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$71 Cheap Flights to Darlington, WI

Popular airlines to Darlington

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How much is the cheapest flight to Darlington?

Prices were available within the past 7 days and start at $71 for one-way flights and $142 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Sun Country Airlines
Frontier Airlines
American Airlines
Delta

What you need to know for your flight to Darlington

Flights to Darlington at a glance

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

  • Major airports near Darlington: Dane County Regional Airport (MSN), Dubuque Regional Airport (DBQ)
  • Closest airport to Darlington: Dubuque Regional Airport, DBQ (around 37 miles)
  • Flights per week: 1,600+ flights arriving across Darlington airports
  • Number of airlines that fly to Darlington: around 10+ carriers

Popular airports near Darlington

Darlington is a charming city ideal for outdoor enthusiasts and those seeking scenic adventures. Visitors are drawn to its offerings of romance, wellness, and relaxation. Conveniently, Darlington is accessible through two major airports, enhancing travel options for all.

  • Dane County Regional Airport (MSN): Situated in Dane County, Wisconsin, approximately 49 miles from Darlington, this airport offers a range of domestic and international services, linking travelers to over 160 cities in the U.S. and 25 global destinations. Major airlines like American Airlines, United, and Delta provide options for upgrading to first class and premium economy seating for enhanced travel comfort.
  • Dubuque Regional Airport (DBQ): Found in Dubuque County, Iowa, around 37 miles from Darlington, this airport focuses on domestic flights. Key Lime DBA Denver Air Connection is the primary airline operating here, ensuring convenient travel options for passengers.

Top routes to Darlington

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

Cheapest routes to Darlington

  • Chicago (ORD) to Darlington (DBQ/MSN), with affordable one-way prices from around $70
  • Tampa (TPA) to Darlington (MSN), with budget one-way fares from around $70
  • Orlando (MCO) to Darlington (MSN), with budget one-way fares from around $75
  • Fort Myers (RSW) to Darlington (MSN), with affordable one-way prices from around $75
  • Phoenix (PHX) to Darlington (MSN), with cheap one-way fares from around $80

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

Top airlines with flights to Darlington

  • American Airlines: Operating flights to Dane County Regional Airport (MSN), this airline represents about 42% of arrivals in Darlington. The typical one-way fare hovers around $250, with premium cabin service possibly including first class based on the route.
  • United: With services to Dane County Regional Airport (MSN), United accounts for approximately 30% of arrivals to Darlington. Expect one-way fares averaging around $280, and premium cabin options may feature first class depending on the specific route.
  • Delta: Offering flights to Dane County Regional Airport (MSN), Delta makes up roughly 24% of arrivals in Darlington. The average one-way fare is about $280, with premium cabin choices potentially including both premium economy and first class based on the route.
  • Frontier Airlines: Serving Dane County Regional Airport (MSN), Frontier Airlines is responsible for around 2% of arrivals to Darlington. Passengers can anticipate an average one-way fare of approximately $190.
  • Breeze: Fly to Dane County Regional Airport (MSN) with Breeze, which contributes roughly 1% of all arrivals in Darlington. The average one-way fare is estimated to be around $120.

Best time to fly to Darlington

The most popular months for travelers to fly to Darlington are January, March, and April, when peak temperatures in Darlington can reach up to 46.2°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 63.3°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.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January19.0°F (-7.2°C)No Rain (Dry)Mostly CloudyModerately High$271
February21.6°F (-5.8°C)No Rain (Dry)Mostly CloudyAverage$255
March35.6°F (2.0°C)Light RainMostly CloudyModerately High$300
April46.2°F (7.9°C)Light RainMostly CloudyModerately High$289
May58.6°F (14.8°C)Light RainMostly SunnyAverage$254
June68.4°F (20.2°C)Light RainMostly SunnyAverage$258
July72.0°F (22.2°C)Light RainMostly SunnyAverage$255
August70.3°F (21.3°C)Light RainMostly SunnyAverage$245
September63.3°F (17.4°C)Light RainMostly SunnyModerately Low$237
October50.2°F (10.1°C)Light RainMostly SunnyAverage$247
November37.2°F (2.9°C)Light RainMostly SunnyModerately Low$257
December27.0°F (-2.8°C)Light RainMostly CloudyModerately Low$262

*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 Darlington

Getting some of the best deals on flights to Darlington 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 Darlington 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 Darlington flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Darlington

Darlington welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Darlington 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 convenient options for travelers looking to reach their destinations.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Darlington, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Darlington is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Darlington 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 in and around Darlington

