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Boston (BOS)

ORL
Flight Spotlight

ORL(ORL)

USD 118•2026-08-23 → 2026-09-06
Found 1d ago. Flight prices are highly volatile.Share

Lowest Fares from Boston

The cheapest round-trip flights we found — one per destination, sorted by price

ORL
USD 118

ORL (ORL)

2026-08-23 → 2026-09-06·14n
Found 1d ago🏨 ~USD 45/n
True Cost Estimate
✈️ FlightUSD 118
🏨 Hotel (14n)~USD 630
Total est.USD 748
Hotel avg. ~USD 45/night · Click to view deal
Denver
USD 150

Denver (DEN)

2026-07-22 → 2026-07-26·4n
Red-eye return
Found 1d ago🏨 ~USD 45/n
True Cost Estimate
✈️ FlightUSD 150
🏨 Hotel (4n)~USD 180
Total est.USD 330
Hotel avg. ~USD 45/night · Click to view deal
Washington
USD 163

Washington (WAS)

2026-09-05 → 2026-09-07·2n
Found 1d ago🏨 ~USD 45/n
True Cost Estimate
✈️ FlightUSD 163
🏨 Hotel (2n)~USD 90
Total est.USD 253
Hotel avg. ~USD 45/night · Click to view deal
New York
USD 165

New York (NYC)

2026-07-10 → 2026-07-23·13n
Found 1d ago🏨 ~USD 85/n
True Cost Estimate
✈️ FlightUSD 165
🏨 Hotel (13n)~USD 1105
Total est.USD 1270
Hotel avg. ~USD 85/night · Click to view deal
TVC
USD 182

TVC (TVC)

2026-07-17 → 2026-07-27·10n
Found 10h ago🏨 ~USD 45/n
True Cost Estimate
✈️ FlightUSD 182
🏨 Hotel (10n)~USD 450
Total est.USD 632
Hotel avg. ~USD 45/night · Click to view deal
Buffalo
USD 192

Buffalo (BUF)

2026-09-11 → 2026-09-13·2n
Red-eye return
Found 1d ago🏨 ~USD 45/n
True Cost Estimate
✈️ FlightUSD 192
🏨 Hotel (2n)~USD 90
Total est.USD 282
Hotel avg. ~USD 45/night · Click to view deal
Baltimore
USD 229

Baltimore (BWI)

2026-09-05 → 2026-09-07·2n
Red-eye return
Found 1d ago🏨 ~USD 45/n
True Cost Estimate
✈️ FlightUSD 229
🏨 Hotel (2n)~USD 90
Total est.USD 319
Hotel avg. ~USD 45/night · Click to view deal
Fort Lauderdale
USD 234

Fort Lauderdale (FLL)

2026-07-03 → 2026-07-05·2n
Weekend fit
Found 1d ago🏨 ~USD 45/n
True Cost Estimate
✈️ FlightUSD 234
🏨 Hotel (2n)~USD 90
Total est.USD 324
Hotel avg. ~USD 45/night · Click to view deal
View all low fares →
Can't go this weekend? We'll ping you the next time a flight from Boston drops to a new low.

🗓️ Themed Weekends

Fri PM → Sun PM curated by destination vibe

📋 1-Day PTO Trip

Thu → Sun — use one vacation day, get three nights

Philadelphia
Philadelphia (PHL)USD 366
✈️ Round-trip · 🏨 Hotel not incl. · 🛏️ Est. Hotel: USD 70/night
2026-07-02 → 2026-07-05
Found 1d agoShare
True Cost Estimate
✈️ FlightUSD 366
🏨 Hotel (3n)~USD 210
Total est.USD 576
Hotel avg. ~USD 70/night · Click to view deal
EYW
EYW (EYW)USD 813
✈️ Round-trip · 🏨 Hotel not incl. · 🛏️ Est. Hotel: USD 45/night
2026-10-29 → 2026-11-01
Found 1d agoShare
True Cost Estimate
✈️ FlightUSD 813
🏨 Hotel (3n)~USD 135
Total est.USD 948
Hotel avg. ~USD 45/night · Click to view deal
Vancouver
Vancouver (YVR)USD 907
✈️ Round-trip · 🏨 Hotel not incl. · 🛏️ Est. Hotel: USD 75/night
2026-08-06 → 2026-08-09
Arrives lateRed-eye return
Found 1d agoShare
True Cost Estimate
✈️ FlightUSD 907
🏨 Hotel (3n)~USD 225
Total est.USD 1132
Hotel avg. ~USD 75/night · Click to view deal

Can't decide?

Let fate pick your next adventure.

Prices update every 6 hours. Bookmark this page — it's your discovery hub.•Photos provided by Pexels