Plus, our Cheapest Destination Planner shows you the 10 cheapest flights every month, from January to December, as well as the cheapest day to fly (which is usually a Wednesday!). It’s the quick, clever way to stretch your budget – and your horizons.

The average price is based on the median price (subject to applicable taxes and fees) for economy return flights booked on Skyscanner for travel in 2025 for the selected route and month.

From Las Vegas to Kahului, 2026’s cheapest destinations on average mix classics with hidden gems. Expect short-haul city breaks, culture-filled trips to San Juan, and sunny steals such as Punta Cana.

Las Vegas

United States

Average

$232

San Salvador

El Salvador

$282

Miami

United States

$284

Kahului

United States

$329

Orlando

United States

$353

San Juan

Puerto Rico

$365

Punta Cana

Dominican Republic

$375

Mexico City

Mexico

$402

Cancun

Mexico

$411

Milan

Italy

$559

Destination

Las Vegas

A city built for big moments. Vegas brings world-class dining, cutting-edge resorts, and new residencies from Zayn Malik, No Doubt, and more. Add easy desert adventures and you get a high-energy blend of luxury, nature, and pure spectacle.

An empty road winds through fiery red rock formations outside Las Vegas at golden hour.

Destination

The El Salvador flag flying above an ornate neoclassical rooftop in the capital San Salvador.

San Salvador

A capital framed by volcanoes and full of momentum. San Salvador pairs lively markets and rich history with mountain views, beaches, and Mayan sites just a drive away. Whether it’s adventure, tech, or culture, the city has plenty to uncover.

Destination

A lifeguard hut and yellow flag on a quiet, tropical beach in Miami.

Miami

Beyond the sun-soaked beaches lies a city buzzing with Latin culture, bold art districts, and late-night energy.

Destination

Colorful canoes rest on a sandy beach facing the open sea in Kahului, Maui.

Kahului

Set on the Hawaiian island of Maui, Kahului is a relaxed island gateway filled with local flavors and lush landscapes. Beaches and rainforests are close, and outdoor lovers can dive into surfing, paragliding, hiking, kiteboarding, and more.

Destination

A close-up of a white ferris wheel against a clear blue sky in Orlando, Florida.

Orlando

Home to some of the world’s most iconic theme parks, Orlando is ideal for families and thrill seekers alike. Expect sunny days, magical attractions, outdoor adventures, and easy day trips that keep the fun rolling.

Destination

Visitors explore seaside fort walls overlooking a bright blue ocean in San Juan, Puerto Rico.

San Juan

A city where centuries-old streets meet modern sparkle. Wander Old San Juan’s forts and cobblestones, then dip into contemporary shopping, lively nights, and beachside relaxation. In 2026, baseball fans can catch the World Baseball Classic too.

Destination

Palm trees by turquoise ocean with boats in the water in Punta Cana, Dominican Republic.

Punta Cana

Powder soft beaches and all-inclusive ease define Punta Cana. This eastern Caribbean escape is perfect for sun seekers, and 2026 brings an added treat with a new adults-only luxury resort opening its doors.

Destination

A yellow bicycle leans against an ornate wall with blue patterned tiles in Mexico City.

Mexico City

A capital packed with history, culture, and one of the world’s most exciting food scenes. Explore Aztec ruins, modern museums, and neighborhoods alive with flavor.

Destination

Red and yellow bunting strung between palm trees under a blue sky in Cancun, Mexico.

Cancun

Cancun’s Caribbean beaches are just the beginning. Swim in freshwater cenotes, explore the Mesoamerican Barrier Reef, or visit the underwater art museum. Zip lining, jet skiing, and a famous nightlife scene keep the adventure going long after sunset.

Destination

View of Galleria Vittorio Emanuele II framed by Milan cathedral stone.

Milan

A city shaped by design, fashion, and deep cultural heritage. Explore iconic architecture, vibrant neighborhoods, and masterpieces like Leonardo da Vinci’s The Last Supper. Milan is also hosting the 2026 Winter Olympics.

Discover the trends yourself. Search now.

  1. Pricing based on economy round-trip flights booked on Skyscanner between January 1, 2025 and October 31, 2025 for travel between January 1, 2026 and December 31, 2026. ↩︎

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