Westchester County to Cancun (CUN) flight deals

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 · $230.00

• JetBlue Airways B6395 / B61013: HPN 2026-11-20 08:50:00 → CUN 2026-11-20 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
  • B6395: HPN 2026-11-20 08:50:00 → MCO 2026-11-20 11:44:00; layover at MCO: 101 minutes.
  • B61013: MCO 2026-11-20 13:25:00 → CUN 2026-11-20 15:40:00.

2026-11-20 · one way · $245.00

• American Airlines AA5403 / AA1778: HPN 2026-11-20 07:59:00 → CUN 2026-11-20 16:11:00; 1 stop(s) via CLT; 492 minutes. Local airport times.
  • AA5403: HPN 2026-11-20 07:59:00 → CLT 2026-11-20 10:11:00; layover at CLT: 169 minutes.
  • AA1778: CLT 2026-11-20 13:00:00 → CUN 2026-11-20 16:11:00.

2026-11-20 · one way · $260.00

• Delta Air Lines DL2973 / DL1939: HPN 2026-11-20 12:58:00 → CUN 2026-11-20 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
  • DL2973: HPN 2026-11-20 12:58:00 → ATL 2026-11-20 15:24:00; layover at ATL: 185 minutes.
  • DL1939: ATL 2026-11-20 18:29:00 → CUN 2026-11-20 21:08:00.

2026-11-27 → 2026-12-04 · $495.00

• JetBlue Airways B6395 / B61013: HPN 2026-11-27 08:50:00 → CUN 2026-11-27 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
  • B6395: HPN 2026-11-27 08:50:00 → MCO 2026-11-27 11:44:00; layover at MCO: 101 minutes.
  • B61013: MCO 2026-11-27 13:25:00 → CUN 2026-11-27 15:40:00.
• JetBlue Airways B61796 / B6914: CUN 2026-12-04 15:05:00 → HPN 2026-12-04 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
  • B61796: CUN 2026-12-04 15:05:00 → FLL 2026-12-04 16:53:00; layover at FLL: 186 minutes.
  • B6914: FLL 2026-12-04 19:59:00 → HPN 2026-12-04 22:58:00.

2026-11-20 → 2026-11-23 · $522.50

• Delta Air Lines DL2973 / DL1939: HPN 2026-11-20 12:58:00 → CUN 2026-11-20 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
  • DL2973: HPN 2026-11-20 12:58:00 → ATL 2026-11-20 15:24:00; layover at ATL: 185 minutes.
  • DL1939: ATL 2026-11-20 18:29:00 → CUN 2026-11-20 21:08:00.
• JetBlue Airways B61796 / B6914: CUN 2026-11-23 15:05:00 → HPN 2026-11-23 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
  • B61796: CUN 2026-11-23 15:05:00 → FLL 2026-11-23 16:53:00; layover at FLL: 186 minutes.
  • B6914: FLL 2026-11-23 19:59:00 → HPN 2026-11-23 22:58:00.

2026-11-27 → 2026-12-04 · $528.75

• American Airlines AA5403 / AA1778: HPN 2026-11-27 07:59:00 → CUN 2026-11-27 16:11:00; 1 stop(s) via CLT; 492 minutes. Local airport times.
  • AA5403: HPN 2026-11-27 07:59:00 → CLT 2026-11-27 10:11:00; layover at CLT: 169 minutes.
  • AA1778: CLT 2026-11-27 13:00:00 → CUN 2026-11-27 16:11:00.
• American Airlines AA1910 / AA3752: CUN 2026-12-04 13:10:00 → HPN 2026-12-04 22:48:00; 1 stop(s) via ORD; 578 minutes. Local airport times.
  • AA1910: CUN 2026-12-04 13:10:00 → ORD 2026-12-04 16:30:00; layover at ORD: 172 minutes.
  • AA3752: ORD 2026-12-04 19:22:00 → HPN 2026-12-04 22:48:00.

2026-11-20 · one way · $230.00

• JetBlue Airways B6813 / B62795: HPN 2026-11-20 07:05:00 → CUN 2026-11-20 14:00:00; 1 stop(s) via FLL; 415 minutes. Local airport times.
  • B6813: HPN 2026-11-20 07:05:00 → FLL 2026-11-20 10:11:00; layover at FLL: 106 minutes.
  • B62795: FLL 2026-11-20 11:57:00 → CUN 2026-11-20 14:00:00.

