Labor Day weekend trips from Philadelphia
A long weekend away from Philadelphia for Labor Day: fares for Friday, September 3 to Monday, September 6, 2027.
Saved round trips for Labor Day weekend 2027 (Sep 3 – Sep 6, 2027).
Cheapest right now: Charleston $264 · Minneapolis $303 · Chicago $345
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Fares observed October 14, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Philadelphia
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.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Myrtle Beach (MYR) | A last summer swim on the Grand Strand, the Boardwalk and SkyWheel, and seafood on Murrells Inlet's MarshWalk | $442 (airline $467) | Sep 3–6, 2027 | Check prices |
| Fort Walton Beach (VPS) | Destin's emerald water and the Crab Island sandbar, still warm in September, plus Okaloosa Island's beaches | $442 (airline $467) | Sep 3–6, 2027 | Check prices |
| Panama City (ECP) | Panama City Beach's white sand and the 30A towns, Seaside and Rosemary Beach, with the Gulf still warm | $413 (airline $437) | Sep 3–6, 2027 | Check prices |
| Charleston (CHS) | Folly Beach and Sullivan's Island, then dinner on King Street as the summer heat starts to break | $264 (airline $279) | Sep 3–6, 2027 | Check prices |
| Savannah (SAV) | Tybee Island's beach, Forsyth Park and the squares, and River Street, with the summer crowds thinning | $404 (airline $428) | Sep 3–6, 2027 | Check prices |
| Wilmington (ILM) | Wrightsville Beach and Carolina Beach's boardwalk, plus the Riverwalk and the Battleship North Carolina | $486 (airline $513) | Sep 3–6, 2027 | Check prices |
| Norfolk (ORF) | Virginia Beach's three-mile boardwalk and wide beach, half an hour from Norfolk's Nauticus and USS Wisconsin | $504 (airline $531) | Sep 3–6, 2027 | Check prices |
| Portland (PWM) | Lobster shacks and lighthouses from Portland Head Light to Cape Elizabeth, plus the Old Port's breweries | $527 (airline $557) | Sep 3–6, 2027 | Check prices |
| Burlington (BTV) | Lake Champlain's waterfront bike path, Church Street and the first hint of fall color in the Green Mountains | $555 (airline $585) | Sep 3–6, 2027 | Check prices |
| San Diego (SAN) | Mission and Pacific Beach boardwalks, La Jolla Cove and Balboa Park in warm, dry September weather | $536 (airline $565) | Sep 3–6, 2027 | Check prices |
| Las Vegas (LAS) | Pool parties on the Strip's last big summer weekend, Fremont Street and a Red Rock Canyon morning | $549 (airline $581) | Sep 3–6, 2027 | Check prices |
| Denver (DEN) | Rocky Mountain National Park and a Red Rocks show before the aspens turn, plus RiNo's breweries | $455 (airline $481) | Sep 3–6, 2027 | Check prices |
| Bozeman (BZN) | Yellowstone's Lamar Valley and Old Faithful with the summer crowds gone, about 90 minutes from the airport | $452 (airline $477) | Sep 3–6, 2027 | Check prices |
| Jackson (JAC) | Grand Teton's Jenny Lake trails and Snake River floats, with Yellowstone's south entrance an hour away | $1,004 (airline $1,059) | Sep 3–6, 2027 | Check prices |
| Seattle (SEA) | Bumbershoot at Seattle Center, traditionally Labor Day weekend, plus Pike Place Market and a Bainbridge ferry | $454 (airline $479) | Sep 3–6, 2027 | Check prices |
| Portland (PDX) | Food carts and Powell's Books, with Cannon Beach, the Columbia Gorge waterfalls and Mount Hood an easy drive | $462 (airline $487) | Sep 3–6, 2027 | Check prices |
| Minneapolis (MSP) | The Minnesota State Fair's last days, through Labor Day, September 6, plus the Chain of Lakes and Minnehaha Falls | $303 (airline $319) | Sep 3–6, 2027 | Check prices |
| Chicago (ORD) | The Chicago Jazz Festival in Millennium Park, traditionally Labor Day weekend and free, plus North Avenue Beach | $345 (airline $363) | Sep 3–6, 2027 | Check prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
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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