$44 Cheap Flights to Endeavor, WI

Today's featured flight deals to Endeavor

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Carry-on included
Lower price than typical

How much is the cheapest flight to Endeavor?

Prices were available within the past 7 days and start at $44 for one-way flights and $90 for roundtrip, for the period specified. Prices and availability are subject to change.

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Flights to Endeavor at a glance

Traveling to Endeavor is easy—choose between full-service and budget airlines, weigh journey times, and select the option that best fits your budget, schedule, and plans to discover the city's renowned attractions and neighborhoods.

  • Major airport near Endeavor: Dane County Regional Airport (MSN)
  • Flights per week: 1,600+ flights arriving at Endeavor airport
  • Number of airlines that fly to Endeavor: around 5+ carriers

Popular airport near Endeavor

Endeavor is a charming city that offers a perfect backdrop for outdoor enthusiasts, scenic views, and adventurous vacations. With attractions suited for romance, family fun, and exploration, it’s easily accessible via a major airport, making travel seamless for visitors.

  • Dane County Regional Airport (MSN): Situated in Dane County, Wisconsin, approximately 40 miles from Endeavor, this airport offers a range of domestic and international flights. It connects travelers to over 160 domestic cities and 25 international locales. For those looking for enhanced comfort, options to upgrade to first class or premium economy seating are available, depending on the airline and route. Major airlines operating here include American Airlines, United, and Delta.

Top routes to Endeavor

  • Denver (DEN) to Endeavor (MSN), with one-way tickets available from around $85
  • Orlando (MCO) to Endeavor (MSN), with one-way airfare from around $75
  • Phoenix (PHX) to Endeavor (MSN), with one-way flights starting at around $80
  • New York (JFK/LGA) to Endeavor (MSN), with one-way tickets available from around $150
  • Washington (IAD/DCA) to Endeavor (MSN), with one-way flight options from around $130

Cheapest routes to Endeavor

  • Tampa (TPA) to Endeavor (MSN), with affordable one-way prices from around $70
  • Orlando (MCO) to Endeavor (MSN), with affordable one-way prices from around $75
  • Fort Myers (RSW) to Endeavor (MSN), with cheap one-way fares from around $75
  • Phoenix (PHX) to Endeavor (MSN), with budget one-way fares from around $80
  • Denver (DEN) to Endeavor (MSN), with affordable one-way prices from around $85

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

Top airlines with flights to Endeavor

  • American Airlines: Connecting travelers to Dane County Regional Airport (MSN), American Airlines represents about 42% of all inbound flights to Endeavor. The typical one-way fare is around $250, with premium service possibly including first class based on the route.
  • United: Serving Dane County Regional Airport (MSN), United makes up approximately 30% of arrivals to Endeavor. Travelers can expect an average one-way fare of about $280, with the possibility of first class as a premium service depending on the route.
  • Delta: Operating flights to Dane County Regional Airport (MSN), Delta accounts for roughly 24% of arrivals to Endeavor. The average one-way fare is about $280, and premium service may feature both premium economy and first class depending on the route.
  • Frontier Airlines: Offering flights to Dane County Regional Airport (MSN), Frontier Airlines contributes around 2% of arrivals to Endeavor. Passengers can anticipate an average one-way fare of approximately $190.
  • Breeze: Flying into Dane County Regional Airport (MSN), Breeze accounts for about 1% of arrivals at Endeavor. The average cost for a one-way fare is roughly $120.

Best time to fly to Endeavor

The most popular months for travelers to fly to Endeavor are January, March, and April, when peak temperatures in Endeavor can reach up to 44.1°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 62.2°F and typically the lowest average one-way fare (around $237), roughly 9% cheaper than the yearly average. Looking for additional cheaper months to fly? August, October, and May offer average one-way fares of around $250, making them good options for flexible travelers.