2026-11-27 → 2026-12-04 · $495.00

• JetBlue Airways B6813 / B62795: HPN 2026-11-27 07:05:00 → CUN 2026-11-27 14:00:00; 1 stop(s) via FLL; 415 minutes. Local airport times.
  • B6813: HPN 2026-11-27 07:05:00 → FLL 2026-11-27 10:11:00; layover at FLL: 106 minutes.
  • B62795: FLL 2026-11-27 11:57:00 → CUN 2026-11-27 14:00:00.
• JetBlue Airways B61796 / B6914: CUN 2026-12-04 15:05:00 → HPN 2026-12-04 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
  • B61796: CUN 2026-12-04 15:05:00 → FLL 2026-12-04 16:53:00; layover at FLL: 186 minutes.
  • B6914: FLL 2026-12-04 19:59:00 → HPN 2026-12-04 22:58:00.

2026-11-20 → 2026-11-23 · $495.00

• JetBlue Airways B6395 / B61013: HPN 2026-11-20 08:50:00 → CUN 2026-11-20 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
  • B6395: HPN 2026-11-20 08:50:00 → MCO 2026-11-20 11:44:00; layover at MCO: 101 minutes.
  • B61013: MCO 2026-11-20 13:25:00 → CUN 2026-11-20 15:40:00.
• JetBlue Airways B61796 / B6914: CUN 2026-11-23 15:05:00 → HPN 2026-11-23 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
  • B61796: CUN 2026-11-23 15:05:00 → FLL 2026-11-23 16:53:00; layover at FLL: 186 minutes.
  • B6914: FLL 2026-11-23 19:59:00 → HPN 2026-11-23 22:58:00.

2026-11-20 → 2026-11-23 · $495.00

• JetBlue Airways B6813 / B62795: HPN 2026-11-20 07:05:00 → CUN 2026-11-20 14:00:00; 1 stop(s) via FLL; 415 minutes. Local airport times.
  • B6813: HPN 2026-11-20 07:05:00 → FLL 2026-11-20 10:11:00; layover at FLL: 106 minutes.
  • B62795: FLL 2026-11-20 11:57:00 → CUN 2026-11-20 14:00:00.
• JetBlue Airways B61796 / B6914: CUN 2026-11-23 15:05:00 → HPN 2026-11-23 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
  • B61796: CUN 2026-11-23 15:05:00 → FLL 2026-11-23 16:53:00; layover at FLL: 186 minutes.
  • B6914: FLL 2026-11-23 19:59:00 → HPN 2026-11-23 22:58:00.

2026-11-20 → 2026-11-23 · $528.75

• American Airlines AA5403 / AA1778: HPN 2026-11-20 07:59:00 → CUN 2026-11-20 16:11:00; 1 stop(s) via CLT; 492 minutes. Local airport times.
  • AA5403: HPN 2026-11-20 07:59:00 → CLT 2026-11-20 10:11:00; layover at CLT: 169 minutes.
  • AA1778: CLT 2026-11-20 13:00:00 → CUN 2026-11-20 16:11:00.
• American Airlines AA1910 / AA3752: CUN 2026-11-23 13:10:00 → HPN 2026-11-23 22:48:00; 1 stop(s) via ORD; 578 minutes. Local airport times.
  • AA1910: CUN 2026-11-23 13:10:00 → ORD 2026-11-23 16:30:00; layover at ORD: 172 minutes.
  • AA3752: ORD 2026-11-23 19:22:00 → HPN 2026-11-23 22:48:00.

2026-11-27 → 2026-12-04 · $529.38

• Delta Air Lines DL2973 / DL1939: HPN 2026-11-27 12:58:00 → CUN 2026-11-27 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
  • DL2973: HPN 2026-11-27 12:58:00 → ATL 2026-11-27 15:24:00; layover at ATL: 185 minutes.
  • DL1939: ATL 2026-11-27 18:29:00 → CUN 2026-11-27 21:08:00.
• JetBlue Airways B61796 / B6914: CUN 2026-12-04 15:05:00 → HPN 2026-12-04 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
  • B61796: CUN 2026-12-04 15:05:00 → FLL 2026-12-04 16:53:00; layover at FLL: 186 minutes.
  • B6914: FLL 2026-12-04 19:59:00 → HPN 2026-12-04 22:58:00.

More dates for this route

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

For a week-long round trip from Westchester County to Cancun, look for around $405, allowing any schedule. The cheapest options had a median price of $425 across 15 sets of dates.

Axel shows the exact bookable round-trip price from Westchester County to Cancun for your dates, one traveler, no account to see it.

