Best places to fly from Boston for Presidents' Day weekend

Flights for your trip

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

2026-11-20 · one way · $235.00

• JetBlue Airways B6171: BOS 2026-11-20 06:30:00 → CUN 2026-11-20 11:10:00; nonstop; 280 minutes. Local airport times.

2026-11-20 · one way · $245.00

• American Airlines AA1298: BOS 2026-11-20 09:01:00 → CUN 2026-11-20 13:51:00; nonstop; 290 minutes. Local airport times.

2026-11-20 · one way · $255.00

• Delta Air Lines DL627: BOS 2026-11-20 08:45:00 → CUN 2026-11-20 13:37:00; nonstop; 292 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $506.25

• JetBlue Airways B6171: BOS 2026-11-20 06:30:00 → CUN 2026-11-20 11:10:00; nonstop; 280 minutes. Local airport times.
• JetBlue Airways B6672: CUN 2026-11-23 17:25:00 → BOS 2026-11-23 21:33:00; nonstop; 248 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $528.75

• American Airlines AA1298: BOS 2026-11-20 09:01:00 → CUN 2026-11-20 13:51:00; nonstop; 290 minutes. Local airport times.
• American Airlines AA55: CUN 2026-11-23 14:50:00 → BOS 2026-11-23 19:08:00; nonstop; 258 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $551.25

• Delta Air Lines DL627: BOS 2026-11-27 08:45:00 → CUN 2026-11-27 13:37:00; nonstop; 292 minutes. Local airport times.
• Delta Air Lines DL626: CUN 2026-12-04 14:40:00 → BOS 2026-12-04 18:55:00; nonstop; 255 minutes. Local airport times.

2026-11-20 · one way · $215.00

• Southwest Airlines WN819 / WN1985: BOS 2026-11-20 05:35:00 → CUN 2026-11-20 13:25:00; 1 stop(s) via STL; 470 minutes. Local airport times.
  • WN819: BOS 2026-11-20 05:35:00 → STL 2026-11-20 07:40:00; layover at STL: 100 minutes.
  • WN1985: STL 2026-11-20 09:20:00 → CUN 2026-11-20 13:25:00.

2026-11-20 · one way · $220.00

• United Airlines UA2098 / UA1618: BOS 2026-11-20 09:30:00 → CUN 2026-11-20 16:55:00; 1 stop(s) via IAD; 445 minutes. Local airport times.
  • UA2098: BOS 2026-11-20 09:30:00 → IAD 2026-11-20 11:15:00; layover at IAD: 106 minutes.
  • UA1618: IAD 2026-11-20 13:01:00 → CUN 2026-11-20 16:55:00.

2026-11-20 · one way · $225.00

• Air Canada AC8605 / AC1882: BOS 2026-11-20 10:25:00 → CUN 2026-11-20 18:00:00; 1 stop(s) via YUL; 455 minutes. Local airport times.
  • AC8605: BOS 2026-11-20 10:25:00 → YUL 2026-11-20 11:50:00; layover at YUL: 80 minutes.
  • AC1882: YUL 2026-11-20 13:10:00 → CUN 2026-11-20 18:00:00.

2026-11-27 → 2026-12-04 · $461.25

• Southwest Airlines WN819 / WN1985: BOS 2026-11-27 05:35:00 → CUN 2026-11-27 13:25:00; 1 stop(s) via STL; 470 minutes. Local airport times.
  • WN819: BOS 2026-11-27 05:35:00 → STL 2026-11-27 07:40:00; layover at STL: 100 minutes.
  • WN1985: STL 2026-11-27 09:20:00 → CUN 2026-11-27 13:25:00.
• Southwest Airlines WN1610 / WN2752: CUN 2026-12-04 17:30:00 → BOS 2026-12-05 00:45:00; 1 stop(s) via BWI; 435 minutes. Local airport times.
  • WN1610: CUN 2026-12-04 17:30:00 → BWI 2026-12-04 20:50:00; layover at BWI: 145 minutes.
  • WN2752: BWI 2026-12-04 23:15:00 → BOS 2026-12-05 00:45:00.

2026-11-27 → 2026-12-04 · $472.50

• United Airlines UA1833 / UA1050: BOS 2026-11-27 06:00:00 → CUN 2026-11-27 13:57:00; 1 stop(s) via EWR; 477 minutes. Local airport times.
  • UA1833: BOS 2026-11-27 06:00:00 → EWR 2026-11-27 07:28:00; layover at EWR: 125 minutes.
  • UA1050: EWR 2026-11-27 09:33:00 → CUN 2026-11-27 13:57:00.
• United Airlines UA1133 / UA755: CUN 2026-12-04 16:55:00 → BOS 2026-12-04 23:59:00; 1 stop(s) via IAD; 424 minutes. Local airport times.
  • UA1133: CUN 2026-12-04 16:55:00 → IAD 2026-12-04 20:19:00; layover at IAD: 120 minutes.
  • UA755: IAD 2026-12-04 22:19:00 → BOS 2026-12-04 23:59:00.

