$64 Cheap flights to Kenosha County

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Top places to visit in Kenosha County

An aerial view of a coastal city with a marina filled with boats, a lighthouse, and a large body of water.
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Kenosha

Kenosha
A pond surrounded by grass and trees, with a wooden bridge in the background.
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Pleasant Prairie

Pleasant Prairie
A mountain lake with autumn foliage and rugged terrain.
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Twin Lakes

Twin Lakes

Cheap flights to Kenosha County from $64 One Way, $128 Round Trip

$128 return flights and $64 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.

Thu, Nov 19 - Mon, Nov 23
MCO
Orlando
MKE
Milwaukee
$128 Roundtrip, found 15 hours ago
$128
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Nov 19 from Orlando to Milwaukee, returning Mon, Nov 23, priced at $128 found 15 hours ago
Thu, Dec 24 - Wed, Dec 30
MCO
Orlando
MKE
Milwaukee
$143 Roundtrip, found 12 hours ago
$143
Roundtrip
found 12 hours ago
Select Sun Country Airlines flight, departing Thu, Dec 24 from Orlando to Milwaukee, returning Wed, Dec 30, priced at $143 found 12 hours ago
Fri, Dec 25 - Fri, Jan 1
MCO
Orlando
MKE
Milwaukee
$168 Roundtrip, found 18 hours ago
$168
Roundtrip
found 18 hours ago
Select Sun Country Airlines flight, departing Fri, Dec 25 from Orlando to Milwaukee, returning Fri, Jan 1, priced at $168 found 18 hours ago
Sat, Nov 14 - Mon, Nov 16
MCO
Orlando
MKE
Milwaukee
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Nov 14 from Orlando to Milwaukee, returning Mon, Nov 16, priced at $217 found 1 hour ago
Sat, Feb 13 - Wed, Feb 17
PHX
Phoenix
MKE
Milwaukee
$233 Roundtrip, found 1 day ago
$233
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 13 from Phoenix to Milwaukee, returning Wed, Feb 17, priced at $233 found 1 day ago
Sat, Nov 14 - Mon, Nov 16
MCO
Orlando
MKE
Milwaukee
$237 Roundtrip, found 1 hour ago
$237
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Nov 14 from Orlando to Milwaukee, returning Mon, Nov 16, priced at $237 found 1 hour ago

Find The Perfect Hotel For After Your Flight

Score Epic Kenosha County Accommodation Deals

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
$77 nightly
The price is $87 total per night from Nov 1 to Nov 2
$87 total
Nov 1 - Nov 2
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 ...
Opens in a new windowBest Western Executive Inn Kenosha/Pleasant Prairie
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

2.5 out of 5
7011 122nd Ave Kenosha WI
Fully refundable
$84 nightly
The price is $96 total per night from Oct 18 to Oct 19
$96 total
Oct 18 - Oct 19
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 helpful staff and the clean ...
8.6/10 Excellent! (1,006 reviews)
"Everything was great except that there were people in the pool after 11pm who were very loud, enough to disrupt my sleep for a bit."

Reviewed on Oct 9, 2026

Opens in a new windowCountry Inn & Suites by Radisson Kenosha - Pleasant Prairie
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
$78 nightly
The price is $88 total per night from Oct 22 to Oct 23
$88 total
Oct 22 - Oct 23
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! (1,002 reviews)
"Excellent room, very clean. Bar, Restaurant, Patio......all great. No pool or hottub."

Reviewed on Oct 8, 2026

Opens in a new windowThe Stella Hotel & Ballroom
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Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $143 total per night from Oct 26 to Oct 27
$143 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Opens in a new windowAbbey Resort and Avani Spa
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

$29

$104 total
found 2 hours ago
Special Dealer's Choice

Economy

Kia Rio
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Kia Rio

$30

$108 total
found 2 hours ago
Economy Kia Rio

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Nissan Versa

$30

$108 total
found 2 hours ago
Compact Nissan Versa

Midsize

Toyato Corolla
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Toyato Corolla

$31

$104 total
found 2 hours ago
Midsize Toyato Corolla
Lowest prices found within the past 2 hours. Prices and availability subject to change. Additional terms may apply.

Kenosha County

Finding cheap flights to Kenosha County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Kenosha County flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Kenosha County through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Kenosha County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Kenosha County flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Kenosha County with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

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 $128 this past week to Kenosha County, and went as high as $237. Some lucky travelers journeying out of Orlando (MCO) managed to bag one-way fares from just $64.
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.