$156 Cheap flights to Winnebago County

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Top places to visit in Winnebago County

A river winding through a forested landscape with scattered buildings.
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Forest City

Forest City

Cheap flights to Winnebago County from $156 One Way, $202 Round Trip

$202 return flights and $156 one-way flights to Winnebago 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, Jul 16 - Sun, Jul 19
ORD
Chicago
MCW
Mason City
$202 Roundtrip, found 3 days ago
$202
Roundtrip
found 3 days ago
Select United flight, departing Thu, Jul 16 from Chicago to Mason City, returning Sun, Jul 19, priced at $202 found 3 days ago
Thu, Jul 16 - Sun, Jul 19
ORD
Chicago
MCW
Mason City
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select United flight, departing Thu, Jul 16 from Chicago to Mason City, returning Sun, Jul 19, priced at $242 found 3 days ago
Thu, Jul 16 - Sun, Jul 19
ORD
Chicago
MCW
Mason City
$252 Roundtrip, found 17 hours ago
$252
Roundtrip
found 17 hours ago
Select United flight, departing Thu, Jul 16 from Chicago to Mason City, returning Sun, Jul 19, priced at $252 found 17 hours ago
Wed, Sep 16 - Wed, Sep 23
JAX
Jacksonville
MCW
Mason City
$383 Roundtrip, found 20 hours ago
$383
Roundtrip
found 20 hours ago
Select United flight, departing Wed, Sep 16 from Jacksonville to Mason City, returning Wed, Sep 23, priced at $383 found 20 hours ago
Fri, Jul 3 - Mon, Jul 6
ORD
Chicago
MCW
Mason City
$410 Roundtrip, found 2 days ago
$410
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jul 3 from Chicago to Mason City, returning Mon, Jul 6, priced at $410 found 2 days ago
Fri, Jul 3 - Mon, Jul 6
ORD
Chicago
MCW
Mason City
$440 Roundtrip, found 2 days ago
$440
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jul 3 from Chicago to Mason City, returning Mon, Jul 6, priced at $440 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ORDClear LakeJuly 3 to July 6$410
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Winnebago County Accommodation Deals

Cobblestone Inn & Suites - Forest City

Cobblestone Inn & Suites - Forest City

2.5 out of 5
1121 Hwy 69 North Forest City IA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Jun 30 to Jul 1
$85 total
Jun 30 - Jul 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Forest City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (384 reviews)
"Everything was tremendous"

Reviewed on Jun 28, 2026

Opens in a new windowCobblestone Inn & Suites - Forest City
Best Western Holiday Lodge

Best Western Holiday Lodge

3 out of 5
2023 7th Avenue N Clear Lake IA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Jul 5 to Jul 6
$98 total
Jul 5 - Jul 6
Total with taxes and fees
Stay at this hotel in Clear Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (661 reviews)
"My stay here was good and relaxing. I have no bad things to say about my stay here. just the cost could be alittle less for I found a cheaper Hotel in town not far from this one."

Reviewed on Jun 27, 2026

Opens in a new windowBest Western Holiday Lodge
Americas Best Value Inn Clear Lake

Americas Best Value Inn Clear Lake

2 out of 5
1306 North 25th Street Clear Lake IA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Jun 29 to Jun 30
$78 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Clear Lake. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
7/10 Good! (926 reviews)
"Hotel had a smell, couldn’t figure out what it was. Bed was very hard. Somewhat on the noisy side for a weekend. I guess you get what you pay for."

Reviewed on Jun 15, 2026

Opens in a new windowAmericas Best Value Inn Clear Lake
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Microtel Inn & Suites By Wyndham Clear Lake

Microtel Inn & Suites By Wyndham Clear Lake

2.5 out of 5
1305 N 25th St Clear Lake IA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Jul 12 to Jul 13
$85 total
Jul 12 - Jul 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Clear Lake. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,005 reviews)
"Everything was clean and maintained. The breakfast was great. Staff was helpful."