2026-11-20 → 2026-11-23 · $478.13

• Air Canada AC8605 / AC1882: BOS 2026-11-20 10:25:00 → CUN 2026-11-20 18:00:00; 1 stop(s) via YUL; 455 minutes. Local airport times.
  • AC8605: BOS 2026-11-20 10:25:00 → YUL 2026-11-20 11:50:00; layover at YUL: 80 minutes.
  • AC1882: YUL 2026-11-20 13:10:00 → CUN 2026-11-20 18:00:00.
• Air Canada AC1373 / AC772: CUN 2026-11-23 15:10:00 → BOS 2026-11-23 22:37:00; 1 stop(s) via YYZ; 447 minutes. Local airport times.
  • AC1373: CUN 2026-11-23 15:10:00 → YYZ 2026-11-23 19:05:00; layover at YYZ: 110 minutes.
  • AC772: YYZ 2026-11-23 20:55:00 → BOS 2026-11-23 22:37:00.

2026-11-27 → 2026-12-04 · $506.25

• JetBlue Airways B6171: BOS 2026-11-27 06:30:00 → CUN 2026-11-27 11:10:00; nonstop; 280 minutes. Local airport times.
• JetBlue Airways B6672: CUN 2026-12-04 17:25:00 → BOS 2026-12-04 21:33:00; nonstop; 248 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $528.75

• American Airlines AA1298: BOS 2026-11-27 09:01:00 → CUN 2026-11-27 13:51:00; nonstop; 290 minutes. Local airport times.
• American Airlines AA55: CUN 2026-12-04 14:50:00 → BOS 2026-12-04 19:08:00; nonstop; 258 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $551.25

• Delta Air Lines DL627: BOS 2026-11-20 08:45:00 → CUN 2026-11-20 13:37:00; nonstop; 292 minutes. Local airport times.
• Delta Air Lines DL626: CUN 2026-11-23 14:40:00 → BOS 2026-11-23 18:55:00; nonstop; 255 minutes. Local airport times.

2026-11-20 · one way · $215.00

• American Airlines AA1249 / AA895: BOS 2026-11-20 05:00:00 → CUN 2026-11-20 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
  • AA1249: BOS 2026-11-20 05:00:00 → CLT 2026-11-20 07:34:00; layover at CLT: 106 minutes.
  • AA895: CLT 2026-11-20 09:20:00 → CUN 2026-11-20 12:29:00.

2026-11-20 · one way · $220.00

• United Airlines UA1833 / UA1050: BOS 2026-11-20 06:00:00 → CUN 2026-11-20 13:57:00; 1 stop(s) via EWR; 477 minutes. Local airport times.
  • UA1833: BOS 2026-11-20 06:00:00 → EWR 2026-11-20 07:28:00; layover at EWR: 125 minutes.
  • UA1050: EWR 2026-11-20 09:33:00 → CUN 2026-11-20 13:57:00.

2026-11-20 · one way · $225.00

• Delta Air Lines DL923 / DL592: BOS 2026-11-20 08:00:00 → CUN 2026-11-20 15:07:00; 1 stop(s) via ATL; 427 minutes. Local airport times.
  • DL923: BOS 2026-11-20 08:00:00 → ATL 2026-11-20 10:57:00; layover at ATL: 81 minutes.
  • DL592: ATL 2026-11-20 12:18:00 → CUN 2026-11-20 15:07:00.

2026-11-20 → 2026-11-23 · $461.25

• Southwest Airlines WN819 / WN1985: BOS 2026-11-20 05:35:00 → CUN 2026-11-20 13:25:00; 1 stop(s) via STL; 470 minutes. Local airport times.
  • WN819: BOS 2026-11-20 05:35:00 → STL 2026-11-20 07:40:00; layover at STL: 100 minutes.
  • WN1985: STL 2026-11-20 09:20:00 → CUN 2026-11-20 13:25:00.
• Southwest Airlines WN1610 / WN2752: CUN 2026-11-23 17:30:00 → BOS 2026-11-24 00:45:00; 1 stop(s) via BWI; 435 minutes. Local airport times.
  • WN1610: CUN 2026-11-23 17:30:00 → BWI 2026-11-23 20:50:00; layover at BWI: 145 minutes.
  • WN2752: BWI 2026-11-23 23:15:00 → BOS 2026-11-24 00:45:00.

