Best places to fly from Middletown for Presidents' Day weekend
Presidents' Day weekend is the winter's big getaway: ski towns and warm beaches both peak, and fares rise for the Friday out and the Monday back. A city nobody associates with February, New Orleans, Austin, San Diego, is the value play.
Nonstop from Middletown: Boston (1h 39m). One stop via Charlotte: Cancun; via Dulles: Honolulu. No recent searches for Las Vegas, Orlando, Los Angeles, New York and Chicago.
Axel's pick: Boston, nonstop and the lowest fare saved for these dates, $377.
Where to fly from Middletown for Presidents' Day weekend: fares for Presidents' Day weekend 2027 (Feb 12 to 16) to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for Presidents' Day weekend 2027 (Feb 12 – Feb 16, 2027).
Cheapest right now: Boston $377 · Cancun $422 · Honolulu $933
Flights for the months ahead
Middletown (MDT) to Cancun (CUN), the months ahead: 144 priced flights on 72 exact dates. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
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Middletown (MDT) to Cancun (CUN): November 2026
Middletown (MDT) to Cancun (CUN): December 2026
Middletown (MDT) to Cancun (CUN): January 2027
Middletown (MDT) to Cancun (CUN): February 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Feb 12, 2027 – Feb 15, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $632.50 |
| Feb 12, 2027 – Feb 15, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $638.25 |
| Feb 13, 2027 – Feb 20, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $591.25 |
| Feb 13, 2027 – Feb 20, 2027 · 7 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $597.00 |
Middletown (MDT) to Cancun (CUN): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 12, 2027 – Mar 15, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $577.50 |
| Mar 12, 2027 – Mar 15, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $582.75 |
| Mar 13, 2027 – Mar 20, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $649.00 |
| Mar 13, 2027 – Mar 20, 2027 · 7 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $654.25 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $746.70 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $753.25 |
Middletown (MDT) to Cancun (CUN): April 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Apr 9, 2027 – Apr 12, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $590.00 |
| Apr 9, 2027 – Apr 12, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $595.00 |
| Apr 10, 2027 – Apr 17, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $590.00 |
| Apr 10, 2027 – Apr 17, 2027 · 7 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $595.00 |
Middletown (MDT) to Cancun (CUN): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 7, 2027 – May 10, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $560.50 |
| May 7, 2027 – May 10, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $565.25 |
| May 8, 2027 – May 15, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $560.50 |
| May 8, 2027 – May 15, 2027 · 7 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $565.25 |
| May 28, 2027 – May 31, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $613.60 |
| May 28, 2027 – May 31, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $618.80 |
Middletown (MDT) to Cancun (CUN): June 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jun 4, 2027 – Jun 7, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $590.00 |
| Jun 4, 2027 – Jun 7, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $595.00 |
| Jun 5, 2027 – Jun 12, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $590.00 |
| Jun 5, 2027 – Jun 12, 2027 · 7 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $595.00 |
Middletown (MDT) to Cancun (CUN): July 2027
Middletown (MDT) to Cancun (CUN): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 27, 2027 – Aug 30, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $560.50 |
| Aug 27, 2027 – Aug 30, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $565.25 |
| Aug 28, 2027 – Sep 4, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $545.75 |
| Aug 28, 2027 – Sep 4, 2027 · 7 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $550.50 |
Middletown (MDT) to Cancun (CUN): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3, 2027 – Sep 6, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $531.00 |
| Sep 3, 2027 – Sep 6, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $535.50 |
| Sep 17, 2027 – Sep 20, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $531.00 |
| Sep 17, 2027 – Sep 20, 2027 · 3 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $535.50 |
| Sep 18, 2027 – Sep 25, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $531.00 |
| Sep 18, 2027 – Sep 25, 2027 · 7 nights | United Airlines / American Airlines | Up to 1 stop each way | Axel-exclusive $535.50 |
Route overview: Middletown to Cancun (CUN) flight deals
2026-11-12 → 2026-11-15 · Axel-exclusive $550.00
- American Airlines AA5638 / AA895: MDT 2026-11-12 05:00:00 → CUN 2026-11-12 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2026-11-12 05:00:00 → CLT 2026-11-12 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2026-11-12 09:20:00 → CUN 2026-11-12 12:29:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-15 17:13:00 → MDT 2026-11-16 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-15 17:13:00 → CLT 2026-11-15 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-15 22:31:00 → MDT 2026-11-16 00:12:00.