MonthTemperaturePrecipitationCloudinessDemandAverage one-way Fare
January17.4°F (-8.1°C)No Rain (Dry)Mostly CloudyModerately High$272
February19.4°F (-7.0°C)No Rain (Dry)Mostly CloudyAverage$255
March33.3°F (0.7°C)Light RainMostly CloudyModerately High$300
April44.1°F (6.7°C)Light RainMostly CloudyModerately High$289
May57.0°F (13.9°C)Light RainMostly SunnyAverage$255
June66.7°F (19.3°C)Light RainMostly SunnyAverage$258
July71.2°F (21.8°C)Light RainMostly SunnyAverage$256
August69.4°F (20.8°C)Light RainMostly SunnyAverage$246
September62.2°F (16.8°C)Light RainMostly SunnyModerately Low$237
October49.3°F (9.6°C)Light RainMostly SunnyAverage$247
November36.3°F (2.4°C)Light RainMostly SunnyModerately Low$258
December24.6°F (-4.1°C)Light RainMostly CloudyModerately Low$263

*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 Endeavor

Getting some of the best deals on flights to Endeavor 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*, or explore our Endeavor hotel and flight deals.
  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 Endeavor flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Endeavor

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

  • Public transportation: From Dane County Regional Airport, Madison Station, a train station, is located about 7.2 miles away by car, while Madison Dutch Mill Park and Ride, a bus station, is situated approximately 9.2 miles away by car, providing travelers with convenient options for onward journeys.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Endeavor, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Endeavor is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Endeavor 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 Endeavor

  • Oxford: Oxford is located 7 miles drive away from Endeavor and is a charming city perfect for outdoor enthusiasts and couples seeking a romantic getaway. The area boasts beautiful scenery and a variety of recreational activities. Notable attractions include Goose Lake, ideal for a scenic beach day, the Oxford Public Library for cultural exploration, and the Summerton Bog Nature Preserve, which offers a serene environment for nature lovers.
  • Portage: Portage is located 12 miles drive away from Endeavor, offering an adventurous escape for ski enthusiasts and outdoor lovers. The city is surrounded by breathtaking landscapes and is home to several ski resorts and fields. Visitors can explore Glacial Lake Wisconsin, a site steeped in history, the Fort Winnebago Surgeons Quarters for a glimpse into the past, and Swan Lake, a picturesque spot perfect for romantic outings and scenic views.
  • Briggsville: Briggsville is located 7 miles drive away from Endeavor and is a delightful destination for those seeking outdoor activities and beautiful scenery. The city is known for its recreational areas and ski facilities, making it a great spot year-round. Key highlights include the thrilling Mt. Olympus Water and Theme Park for family fun, Jordan Lake, which provides a romantic beach setting, and the Aldo Leopold Foundation, a historic site that invites cultural exploration.

Tips for short-haul flights to Endeavor

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

  • Pack light and skip checked bags—with budget airlines, traveling with just a carry-on is often more economical. Maximize your space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits carefully. This approach also helps you avoid the hassle of waiting at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may not provide in-flight entertainment. To keep yourself occupied, download TV shows, movies, music, or podcasts ahead of time and consider bringing a book. 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 reach the airport at least 1.5 to 2 hours prior to departure, accounting for traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated while saving money at the airport.

Tips for long-haul flights to Endeavor

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 comfort. Full-service airlines often allow free seat selection once online check-in begins, typically 24–48 hours before your flight. Some airlines even offer seat selection earlier than this.
  • Arrive at the airport in plenty of time—aim to reach the airport at least 3 hours ahead of departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you have some extra time, explore the shops, grab 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 adapting your sleep schedule to your destination's time zone. Try to rest or stay awake during the flight according to the local time at your arrival location to minimize jet lag.

Tips to find the cheapest flights to Endeavor

The cheapest day to fly

Get started finding a cheap flight to Endeavor 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

December is the cheapest month to fly to Endeavor. 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 Endeavor. 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 Endeavor, 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 Endeavor

The lowest price for round-trip flights to Endeavor in 2026 starts from $90, while one-way tickets start from from $44. 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 Endeavor. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Endeavor

Frontier Airlines, American Airlines, Southwest Airlines, United, Delta, Allegiant Air are just some of the airlines that can typically offer cheap tickets to Endeavor. 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 Endeavor and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Endeavor, 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 Endeavor. 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 Endeavor 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 Endeavor

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 Endeavor.

Stopover savings

The cheapest tickets to Endeavor are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Endeavor. 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 Endeavor 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 Endeavor. Simply download the free Expedia app to your smart device and activate Endeavor 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 Endeavor. 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.

Frequently Asked Questions

What month is the cheapest to fly to Endeavor?

