Labor Day weekend trips from San Juan

A long weekend away from San Juan for Labor Day: fares for Friday, September 3 to Monday, September 6, 2027.

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Flights from San Juan

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Where to go from San Juan

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goAxelDates
Myrtle Beach (MYR)A last summer swim on the Grand Strand, the Boardwalk and SkyWheel, and seafood on Murrells Inlet's MarshWalkNo matching fare savedSearch other dates
Fort Walton Beach (VPS)Destin's emerald water and the Crab Island sandbar, still warm in September, plus Okaloosa Island's beachesNo matching fare savedSearch other dates
Panama City (ECP)Panama City Beach's white sand and the 30A towns, Seaside and Rosemary Beach, with the Gulf still warmNo matching fare savedSearch other dates
Charleston (CHS)Folly Beach and Sullivan's Island, then dinner on King Street as the summer heat starts to breakNo matching fare savedSearch other dates
Savannah (SAV)Tybee Island's beach, Forsyth Park and the squares, and River Street, with the summer crowds thinningNo matching fare savedSearch other dates
Wilmington (ILM)Wrightsville Beach and Carolina Beach's boardwalk, plus the Riverwalk and the Battleship North CarolinaNo matching fare savedSearch other dates
Norfolk (ORF)Virginia Beach's three-mile boardwalk and wide beach, half an hour from Norfolk's Nauticus and USS WisconsinNo matching fare savedSearch other dates
Portland (PWM)Lobster shacks and lighthouses from Portland Head Light to Cape Elizabeth, plus the Old Port's breweriesNo matching fare savedSearch other dates
Burlington (BTV)Lake Champlain's waterfront bike path, Church Street and the first hint of fall color in the Green MountainsNo matching fare savedSearch other dates
San Diego (SAN)Mission and Pacific Beach boardwalks, La Jolla Cove and Balboa Park in warm, dry September weatherNo matching fare savedSearch other dates
Las Vegas (LAS)Pool parties on the Strip's last big summer weekend, Fremont Street and a Red Rock Canyon morningNo matching fare savedSearch other dates
Denver (DEN)Rocky Mountain National Park and a Red Rocks show before the aspens turn, plus RiNo's breweriesNo matching fare savedSearch other dates
Bozeman (BZN)Yellowstone's Lamar Valley and Old Faithful with the summer crowds gone, about 90 minutes from the airportNo matching fare savedSearch other dates
Jackson (JAC)Grand Teton's Jenny Lake trails and Snake River floats, with Yellowstone's south entrance an hour awayNo matching fare savedSearch other dates
Seattle (SEA)Bumbershoot at Seattle Center, traditionally Labor Day weekend, plus Pike Place Market and a Bainbridge ferryNo matching fare savedSearch other dates
Portland (PDX)Food carts and Powell's Books, with Cannon Beach, the Columbia Gorge waterfalls and Mount Hood an easy driveNo matching fare savedSearch other dates
Minneapolis (MSP)The Minnesota State Fair's last days, through Labor Day, September 6, plus the Chain of Lakes and Minnehaha FallsNo matching fare savedSearch other dates
Chicago (ORD)The Chicago Jazz Festival in Millennium Park, traditionally Labor Day weekend and free, plus North Avenue BeachNo matching fare savedSearch other dates

About these places

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

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Hotels in Myrtle Beach with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Myrtle Beach has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

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  • This page: Labor Day weekend trips from San Juan. Labor Day weekend 2027 trips from San Juan: a last beach weekend at Myrtle Beach, Destin, Charleston and Nantucket, the Chicago Jazz Festival, the Minnesota State Fair, Yellowstone and Grand Teton with the crowds gone, and West Coast cities, with fares for Friday, September 3 to Monday, September 6.
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