  • Mineral Point: Located 12 miles drive away from Darlington, Mineral Point is a charming city that beckons outdoor enthusiasts and adventure seekers. Explore stunning landscapes at Governor Dodge State Park or immerse yourself in local history at the Mineral Point Railroad Museum. The picturesque Pendarvis offers a glimpse into the region's cultural heritage. With its scenic campgrounds and proximity to a national state park, Mineral Point is perfect for travelers looking to reconnect with nature and enjoy a range of recreational activities.
  • Belmont: Belmont is located 12 miles away from Darlington and is an ideal destination for families and nature lovers. This city boasts a vibrant atmosphere with educational attractions such as the University of Wisconsin-Platteville and engaging experiences at the Mining Museum. Outdoor enthusiasts can enjoy Belmont Mound State Park, where breathtaking views and recreational opportunities await. With its combination of scenic beauty and family-friendly activities, Belmont is a delightful stop for those exploring the area.
  • Fayette: Fayette is located in the area of Darlington and offers a serene escape for travelers seeking outdoor adventure and family-friendly experiences. Enjoy the natural beauty of Yellowstone Lake State Park, where hiking and water activities abound. The Yellowstone Conservation Area provides a peaceful retreat, while Pendarvis offers a historical perspective. Fayette's recreational areas and urban parks make it a lovely destination for those looking to relax and explore the great outdoors while being close to Darlington.

Tips for short-haul flights to Darlington

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, traveling with just a carry-on is often more economical. Maximize space by using travel-sized toiletries, wearing your heaviest clothing, and coordinating outfits effectively. This approach also eliminates the need to wait at baggage claim upon arrival.
  • Bring your own entertainment—short-haul flights frequently lack in-flight entertainment options. 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 wise to get to the airport at least 1.5 to 2 hours before departure, allowing for traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a reusable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Darlington

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, which is typically 24–48 hours prior to your flight. Some airlines even offer seat selection earlier than this.
  • Arrive at the airport in plenty of time—aim to be at the airport at least 3 hours before your departure for international flights to accommodate check-in, security, and immigration processes.
  • Relax at the airport—if you have some extra time, take the opportunity to 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 aligning your body clock by setting your watch and adapting your sleep schedule to match your destination's time zone. Try to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Darlington?
September is the cheapest month to travel to Darlington. There's less demand then, so you're likely to score a great deal. Organizing your trip outside of school and public holidays could also help you save.
Which US cities have the cheapest flights to Darlington?
Get cheap flights to Darlington from New York, Washington and Dallas. These cities generally offer the best fares to this unique destination. But keep in mind that holiday periods, stopovers and demand will also have an influence on rates, so remain flexible and book when prices are right.
Which US cities fly direct to Darlington?
You can fly to Darlington without a stopover from 150 US cities. To find a nonstop route, check "Direct flights only" when searching for flights to Darlington on Expedia. Then, compare your choices and find the best departure out of one of these cities:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Darlington?
Book in advance or look for a cheap flight to Darlington during the low season, such as March and November. Jetting off on a Thursday could also save you 16% on average compared to a Sunday flight.* The Expedia app makes it even easier to know exactly when to book. Just activate the toggle for "Watch prices" and get notified when there's a better deal.*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 Darlington?
It's possible to get awesome deals on last-minute flights to Darlington, especially if your travel plans are flexible. Consider flying from a different airport, changing your dates or selecting another airline to get a cheap flight to Darlington.
How far in advance should I book a flight to Darlington?
For the best deals on domestic journeys, book your flight to Darlington 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This improves your chances of locking in the departure dates and times you want.**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 Darlington?
You'll save an average of 8% if you buy tickets on a Sunday rather than Fridays, which tend to be the most expensive day to book.* When it comes to snapping up a cheap flight to Darlington, timing makes a difference.*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 Darlington?
A total of 5 airlines connect 14 airports around the world to Darlington. Here are some of the top airlines to Darlington, where Dane County Regional Airport (MSN) is the chief entry point:

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

Where do you fly into Darlington?
If you're flying to Darlington, the main hub to jet into is Dubuque Regional Airport (DBQ). Another option is to fly to Darlington via Dane County Regional Airport (MSN).
How far is the airport from central Darlington?
Flying into Dubuque Regional Airport (DBQ) puts you about 35 mi southwest of central Darlington.
Can I save money by booking a Darlington trip package?
Book a Darlington flight and hotel package deal on Expedia, and you could make significant savings. It's simple to bundle your accommodations and flights, and you can also add car rentals and tours to create your own customized Darlington break. Plus, there's nothing like the convenience of booking everything in one place.
Can I change or cancel my flight to Darlington?
If you booked your flight to Darlington in the last 24 hours, you can often change or cancel it without fees. After that, extra charges may apply depending on the airline's rules and restrictions. To learn more, visit our Customer Service Portal. Remember that some flights are non-refundable, so you may be issued a credit for future flights instead of a direct refund. When searching on Expedia, check the "Changes included" or "No cancel fee" boxes to compare tickets with flexible change policies.

*Flight schedules are subject to change.

*Available to One Key members.

 

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Travel information

Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Roundtrip price
$141

Trending flights to Darlington

Prices were available within the past 7 days and start at $71 for one-way flights and $142 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways

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