2026-11-27 → 2026-12-04 · $472.50

• United Airlines UA2098 / UA1618: BOS 2026-11-27 09:30:00 → CUN 2026-11-27 16:55:00; 1 stop(s) via IAD; 445 minutes. Local airport times.
  • UA2098: BOS 2026-11-27 09:30:00 → IAD 2026-11-27 11:15:00; layover at IAD: 106 minutes.
  • UA1618: IAD 2026-11-27 13:01:00 → CUN 2026-11-27 16:55:00.
• United Airlines UA1133 / UA755: CUN 2026-12-04 16:55:00 → BOS 2026-12-04 23:59:00; 1 stop(s) via IAD; 424 minutes. Local airport times.
  • UA1133: CUN 2026-12-04 16:55:00 → IAD 2026-12-04 20:19:00; layover at IAD: 120 minutes.
  • UA755: IAD 2026-12-04 22:19:00 → BOS 2026-12-04 23:59:00.

2026-11-20 → 2026-11-23 · $472.50

• United Airlines UA2098 / UA1618: BOS 2026-11-20 09:30:00 → CUN 2026-11-20 16:55:00; 1 stop(s) via IAD; 445 minutes. Local airport times.
  • UA2098: BOS 2026-11-20 09:30:00 → IAD 2026-11-20 11:15:00; layover at IAD: 106 minutes.
  • UA1618: IAD 2026-11-20 13:01:00 → CUN 2026-11-20 16:55:00.
• United Airlines UA1133 / UA755: CUN 2026-11-23 16:55:00 → BOS 2026-11-23 23:59:00; 1 stop(s) via IAD; 424 minutes. Local airport times.
  • UA1133: CUN 2026-11-23 16:55:00 → IAD 2026-11-23 20:19:00; layover at IAD: 120 minutes.
  • UA755: IAD 2026-11-23 22:19:00 → BOS 2026-11-23 23:59:00.

2026-11-20 → 2026-11-23 · $472.50

• United Airlines UA1833 / UA1050: BOS 2026-11-20 06:00:00 → CUN 2026-11-20 13:57:00; 1 stop(s) via EWR; 477 minutes. Local airport times.
  • UA1833: BOS 2026-11-20 06:00:00 → EWR 2026-11-20 07:28:00; layover at EWR: 125 minutes.
  • UA1050: EWR 2026-11-20 09:33:00 → CUN 2026-11-20 13:57:00.
• United Airlines UA1133 / UA755: CUN 2026-11-23 16:55:00 → BOS 2026-11-23 23:59:00; 1 stop(s) via IAD; 424 minutes. Local airport times.
  • UA1133: CUN 2026-11-23 16:55:00 → IAD 2026-11-23 20:19:00; layover at IAD: 120 minutes.
  • UA755: IAD 2026-11-23 22:19:00 → BOS 2026-11-23 23:59:00.

2026-11-27 → 2026-12-04 · $478.13

• Air Canada AC8605 / AC1882: BOS 2026-11-27 10:25:00 → CUN 2026-11-27 18:00:00; 1 stop(s) via YUL; 455 minutes. Local airport times.
  • AC8605: BOS 2026-11-27 10:25:00 → YUL 2026-11-27 11:50:00; layover at YUL: 80 minutes.
  • AC1882: YUL 2026-11-27 13:10:00 → CUN 2026-11-27 18:00:00.
• Air Canada AC1373 / AC772: CUN 2026-12-04 15:10:00 → BOS 2026-12-04 22:37:00; 1 stop(s) via YYZ; 447 minutes. Local airport times.
  • AC1373: CUN 2026-12-04 15:10:00 → YYZ 2026-12-04 19:05:00; layover at YYZ: 110 minutes.
  • AC772: YYZ 2026-12-04 20:55:00 → BOS 2026-12-04 22:37:00.

2026-11-27 → 2026-12-04 · $491.25

• American Airlines AA1249 / AA895: BOS 2026-11-27 05:00:00 → CUN 2026-11-27 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
  • AA1249: BOS 2026-11-27 05:00:00 → CLT 2026-11-27 07:34:00; layover at CLT: 106 minutes.
  • AA895: CLT 2026-11-27 09:20:00 → CUN 2026-11-27 12:29:00.
• American Airlines AA55: CUN 2026-12-04 14:50:00 → BOS 2026-12-04 19:08:00; nonstop; 258 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $498.75

• American Airlines AA1249 / AA895: BOS 2026-11-20 05:00:00 → CUN 2026-11-20 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
  • AA1249: BOS 2026-11-20 05:00:00 → CLT 2026-11-20 07:34:00; layover at CLT: 106 minutes.
  • AA895: CLT 2026-11-20 09:20:00 → CUN 2026-11-20 12:29:00.
• American Airlines AA55: CUN 2026-11-23 14:50:00 → BOS 2026-11-23 19:08:00; nonstop; 258 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $513.75