The cheapest month to fly to Endeavor is December when demand is low. Off-peak months are often when you'll find cheap fares. To keep costs down, steer clear of flying during school breaks and public holidays.

Which US cities have the cheapest flights to Endeavor?

Chicago, Detroit and Minneapolis - St. Paul typically have cheap flights to Endeavor. Bear in mind that prices vary based on factors such as demand, time of year and number of stopovers.

Which US cities fly direct to Endeavor?

There are 14 US destinations where you can fly to Endeavor nonstop from. Explore your options by selecting the "Direct flights only" box on Expedia and find the ideal starting point for your trip. Here are some of the leading cities to leave from:

  • Chicago
  • Detroit
  • Minneapolis - St. Paul
  • Dallas
  • Atlanta

How to find a cheap flight to Endeavor?

To find cheap flights to Endeavor, book in advance and consider traveling during the low season. Want a handy tip? Depart on a Thursday and you'll typically save 16% on average compared to those who jet off on a Sunday.* Set up price tracking on the Expedia app and we'll notify you as soon as prices drop.

*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

How to get a cheap last-minute flight to Endeavor?

Being flexible about your travel plans can help you to secure last-minute deals on cheap flights to Endeavor. To see all the available options, try looking at different ticket types, tweaking your Endeavor trip dates, flying out of an alternative airport or going with another airline.

How far in advance should I book a flight to Endeavor?

Find the departure dates you want and a price that works with your budget by booking your domestic flight to Endeavor up to 28 days in advance. Lock in tickets two to four months ahead if you're visiting Endeavor from an international destination.*

*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

Which day of the week is the cheapest day to buy a plane ticket to Endeavor?

You'll save an average of 8% if you purchase tickets on a Sunday rather than Fridays, which tend to be the most expensive day to book.* When it comes to scoring a cheap flight to Endeavor, it's all about timing.

*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

Which airlines fly to Endeavor?

A total of 5 carriers connect 14 airports across the globe to Endeavor. Here are some of the top airlines to Endeavor, where Dane County Regional Airport (MSN) is the major gateway:

  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines

Where do you fly into Endeavor?

If you're flying to Endeavor, the main airport to jet into is Dane County Regional Airport (MSN). Alternatively, you could fly to Endeavor via Wisconsin Rapids, WI (ISW-South Wood County).

How far is the airport from central Endeavor?

Landing at Dane County Regional Airport (MSN) puts you approximately 40 mi south of the center of Endeavor.

Can I save money by booking an Endeavor trip package?

Bundle your accommodations and flights and you could save hundreds of dollars. Better still, you can add extras like tours and car rentals to your Endeavor flight and hotel package deal. With Expedia, it's easy to organize all your Endeavor travel arrangements in the same place.

Can I change or cancel my flight to Endeavor?

You can usually change or cancel your flight to Endeavor within 24 hours of booking. However, be mindful that some fares are non-refundable. In those cases, you may receive credit for future travel instead of a direct refund. It's important to check the airline's terms and conditions in your itinerary for specific details. Use Expedia's "Changes included" or "No cancel fee" filters during your search to secure cheap flights to Endeavor with flexible change policies. For additional information, head to our Customer Service Portal.

Travel information

Destination city name
Chicago
Destination airport
Chicago O'Hare Intl. Airport
Destination airport IATA code
ORD
Airlines serving
American Airlines, United, Delta, Frontier Airlines, Alaska Airlines, JetBlue Airways, Air Canada, Lufthansa, Swiss International Air Lines, British Airways, Turkish Airlines, KLM, Air France, LOT-Polish Airlines, Aeromexico, SAS, Iberia, Finnair, PD, Austrian Airlines, Aer Lingus, Brussels Airlines, Volaris, WestJet, Emirates, TAP Portugal, Icelandair, Qatar Airways, Etihad Airways, Virgin Atlantic, Avianca, Contour Airlines, Cathay Pacific, Japan Airlines, Sun Country Airlines, All Nippon Airways
Popular airline
American Airlines
Roundtrip price
$156

Trending flights to Endeavor

Prices were available within the past 7 days and start at $44 for one-way flights and $90 for roundtrip, for the period specified. Prices and availability are subject to change.
*Available to One Key members.