$66 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 $66 One Way, $101 Round Trip

$101 return flights and $66 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, Dec 3 - Mon, Dec 7
MCO
Orlando
MKE
Milwaukee
$101 Roundtrip, found 5 days ago
$101
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando to Milwaukee, returning Mon, Dec 7, priced at $101 found 5 days ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando
MKE
Milwaukee
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando to Milwaukee, returning Sun, Dec 6, priced at $114 found 4 days ago
Thu, Dec 24 - Thu, Dec 31
MCO
Orlando
MKE
Milwaukee
$178 Roundtrip, just found
$178
Roundtrip
just found
Select Sun Country Airlines flight, departing Thu, Dec 24 from Orlando to Milwaukee, returning Thu, Dec 31, priced at $178 just found
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 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
$82 nightly
The price is $92 total per night from Oct 1 to Oct 2
$92 total
Oct 1 - Oct 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
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
$89 nightly
The price is $101 total per night from Sep 20 to Sep 21
$101 total
Sep 20 - Sep 21
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)
"Great location Downtown. Love the rooftop bar."

Reviewed on Sep 18, 2026

Opens in a new windowThe Stella Hotel & Ballroom
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
$139 nightly
The price is $153 total per night from Oct 5 to Oct 6
$153 total
Oct 5 - Oct 6
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
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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
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $166 total per night from Sep 20 to Sep 21
$166 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,422 reviews)
"We had a balcony room overlooking Lake Geneva. My husband enjoyed the view of the lake as he sat on the balcony with his coffee every morning! We had a wonderful 4 nights there and would stay there again. It was so close to everything!"

Reviewed on Sep 17, 2026

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?

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

Kenosha County

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Kenosha County or any other low fare domestic or international air travel.

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Now it is even faster to find exclusive deals and book cheap Kenosha County flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Kenosha County's most popular attractions, best restaurants, and entertainment venues or check on your flights to Kenosha County and make changes to your itinerary while waiting in line for your latte.

Stay on Budget, Earn Miles with Bargain Kenosha County Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Kenosha County. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Kenosha County flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Kenosha County to your mobile phone or email.

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 $101 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 $66.
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.