2026-11-12 → 2026-11-15 · Axel-exclusive $555.00
- United Airlines UA4974 / UA1618: MDT 2026-11-12 10:30:00 → CUN 2026-11-12 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-11-12 10:30:00 → IAD 2026-11-12 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-11-12 13:01:00 → CUN 2026-11-12 16:55:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-15 17:13:00 → MDT 2026-11-16 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-15 17:13:00 → CLT 2026-11-15 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-15 22:31:00 → MDT 2026-11-16 00:12:00.
2026-11-17 · one way · Axel-exclusive $285.00
- American Airlines AA1795 / AA1507: MDT 2026-11-17 07:08:00 → CUN 2026-11-17 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
- AA1795: MDT 2026-11-17 07:08:00 → DFW 2026-11-17 10:08:00; layover at DFW: 220 minutes.
- AA1507: DFW 2026-11-17 13:48:00 → CUN 2026-11-17 17:35:00.
2026-11-17 · one way · Axel-exclusive $290.00
- United Airlines UA4974 / UA1618: MDT 2026-11-17 10:30:00 → CUN 2026-11-17 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-11-17 10:30:00 → IAD 2026-11-17 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-11-17 13:01:00 → CUN 2026-11-17 16:55:00.
2026-11-24 → 2026-11-29 · Axel-exclusive $660.00
- American Airlines AA1795 / AA1507: MDT 2026-11-24 07:08:00 → CUN 2026-11-24 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
- AA1795: MDT 2026-11-24 07:08:00 → DFW 2026-11-24 10:08:00; layover at DFW: 220 minutes.
- AA1507: DFW 2026-11-24 13:48:00 → CUN 2026-11-24 17:35:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-29 17:13:00 → MDT 2026-11-30 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-29 17:13:00 → CLT 2026-11-29 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-29 22:31:00 → MDT 2026-11-30 00:12:00.
2026-11-24 → 2026-11-29 · Axel-exclusive $666.00
- United Airlines UA4974 / UA1618: MDT 2026-11-24 10:30:00 → CUN 2026-11-24 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-11-24 10:30:00 → IAD 2026-11-24 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-11-24 13:01:00 → CUN 2026-11-24 16:55:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-29 17:13:00 → MDT 2026-11-30 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-29 17:13:00 → CLT 2026-11-29 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-29 22:31:00 → MDT 2026-11-30 00:12:00.
2026-12-05 → 2026-12-12 · Axel-exclusive $550.00
- American Airlines AA5638 / AA895: MDT 2026-12-05 05:00:00 → CUN 2026-12-05 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2026-12-05 05:00:00 → CLT 2026-12-05 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2026-12-05 09:20:00 → CUN 2026-12-05 12:29:00.
- American Airlines AA1910 / AA2156: CUN 2026-12-12 13:10:00 → MDT 2026-12-12 22:28:00; 1 stop(s) via ORD; 558 minutes. Local airport times.
- AA1910: CUN 2026-12-12 13:10:00 → ORD 2026-12-12 16:30:00; layover at ORD: 170 minutes.
- AA2156: ORD 2026-12-12 19:20:00 → MDT 2026-12-12 22:28:00.
2026-12-05 → 2026-12-12 · Axel-exclusive $555.00
- United Airlines UA4974 / UA1618: MDT 2026-12-05 10:30:00 → CUN 2026-12-05 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-12-05 10:30:00 → IAD 2026-12-05 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-12-05 13:01:00 → CUN 2026-12-05 16:55:00.
- American Airlines AA1910 / AA2156: CUN 2026-12-12 13:10:00 → MDT 2026-12-12 22:28:00; 1 stop(s) via ORD; 558 minutes. Local airport times.
- AA1910: CUN 2026-12-12 13:10:00 → ORD 2026-12-12 16:30:00; layover at ORD: 170 minutes.
- AA2156: ORD 2026-12-12 19:20:00 → MDT 2026-12-12 22:28:00.
