Labor Day weekend trips from your city
A long weekend away from your city for Labor Day: fares for Friday, September 3 to Monday, September 6, 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
Where to go and why
- Myrtle Beach: A last summer swim on the Grand Strand, the Boardwalk and SkyWheel, and seafood on Murrells Inlet's MarshWalk
- Fort Walton Beach: Destin's emerald water and the Crab Island sandbar, still warm in September, plus Okaloosa Island's beaches
- Panama City: Panama City Beach's white sand and the 30A towns, Seaside and Rosemary Beach, with the Gulf still warm
- Charleston: Folly Beach and Sullivan's Island, then dinner on King Street as the summer heat starts to break
- Savannah: Tybee Island's beach, Forsyth Park and the squares, and River Street, with the summer crowds thinning
- Wilmington: Wrightsville Beach and Carolina Beach's boardwalk, plus the Riverwalk and the Battleship North Carolina
- Norfolk: Virginia Beach's three-mile boardwalk and wide beach, half an hour from Norfolk's Nauticus and USS Wisconsin
- Nantucket: Nantucket's last summer weekend: Surfside and Cisco beaches, the bike path to Sconset and the cobbled town
- Martha's Vineyard: Martha's Vineyard before the ferries thin out: Oak Bluffs' gingerbread cottages, Aquinnah's cliffs and State Beach
- Portland: Lobster shacks and lighthouses from Portland Head Light to Cape Elizabeth, plus the Old Port's breweries
- Burlington: Lake Champlain's waterfront bike path, Church Street and the first hint of fall color in the Green Mountains
- San Diego: Mission and Pacific Beach boardwalks, La Jolla Cove and Balboa Park in warm, dry September weather
- Las Vegas: Pool parties on the Strip's last big summer weekend, Fremont Street and a Red Rock Canyon morning
- Denver: Rocky Mountain National Park and a Red Rocks show before the aspens turn, plus RiNo's breweries
- Bozeman: Yellowstone's Lamar Valley and Old Faithful with the summer crowds gone, about 90 minutes from the airport
- Jackson: Grand Teton's Jenny Lake trails and Snake River floats, with Yellowstone's south entrance an hour away
- Seattle: Bumbershoot at Seattle Center, traditionally Labor Day weekend, plus Pike Place Market and a Bainbridge ferry
- Portland: Food carts and Powell's Books, with Cannon Beach, the Columbia Gorge waterfalls and Mount Hood an easy drive
- Minneapolis: The Minnesota State Fair's last days, through Labor Day, September 6, plus the Chain of Lakes and Minnehaha Falls
- Chicago: The Chicago Jazz Festival in Millennium Park, traditionally Labor Day weekend and free, plus North Avenue Beach
The Minnesota State Fair runs August 26 to September 6, 2027. The Chicago Jazz Festival and Bumbershoot haven't announced 2027 dates, so check before you book. Fair admission and festival tickets are sold separately.
Facts checked October 8, 2026. Sources: OPM: 2027 federal holidays (Labor Day, September 6) · Minnesota State Fair: 2027 dates, Aug. 26 to Labor Day, Sept. 6 · Chicago Sun-Times: Chicago Jazz Festival, Sept. 3–6, 2026, a Labor Day weekend tradition · Bumbershoot: Labor Day weekend 2026 at Seattle Center