDays Inn by Wyndham Pleasant Prairie Kenosha
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
5706 8th Ave Kenosha WI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $135 total per night from Jun 21 to Jun 22
$135 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Kenosha. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,000 reviews)
"This hotel in an historic building is completely modern and beautifully decorated. We particularly enjoyed the front patio and ice cream store across the street. Perfect location if you want to visit the museums and walk downtown."

Reviewed on Jun 16, 2026

Opens in a new windowThe Stella Hotel & Ballroom
Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

2.5 out of 5
7220 122nd Ave Kenosha WI
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Jun 21 to Jun 22
$99 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,000 reviews)
"Very dusty and not well cleaned. Pool key was useless when the door is unlocked. Hotel door kept popping open if we didnt use the other locks to prevent it. Breakfast tasted 2 days old."

Reviewed on Jun 16, 2026

Opens in a new windowBest Western Executive Inn Kenosha/Pleasant Prairie
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Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
$219 nightly
The price is $248 total per night from Jun 21 to Jun 22
$248 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in ...
Opens in a new windowHarbor Shores on Lake Geneva
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

Kenosha County

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You can now book flights to Kenosha County on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Kenosha County flights.

Discounted tickets available for flights to Kenosha County

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Kenosha County flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Kenosha County flights

Discounted flights to Kenosha County ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Kenosha County. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Kenosha County flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Kenosha County?
With 12 airlines waiting to whisk you away to Kenosha County, finding the ideal flight will be a piece of cake. Reserve your ticket with one of these major carriers that operate services to O'Hare Intl. Airport (ORD):

  • United Airlines - 612 flights to Kenosha County per month
  • American Airlines - 339 flights to Kenosha County per month
  • Air Canada - 190 flights to Kenosha County per month

How much is a flight to Kenosha County?
Return fares fell as low as $188 this past week to Kenosha County, and went as high as $207. Some lucky travelers journeying out of Orlando (MCO) managed to bag one-way fares from just $74.
How to book the cheapest flight to Kenosha County?
With Orbitz, you'll uncover some of the most impressive flight deals around from a wide selection of airlines. But if you'd like to boost your chances of nabbing cheap flights to Kenosha County, here are a few pointers to consider:

  • Taking off from or arriving at other airports can be more cost-effective. Enter your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to see your options.
  • If your travel plans aren't set in stone, click on the 'Show flexible dates' option to see the flight deals for a range of departure dates. You may find an amazing fare.
  • You can also select the 'Show options' function to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd prefer to fly.
  • The early bird catches the most rewarding savings, so purchase your seats once you've settled on your travel dates. The most affordable fares get snapped up fast and prices climb as the departure date nears.
  • Bundle your flights, hotels and car rental into a package deal and score great discounts. Save your hard-earned money for things you're really excited about, like exploring Kenosha County.
  • Don't fly during the busy season if possible. By avoiding school vacations and summer, you can save loads on your airfare.

What is the best time to book a flight to Kenosha County?
On average, the cheapest month to book a seat is January. This is closely followed by February and August. When searching for a cheap flight to Kenosha County, it's always good to be ready to book. Cheap deals appear quickly and don't wait around!
What day of the week is the cheapest to book a flight to Kenosha County?
Land a fantastic flight deal by making a booking on a Tuesday, Wednesday or Saturday. These are typically the best days to land cheap tickets to Kenosha County.
What is the cheapest day of the week to fly to Kenosha County?
You can nab cheap flights to Kenosha County by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most costly airfares. Whether you prefer to save cash or fly on any day that's convenient, you'll always get a fabulous deal with Orbitz.
What is the cheapest month to fly to Kenosha County?
To pick up cheap flights to Kenosha County, you should pack your suitcase and take off in August. Orbitz data shows that this is generally a great month to save serious money on your ticket. If you're hoping to jet to Kenosha County during June, keep in mind that this is the most expensive time of year to take a trip.
Which airlines allow free cancellation?
Life changes, and we think your flight should be able to do the same. That's why Orbitz makes it a snap to search for flights with free cancellation and no change fees. Just enter your departure and arrival points and then select "Filter by flexible change policies." You can't beat that for peace of mind!
What do I need for the flight to Kenosha County?
There's nothing like jetting to a new place, but it pays to be prepared. This list of practical tips will help get your journey off to a great start:

  • Before you step on to the plane, you'll need to show some sort of government-issued ID, like a passport. You'll also need your ticket. If you're traveling with children, check with your airline about which documents they may need.
  • Make time fly by even quicker on your short hop by packing the right things. Think yummy snacks, bottled water and entertainment. If you want your journey to Kenosha County to pass nice and peacefully, put some headphones into your carry-on bag as well.
  • Whatever the weather outside, plane cabins can get chilly. Bring a light jacket on board to stop the goose bumps.

How do I get cheap first-class/business deals to Kenosha County?
There are ways of booking business or first-class fares to Kenosha County that won't burn a hole through your budget. Bag a seat in the pointy end of the plane for less with these useful tips:

  • Be flexible with your travel dates and hold out for deals on business or first-class airfares.
  • Look for a low-cost carrier that offers seats in business class. They often come with extra legroom and a glass of Champagne — and a more attractive price.
  • Make the most of your airline's loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction.

What is the best time to go to Kenosha County?
Tourists come from all over the place to visit Kenosha County in April, May and August. So if you love the idea of exploring this exciting destination in the busy season, this is the best time to go. As with many places in the Northern Hemisphere, summer commences June 20 in Kenosha County, with average daily temperatures hovering between 65 ºF and 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.