2026-12-19 → 2026-12-26 · Axel-exclusive $742.50
- American Airlines AA5963 / AA1262: MDT 2026-12-19 06:08:00 → CUN 2026-12-19 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2026-12-19 06:08:00 → PHL 2026-12-19 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2026-12-19 08:40:00 → CUN 2026-12-19 12:44:00.
- American Airlines AA888 / AA5908: CUN 2026-12-26 14:40:00 → MDT 2026-12-26 22:49:00; 1 stop(s) via PHL; 489 minutes. Local airport times.
- AA888: CUN 2026-12-26 14:40:00 → PHL 2026-12-26 18:31:00; layover at PHL: 194 minutes.
- AA5908: PHL 2026-12-26 21:45:00 → MDT 2026-12-26 22:49:00.
2026-12-19 → 2026-12-26 · Axel-exclusive $749.25
- United Airlines UA4974 / UA1618: MDT 2026-12-19 10:30:00 → CUN 2026-12-19 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-12-19 10:30:00 → IAD 2026-12-19 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-12-19 13:01:00 → CUN 2026-12-19 16:55:00.
- American Airlines AA888 / AA5908: CUN 2026-12-26 14:40:00 → MDT 2026-12-26 22:49:00; 1 stop(s) via PHL; 489 minutes. Local airport times.
- AA888: CUN 2026-12-26 14:40:00 → PHL 2026-12-26 18:31:00; layover at PHL: 194 minutes.
- AA5908: PHL 2026-12-26 21:45:00 → MDT 2026-12-26 22:49:00.
2026-12-31 → 2027-01-03 · Axel-exclusive $742.50
- American Airlines AA5638 / AA895: MDT 2026-12-31 05:00:00 → CUN 2026-12-31 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2026-12-31 05:00:00 → CLT 2026-12-31 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2026-12-31 09:20:00 → CUN 2026-12-31 12:29:00.
- American Airlines AA2219 / AA1571: CUN 2027-01-03 14:27:00 → MDT 2027-01-03 22:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-01-03 14:27:00 → DFW 2027-01-03 16:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-01-03 18:51:00 → MDT 2027-01-03 22:54:00.
2026-12-31 → 2027-01-03 · Axel-exclusive $749.25
- United Airlines UA4974 / UA1618: MDT 2026-12-31 10:30:00 → CUN 2026-12-31 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-12-31 10:30:00 → IAD 2026-12-31 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-12-31 13:01:00 → CUN 2026-12-31 16:55:00.
- American Airlines AA2219 / AA1571: CUN 2027-01-03 14:27:00 → MDT 2027-01-03 22:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-01-03 14:27:00 → DFW 2027-01-03 16:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-01-03 18:51:00 → MDT 2027-01-03 22:54:00.
2027-01-14 → 2027-01-17 · Axel-exclusive $550.00
- American Airlines AA5638 / AA895: MDT 2027-01-14 05:00:00 → CUN 2027-01-14 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2027-01-14 05:00:00 → CLT 2027-01-14 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2027-01-14 09:20:00 → CUN 2027-01-14 12:29:00.
- American Airlines AA2219 / AA1571: CUN 2027-01-17 14:27:00 → MDT 2027-01-17 22:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-01-17 14:27:00 → DFW 2027-01-17 16:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-01-17 18:51:00 → MDT 2027-01-17 22:54:00.
2027-01-14 → 2027-01-17 · Axel-exclusive $555.00
- United Airlines UA4974 / UA1618: MDT 2027-01-14 10:30:00 → CUN 2027-01-14 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2027-01-14 10:30:00 → IAD 2027-01-14 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2027-01-14 13:01:00 → CUN 2027-01-14 16:55:00.
- American Airlines AA2219 / AA1571: CUN 2027-01-17 14:27:00 → MDT 2027-01-17 22:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-01-17 14:27:00 → DFW 2027-01-17 16:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-01-17 18:51:00 → MDT 2027-01-17 22:54:00.
2027-01-28 → 2027-01-31 · Axel-exclusive $550.00
- American Airlines AA5638 / AA895: MDT 2027-01-28 05:00:00 → CUN 2027-01-28 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2027-01-28 05:00:00 → CLT 2027-01-28 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2027-01-28 09:20:00 → CUN 2027-01-28 12:29:00.
