$29 Cheap Flights to Windsor, MO

Flights to Windsor at a glance

Traveling to Windsor is easy; you can select from a range of full-service or budget airlines. Compare flight times and choose the option that aligns with your budget, schedule, and plans to discover the city's renowned attractions and neighborhoods.

• Major airport near Windsor: Kansas City International Airport (MCI)
• Flights per week: 3,200+ flights arriving at Windsor airport
• Number of airlines that fly to Windsor: around 40+ carriers

Popular airport near Windsor

Windsor is a charming city perfect for outdoor enthusiasts, scenic views, and family getaways. Travelers flock to Windsor for its romantic ambiance, thrilling adventures, and business opportunities, all conveniently accessible through a major airport serving the area.

• Kansas City International Airport (MCI): Situated in Platte County, Missouri, approximately 83 miles from Windsor, this airport facilitates both domestic and international travel, linking to over 210 domestic locations and more than 105 international spots. Passengers can opt for upgrades to first class, premium economy, or business class seating for enhanced comfort, depending on the airline and specific routes. Notable airlines operating here include American Airlines, Southwest Airlines, and Delta.

Top routes to Windsor

• Denver (DEN) to Windsor (MCI), with one-way tickets available from around $50
• New York (JFK/LGA) to Windsor (MCI), with one-way flight options from around $100
• Los Angeles (LAX) to Windsor (MCI), with one-way flight options from around $90
• Chicago (ORD/MDW) to Windsor (MCI), with one-way flight options from around $70
• Seattle (SEA) to Windsor (MCI), with one-way flight options from around $100

Cheapest routes to Windsor

• St. Louis (STL) to Windsor (MCI), with low one-way fares from around $50
• Denver (DEN) to Windsor (MCI), with low-cost one-way tickets from around $50
• Atlanta (ATL) to Windsor (MCI), with budget one-way fares from around $60
• Phoenix (PHX) to Windsor (MCI), with budget one-way fares from around $65
• Chicago (ORD/MDW) to Windsor (MCI), with low-cost one-way tickets from around $70

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Windsor

• American Airlines: Operating flights to Kansas City International Airport (MCI), this airline represents approximately 28% of arrivals in Windsor. The typical one-way fare hovers around $320, with the possibility of first-class service based on the route.
• Delta: With routes to Kansas City International Airport (MCI), Delta accounts for nearly 24% of arrivals to Windsor. Average one-way fares are around $300, and depending on the route, premium services may include both premium economy and first class.
• Southwest Airlines: Serving Kansas City International Airport (MCI), Southwest Airlines covers about 24% of arrivals to Windsor. Passengers can anticipate an average one-way fare of roughly $240.
• United: Flying into Kansas City International Airport (MCI), United contributes around 18% of arrivals to Windsor. The average one-way fare is about $320, with first-class service potentially available based on the specific route.
• Frontier Airlines: Operating flights to Kansas City International Airport (MCI), Frontier Airlines accounts for roughly 3% of arrivals in Windsor. Travelers can expect average one-way fares around $150, making it a budget-friendly option.

Best time to fly to Windsor

The most popular months for travelers to fly to Windsor are January, March, and April, when peak temperatures in Windsor can reach up to 55°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 70.3°F and typically the lowest average one-way fare (around $229), roughly 10% cheaper than the yearly average. Looking for additional cheaper months to fly? October, August, and May offer average one-way fares of around $238, making them good options for flexible travelers.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Windsor

Getting some of the best deals on flights to Windsor is all about timing and flexibility. Here are some key tips to help you save:

1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
3. Bundle and save—book a flight and unlock a hotel deal on Expedia.*
4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
5. Earn miles—you can earn airline miles when you book your Windsor flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Windsor

Windsor welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Windsor efficiently:

• Public transportation: From Kansas City International Airport, Point Hope Seaport, a seaport, is located about 7.9 miles away, making it easily accessible for travelers.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Windsor, with private rides that can be arranged in advance.
• Car rental: Renting a car in Windsor is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Windsor on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Windsor

• Lincoln: Located 14 miles drive away from Windsor, Lincoln is a charming city perfect for outdoor enthusiasts and couples seeking a romantic getaway. The picturesque Harry S Truman Reservoir offers opportunities for scenic views, beach outings, and leisurely strolls. Adventurers can explore the nearby Truman Reservoir dam, while the Lost Valley Hatchery provides a serene environment for nature lovers. With its fairgrounds and recreational areas, Lincoln is an ideal spot for enjoying the great outdoors and soaking in beautiful surroundings.
• Calhoun: Calhoun is located 7 miles drive away from Windsor and is an inviting destination for those wanting to immerse themselves in nature and romance. Visitors can unwind at the scenic Harry S Truman Reservoir or embark on an adventure at the Harry S. Truman State Park, where outdoor activities abound. The urban park and shopping mall center offer a blend of relaxation and retail therapy. With its appealing landscapes, Calhoun is a fantastic location to reconnect with nature and enjoy leisurely days.
• Green Ridge: Located 9 miles drive away from Windsor, Green Ridge combines family-friendly activities with urban charm. The Missouri State Fairgrounds provide a lively atmosphere for outdoor fun, while the golf courses cater to sports enthusiasts. Art lovers can visit the Daum Museum of Contemporary Art for a taste of culture. With urban parks and serene lakes nearby, Green Ridge is a delightful spot for families looking to enjoy a mix of recreation and city life.

Tips for short-haul flights to Windsor

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

• Pack light and skip checked bags—when flying with budget airlines, it's often more economical to travel with just a carry-on. Maximize space by using travel-sized toiletries, wearing your heaviest clothing, and coordinating outfits. This approach also helps you avoid the hassle of waiting at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. Download your favorite TV shows, movies, music, or podcasts ahead of time, and consider bringing a book to keep yourself entertained. Remember to charge your devices fully before you board.
• Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to arrive at least 1.5 to 2 hours before your departure, accounting for potential traffic and security lines.
• Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Windsor

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

• Select your seat in advance—for longer flights, choosing your seat is essential for your comfort. Full-service airlines often provide complimentary seat selection once online check-in begins, typically 24–48 hours prior to your flight. Some airlines allow for seat selection even earlier than this.
• Arrive at the airport in plenty of time—make sure to arrive at the airport at least 3 hours before departure for international flights to accommodate check-in, security procedures, and immigration.
• Relax at the airport—if you find yourself with extra time, take the opportunity to browse the shops, enjoy a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and available.
• Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and sleep schedule to align with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Windsor

The cheapest day to fly

Get started finding a cheap flight to Windsor on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

November is the cheapest month to fly to Windsor. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Windsor. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Windsor, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Windsor

The lowest price for round-trip flights to Windsor in 2026 starts from $60, while one-way tickets start from from $29. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Windsor. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Windsor

Frontier Airlines, United, Delta, American Airlines, Southwest Airlines are just some of the airlines that can typically offer cheap tickets to Windsor. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Windsor and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Windsor, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Windsor. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Windsor plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Windsor

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Windsor.

Stopover savings

The cheapest tickets to Windsor are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Windsor. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Windsor for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Windsor. Simply download the free Expedia app to your smart device and activate Windsor flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Windsor. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.