• Delta Air Lines DL923 / DL592: BOS 2026-11-27 08:00:00 → CUN 2026-11-27 15:07:00; 1 stop(s) via ATL; 427 minutes. Local airport times.
  • DL923: BOS 2026-11-27 08:00:00 → ATL 2026-11-27 10:57:00; layover at ATL: 81 minutes.
  • DL592: ATL 2026-11-27 12:18:00 → CUN 2026-11-27 15:07:00.
• Delta Air Lines DL626: CUN 2026-12-04 14:40:00 → BOS 2026-12-04 18:55:00; nonstop; 255 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $521.25

• Delta Air Lines DL923 / DL592: BOS 2026-11-20 08:00:00 → CUN 2026-11-20 15:07:00; 1 stop(s) via ATL; 427 minutes. Local airport times.
  • DL923: BOS 2026-11-20 08:00:00 → ATL 2026-11-20 10:57:00; layover at ATL: 81 minutes.
  • DL592: ATL 2026-11-20 12:18:00 → CUN 2026-11-20 15:07:00.
• Delta Air Lines DL626: CUN 2026-11-23 14:40:00 → BOS 2026-11-23 18:55:00; nonstop; 255 minutes. Local airport times.

More dates for this route

• Nov 20, 2026 → Nov 23, 2026
• Nov 27, 2026 → Dec 4, 2026
• Nov 20, 2026 · One way

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• Hawaii: for Christmas · for Thanksgiving · for spring break · for Presidents' Day weekend · in summer · for 4 days · for 5 days · for a week · for 10 days
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• The Caribbean: for Christmas · for spring break · for Presidents' Day weekend · in winter · in February · for 4 days · for 5 days · for a week
• Costa Rica: for Christmas · for spring break · in winter · for a week · for 10 days
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• Spain: in summer · in May · in September · for spring break · for a week · for 10 days
• Greece: in summer · in May · in June · in September · for a week · for 10 days · for two weeks
• Portugal: in summer · in May · in September · in winter · for 4 days · for a week · for 10 days
• Croatia: in summer · in June · in September · for a week · for 10 days
• Iceland: in summer · in winter · in September · for 4 days · for a week
• Scandinavia: in summer · in winter · in September · for 4 days · for a week · for 10 days
• Eastern Europe: in summer · in May · in September · in December · for a week · for 10 days
• England: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
• Scotland: in summer · in fall · for 4 days · for a week
• Ireland: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
• Japan: in April · in November · in winter · in summer · for a week · for 10 days · for two weeks
• Asia: in spring · in fall · in winter · for a week · for 10 days · for two weeks
• Southeast Asia: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks · for a month
• Thailand: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks
• Vietnam: in winter · in November · in February · in spring · for 10 days · for two weeks
• Bali: in summer · in winter · for 10 days · for two weeks · for a month
• India: in winter · in December · for two weeks · for a month
• Australia: in December · in January · in February · in September · for two weeks · for three weeks · for a month
• New Zealand: in December · in January · in February · for two weeks · for three weeks
• South America: in January · in February · in winter · for 10 days · for two weeks
• Colombia: in winter · in spring · for a week · for 10 days
• Peru: in summer · in May · in September · for 10 days · for two weeks
• The Middle East: in winter · for a week · for 10 days
• Turkey: in spring · in summer · in fall · for a week · for 10 days
• Africa: in winter · in fall · for 10 days · for two weeks
• South Africa: in winter · in fall · for 10 days · for two weeks
• Morocco: in spring · in fall · in winter · for a week · for 10 days
• Egypt: in winter · in fall · in spring · for a week · for 10 days
• Canada: in summer · in winter · in fall · for 3 days · for 4 days · for a week
• Florida: for spring break · for Christmas · for Thanksgiving · in winter · for 4 days · for 5 days · for a week
• California: for spring break · in summer · in winter · for 3 days · for 4 days · for a week
• The Pacific Northwest: in summer · in fall · for 3 days · for 4 days · for a week
• Alaska: in summer · in June · in July · in August · for 5 days · for a week · for 10 days
• The Southwest: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
• Arizona: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
• Utah: in winter · for Presidents' Day weekend · for MLK weekend · in spring · in summer · for 4 days · for a week
• The Rockies: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
• Colorado: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
• Montana and Wyoming: in summer · in winter · for a week · for 10 days
• Texas: in spring · in fall · for 3 days · for 4 days
• The Southeast: in spring · in fall · for 3 days · for 4 days
• The Midwest: in summer · for 3 days · for 4 days
• Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks

Best places for Presidents' Day weekend from other cities

Fares observed October 23 – 28, 2026. USD for the travelers shown. Search a trip for current 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

Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027

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