- American Airlines AA2219 / AA1571: CUN 2027-01-31 14:27:00 → MDT 2027-01-31 22:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-01-31 14:27:00 → DFW 2027-01-31 16:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-01-31 18:51:00 → MDT 2027-01-31 22:54:00.
2027-01-28 → 2027-01-31 · Axel-exclusive $555.00
- United Airlines UA4974 / UA1618: MDT 2027-01-28 10:30:00 → CUN 2027-01-28 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2027-01-28 10:30:00 → IAD 2027-01-28 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2027-01-28 13:01:00 → CUN 2027-01-28 16:55:00.
- American Airlines AA2219 / AA1571: CUN 2027-01-31 14:27:00 → MDT 2027-01-31 22:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-01-31 14:27:00 → DFW 2027-01-31 16:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-01-31 18:51:00 → MDT 2027-01-31 22:54:00.
2027-03-13 → 2027-03-20 · Axel-exclusive $649.00
- American Airlines AA5963 / AA1262: MDT 2027-03-13 06:08:00 → CUN 2027-03-13 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2027-03-13 06:08:00 → PHL 2027-03-13 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2027-03-13 08:40:00 → CUN 2027-03-13 12:44:00.
- American Airlines AA2219 / AA1571: CUN 2027-03-20 14:27:00 → MDT 2027-03-20 23:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-03-20 14:27:00 → DFW 2027-03-20 17:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-03-20 19:51:00 → MDT 2027-03-20 23:54:00.
2027-03-13 → 2027-03-20 · Axel-exclusive $654.25
- United Airlines UA4974 / UA1618: MDT 2027-03-13 10:30:00 → CUN 2027-03-13 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2027-03-13 10:30:00 → IAD 2027-03-13 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2027-03-13 13:01:00 → CUN 2027-03-13 16:55:00.
- American Airlines AA2219 / AA1571: CUN 2027-03-20 14:27:00 → MDT 2027-03-20 23:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-03-20 14:27:00 → DFW 2027-03-20 17:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-03-20 19:51:00 → MDT 2027-03-20 23:54:00.
2027-05-28 → 2027-05-31 · Axel-exclusive $613.60
- American Airlines AA5963 / AA1262: MDT 2027-05-28 06:08:00 → CUN 2027-05-28 11:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2027-05-28 06:08:00 → PHL 2027-05-28 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2027-05-28 08:40:00 → CUN 2027-05-28 11:44:00.
- American Airlines AA1192 / AA5217: CUN 2027-05-31 17:13:00 → MDT 2027-06-01 01:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2027-05-31 17:13:00 → CLT 2027-05-31 21:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2027-05-31 23:31:00 → MDT 2027-06-01 01:12:00.
2027-05-28 → 2027-05-31 · Axel-exclusive $618.80
- United Airlines UA4974 / UA1618: MDT 2027-05-28 10:30:00 → CUN 2027-05-28 15:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2027-05-28 10:30:00 → IAD 2027-05-28 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2027-05-28 13:01:00 → CUN 2027-05-28 15:55:00.
- American Airlines AA1192 / AA5217: CUN 2027-05-31 17:13:00 → MDT 2027-06-01 01:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2027-05-31 17:13:00 → CLT 2027-05-31 21:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2027-05-31 23:31:00 → MDT 2027-06-01 01:12:00.
2027-07-30 → 2027-08-02 · Axel-exclusive $575.25
- American Airlines AA5963 / AA1262: MDT 2027-07-30 06:08:00 → CUN 2027-07-30 11:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2027-07-30 06:08:00 → PHL 2027-07-30 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2027-07-30 08:40:00 → CUN 2027-07-30 11:44:00.
- American Airlines AA1192 / AA5217: CUN 2027-08-02 17:13:00 → MDT 2027-08-03 01:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2027-08-02 17:13:00 → CLT 2027-08-02 21:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2027-08-02 23:31:00 → MDT 2027-08-03 01:12:00.