Reviewed on Jun 27, 2026

Opens in a new windowMicrotel Inn & Suites By Wyndham Clear Lake
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

Winnebago County

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Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Winnebago County and Winnebago County flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Winnebago County?
Browse the deals from the 12 airlines that provide services to Winnebago County. Whether you'd love to get super comfy in first class or save dollars in economy, they'll have a seat for you. Make your way to Minneapolis - St. Paul Intl. Airport (MSP) with one of these trusted carriers:

  • Delta - 197 flights to Winnebago County per month
  • Air Canada - 70 flights to Winnebago County per month
  • Icelandair - 8 flights to Winnebago County per month

How much is a flight to Winnebago County?
Last week, prices fluctuated between $202 and $440 for a round-trip fare to Winnebago County. Tickets one-way originating from Chicago (ORD) fell to a low $156 during the same period.
How to book the cheapest flight to Winnebago County?
Scoring cheap flights to Winnebago County is as simple as booking your ticket with Orbitz. But if you'd like to make sure you're grabbing the best flight deals around, here are a few tips worth following:

  • Taking off from or arriving at other airports can sometimes be more affordable. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' link to scan the flight deals across different departure dates. Go with any suitable cheaper fare you find.
  • To refine your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose your preferred flight times under 'Sort & Filter' to the left.
  • Reserve your airfare as soon as you've sorted your travel dates. While you can get lucky on occasion, flights rarely get more affordable as your departure date gets closer.
  • Consider combining your hotels, flights and car rental into a package deal with Orbitz to save cash.
  • Flying during the busy season can mean pricey airfares. Try to vacation outside of popular periods, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Winnebago County?
Catch a bargain and book your tickets to Winnebago County in January. If you've missed this month, don't worry. February and August often have affordable airfares as well. Make sure you don't snooze on a sale though — cheap flights pop up and vanish in a flash!
What day of the week is the cheapest to book a flight to Winnebago County?
To find a great flight deal, make a booking on a Tuesday, Wednesday or Saturday. These are usually the cheapest days of the week to purchase seats to Winnebago County.
What is the cheapest day of the week to fly to Winnebago County?
You can pick up cheap flights to Winnebago 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 money or start your trip on whichever day is convenient, you'll always find a great deal with Orbitz.
What is the cheapest month to fly to Winnebago County?
We won't keep you guessing — according to Orbitz data, August is generally the most affordable month to fly. Ideal for those who crave a weekend getaway or just an escape from it all before the weather turns. The least affordable time to fly is in the middle of summer, with fares at their highest in June.
Which airlines allow free cancellation?
If you're worried your travel plans could change, Orbitz can help you lock in a flexible ticket. All you have to do is choose "Filter by flexible change policies" when searching for your Winnebago County flights. We'll show you airlines that include free cancellation within 24 hours and no change fees — in addition to our awesome low prices.
What do I need for the flight to Winnebago County?
There's nothing more exciting than flying off to a cool new destination, but it's good to be prepared. This list of useful tips will help get your journey off to a flying start:

  • Before you board the plane, you'll need to show proof of identification, such as your passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they require — if any.
  • Make time fly by even faster on your short flight by packing the right things. Think a water bottle, snacks and entertainment. If you want your trip to Winnebago County to pass quietly, throw some noise-canceling headphones in your bag as well.
  • Whatever the weather outside, plane cabins can get chilly. Take a sweater on board to stop the goose bumps.

How do I get cheap first-class/business deals to Winnebago County?
Smart travelers know how to find first or business-class fares to Winnebago County that don't cost an arm and a leg. You can do the same with these useful tips:

  • Being flexible isn't just a yoga thing. Have some room to move around your travel dates so you can pick up more affordable airfares when a sale comes along.
  • Low-cost airlines offer business-class seats at a fraction of the usual cost. Skip the full-service carriers and fly with one these cheaper options.
  • Make the most of your airline's loyalty scheme and upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

What is the best time to go to Winnebago County?
Anytime is a wonderful time to head to Winnebago County, though March, August and September are the most popular months. As with most of the Northern Hemisphere, the summer season commences June 20. If you'd like to get around in a light T-shirt than a heavy winter jacket, this time of year would suit you nicely. Expect average daytime highs of 75 ºF and nighttime lows around 60 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.