Cheapest places to fly from your city in May
Where to fly from your city in May: the cheapest saved round trips within May to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
Dates: A May week, May 8 – May 15, 2027.
Choose your departure city
Each city page shows real round-trip fares from that city, with the cheapest one for each destination.
United States: Seattle · New York · San Francisco Bay Area · Los Angeles · Miami or Fort Lauderdale · Chicago · Denver · Minneapolis · Houston · Washington, DC · Dallas-Fort Worth · Atlanta · Orlando · Las Vegas · Charlotte · Phoenix · Boston · Detroit · Philadelphia · Salt Lake City · San Diego · Nashville · Tampa · Austin · Honolulu · Portland · Raleigh/Durham · Saint Louis · Sacramento · San Juan · New Orleans · Kansas City · Fort Myers · San Antonio · Indianapolis · Cleveland · Pittsburgh · Columbus · Cincinnati · West Palm Beach · Jacksonville · Maui · Hartford · Charleston · Milwaukee · Anchorage · Boise · Omaha · Albuquerque · Buffalo · Richmond · Norfolk · El Paso · Palm Springs · Fresno · Santa Barbara · San Luis Obispo · Monterey · Bakersfield · Arcata · Yuma · Carlsbad, CA (CLD) · Roswell
Where to go and why
- Cancun: Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby
- Las Vegas: Las Vegas' Strip, shows and day trips to the canyons
- Orlando: Orlando's theme parks
- Honolulu: Waikiki, Diamond Head and Pearl Harbor on Oahu
- San Jose Cabo: Los Cabos: resorts, sportfishing and the Sea of Cortez
- Puerto Vallarta: Puerto Vallarta's old town, beaches and Banderas Bay
- Punta Cana: Punta Cana's long white-sand beaches and all-inclusive resorts
- Montego Bay: Jamaica's resort coast around Montego Bay and Negril
- Nassau: Nassau and Paradise Island, a short flight from the East Coast
- San Juan: Old San Juan, beaches and the rainforest, no passport needed from the US
- Aruba: Aruba's dry, sunny weather outside the hurricane belt
- Miami: Miami's South Beach, Little Havana and art deco
- San Diego: San Diego's beaches, zoo and Balboa Park
- Los Angeles: Los Angeles' beaches, Hollywood and museums
- San Francisco: San Francisco's Golden Gate, cable cars and wine country nearby
- New York: New York's museums, Broadway and neighborhoods
- Boston: Boston's Freedom Trail, universities and seafood
- Chicago: Chicago's architecture, lakefront and deep-dish
- Denver: Denver's breweries and the Rockies within an hour
- Phoenix: Phoenix and Scottsdale's resorts, golf and desert hiking
- Seattle: Seattle's Pike Place Market, waterfront and the mountains
- Washington: Washington's monuments and free museums, minutes from the airport
- New Orleans: New Orleans' French Quarter, food and music
- Austin: Austin's live music, barbecue and swimming holes
- Nashville: Nashville's honky-tonks and hot chicken
- Atlanta: Atlanta's museums, food and the civil rights trail
- Dallas: Dallas and Fort Worth's museums, stockyards and barbecue
- Tampa: Tampa, with Clearwater and St. Pete beaches nearby
- Fort Lauderdale: Fort Lauderdale's beach and cruise port
- Vancouver: Vancouver's mountains, sea wall and Whistler nearby
- Toronto: Toronto's neighborhoods and Niagara Falls
- Mexico City: Mexico City's museums, food and the Zócalo
- London: London's museums, theatre and markets, a direct flight from most US hubs
- Paris: Paris: the Louvre, the Seine and café life
- Rome: Rome's ancient sites, the Vatican and trattorias
- Barcelona: Barcelona's Gaudí architecture, beaches and tapas
- Amsterdam: Amsterdam's canals, museums and bike lanes
- Dublin: Dublin's pubs, Georgian streets and day trips to the coast
- Lisbon: Lisbon's hills, trams and nearby beaches
- Kahului: Maui's beaches, the Road to Hana and Haleakalā