2027-07-30 → 2027-08-02 · Axel-exclusive $580.25
- United Airlines UA4974 / UA1618: MDT 2027-07-30 10:30:00 → CUN 2027-07-30 15:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2027-07-30 10:30:00 → IAD 2027-07-30 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2027-07-30 13:01:00 → CUN 2027-07-30 15:55:00.
- American Airlines AA1192 / AA5217: CUN 2027-08-02 17:13:00 → MDT 2027-08-03 01:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2027-08-02 17:13:00 → CLT 2027-08-02 21:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2027-08-02 23:31:00 → MDT 2027-08-03 01:12:00.
2027-09-18 → 2027-09-25 · Axel-exclusive $531.00
- American Airlines AA5963 / AA1262: MDT 2027-09-18 06:08:00 → CUN 2027-09-18 11:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2027-09-18 06:08:00 → PHL 2027-09-18 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2027-09-18 08:40:00 → CUN 2027-09-18 11:44:00.
- American Airlines AA2219 / AA1571: CUN 2027-09-25 14:27:00 → MDT 2027-09-25 23:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-09-25 14:27:00 → DFW 2027-09-25 17:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-09-25 19:51:00 → MDT 2027-09-25 23:54:00.
2027-09-18 → 2027-09-25 · Axel-exclusive $535.50
- United Airlines UA4974 / UA1618: MDT 2027-09-18 10:30:00 → CUN 2027-09-18 15:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2027-09-18 10:30:00 → IAD 2027-09-18 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2027-09-18 13:01:00 → CUN 2027-09-18 15:55:00.
- American Airlines AA2219 / AA1571: CUN 2027-09-25 14:27:00 → MDT 2027-09-25 23:54:00; 1 stop(s) via DFW; 507 minutes. Local airport times.
- AA2219: CUN 2027-09-25 14:27:00 → DFW 2027-09-25 17:45:00; layover at DFW: 126 minutes.
- AA1571: DFW 2027-09-25 19:51:00 → MDT 2027-09-25 23:54:00.
More dates for this route
- Nov 12, 2026 · Return options
- Nov 21, 2026 · Return options
- Dec 1, 2026 · Return options
- Dec 12, 2026 · Return options
- Dec 22, 2026 · Return options
- Jan 1, 2027 · Return options
- Jan 12, 2027 · Return options
- Jan 23, 2027 · Return options
- Feb 13, 2027 · Return options
- May 8, 2027 · Return options
- Jul 3, 2027 · Return options
- Sep 18, 2027 · Return options
- Hotels in Cancun with Axel
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- 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
Fares observed October 28, 2026. USD for the travelers shown.
Where to go from Middletown
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 | Flights | Axel-exclusive | Dates | |
|---|---|---|---|---|---|
| Boston (BOS) | Boston's Freedom Trail, universities and seafood | Nonstop · 1h 39m | Axel-exclusive $377 (airline $397) | Feb 12–16, 2027 | See flights for these dates |
| Cancun (CUN) | Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby | 1 stop via Charlotte | Axel-exclusive $422 (airline $446) | Feb 12–16, 2027 | See flights for these dates |
| Oahu / Honolulu (HNL) | Waikiki, Diamond Head and Pearl Harbor on Oahu | 1 stop via Dulles | Axel-exclusive $933 (airline $985) | Feb 12–16, 2027 | See flights for these dates |
| Las Vegas (LAS) | Las Vegas' Strip, shows and day trips to the canyons | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates | |
| Orlando (MCO) | Orlando's theme parks | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates | |
| Los Angeles (LAX) | Los Angeles' beaches, Hollywood and museums | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates | |
| New York (JFK) | New York's museums, Broadway and neighborhoods | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates | |
| Chicago (ORD) | Chicago's architecture, lakefront and deep-dish | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates |
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
Keep exploring
Hotels in Cancun with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room
Hotel details in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Express Hotel · Adhara Hacienda Cancun · All 198 hotels in Cancun
For AI assistants
- This page: Best places to fly from Middletown for Presidents' Day weekend. Where to fly from Middletown for Presidents' Day weekend: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Presidents' Day weekend 2027 (Feb 12 to 16), nonstop options first. The cheapest saved fare for each destination, and a link to search your own dates.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.