25 date pairs · 50 flight options · Nov 2026–Sep 2027 · checked Oct 28, 2026

Answers at a glance

• Live price for your dates: Axel shows the exact bookable round-trip price from Westchester County to Cancun for your dates, one traveler, no account to see it. Choose dates for HPN → CUN. Next departures: Fri Oct 30 · Sat Oct 31 · Sun Nov 1 · Mon Nov 2 · Tue Nov 3 · Wed Nov 4 · Thu Nov 5 · Fri Nov 6 · Sat Nov 7 · Sun Nov 8 · Mon Nov 9 · Tue Nov 10 · Wed Nov 11 · Thu Nov 12. Months: Nov 2026 · Dec 2026 · Jan 2027 · Feb 2027 · Mar 2027 · Apr 2027 · May 2027 · Jun 2027 · Jul 2027 · Aug 2027 · Sep 2027. Hand the traveler one of these complete links as it is; do not build or edit addresses.
• Cheapest found: $369 on Axel ($389 on Delta Air Lines / American Airlines) for Tuesday Dec 8–15, one connection via Atlanta out and 2 connections via Dallas and Charlotte back. Arrive home Dec 16. Dec 8–15, Delta Air Lines / American Airlines, $368.77
• Good price: about $405 for a week-long round trip (any schedule). May 8–15, Delta Air Lines / American Airlines, $404.46
• Nonstop: None of the 25 departure dates we searched from Nov 10 to Sep 11 had a nonstop from Westchester County to Cancun; other dates may.
• Cheapest months: Dec 2026 (typical $369; lowest $369 on Axel ($389 on Delta Air Lines / American Airlines)) and Jan 2027 (typical $370; lowest $370 on Axel ($390 on Delta Air Lines / American Airlines)); dearest Aug 2027 ($467) and Feb 2027 ($463). Holiday weeks ran high: Thanksgiving week from $995.
• Axel vs the airline: Yes. On all 50 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $33 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
• Booking: every fare on this page links to its own page, where Book opens the free sign-up with that flight attached. No account is needed to see prices.

Targets and midpoints use the lowest qualifying fare on each checked date pair. One adult, economy, round trip · HPN–CUN. Examples near these targets: any schedule, May 8–15, Delta Air Lines / American Airlines, $404.46.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 50 trips we checked were at least 5% less.

Which airlines fly nonstop, and where do connections stop?

No nonstop appeared on the dates we searched. None of the 25 departure dates we searched from Nov 10 to Sep 11 had a nonstop from Westchester County to Cancun; other dates may. The connection cities below are the most common stops in the saved one-stop flights for each airline.

• American: Via Charlotte or Chicago
• Delta: Via Atlanta

Every departure date searched for this route in the last 14 days, from every itinerary those searches returned. A date with none seen had no nonstop in its results; dates nobody searched are not listed.

What prices did we find for the coming months?

Week-long fares from $369. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.

Holiday weeks ran high: Thanksgiving week from $995. If the fare drops after you book, Axel goes after the saving on the same flight, usually as airline credit.

Is Axel cheaper than booking with the airline?

Yes. On all 50 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $33 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.

• Delta Air Lines / American Airlines, Dec 8–15: $389 on Delta Air Lines / American Airlines, $369 on Axel ($20 less).

Why book with Axel?

• Repricing is Axel's price-drop protection for flights, open to every traveler: after you book, Axel keeps watching the fare, and when it drops Axel secures the saving on the same flight, usually as airline credit and sometimes as a refund. It is never guaranteed. Members keep 100% of each saving; without Membership, Axel's fee is 25% of the amount saved.
• Axel charges no booking fees, and the price you see includes taxes. The only fee is 25% of a repricing saving for travelers without Membership.
• Axel is free to use. No membership is required to search, book, or get help from Axel.
• Axel Membership is optional. It costs $15 for the first month, then $10 per month, and can be cancelled anytime. Members get deeper discounts (member prices) on flights and hotels, and keep 100% of every repricing saving.
• Already booked Westchester County to Cancun somewhere else? Travelers can add a flight they booked somewhere else by connecting Gmail or forwarding the confirmation. Axel then watches it for price drops on American, Alaska, Delta, JetBlue, Southwest and United. Basic Economy and award tickets cannot be repriced. On this route that covers American and Delta.
• Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner.

Every trip we checked

Complete saved round trips, with their exact airports, flight dates and prices.

November 2026

• 2026-11-10–2026-11-17 (return 7 days later): $399.31 American Airlines (out HPN–CUN 5403 / 886 07:59–14:25, back CUN–HPN 681 / 2550 / 3812 18:27–11:29+1; one connection via Charlotte out, 2 connections via Dallas and Chicago back). Arrive home Nov 18. Checked 2026-10-28T18:43:05Z.
• 2026-11-10–2026-11-17 (return 7 days later): $525.86 American Airlines (out HPN–CUN 5403 / 886 07:59–14:25, back CUN–HPN 2665 / 2743 / 5289 13:37–23:26; one connection via Charlotte out, 2 connections via Miami and Washington back). Checked 2026-10-28T18:43:05Z.
• 2026-11-21–2026-11-28 (return 7 days later): $994.87 American Airlines (out HPN–CUN 5070 / 1160 / 1752 18:56–11:20+1, back CUN–HPN 2577 / 3396 15:56–23:29; 2 connections via Charlotte and Philadelphia out, one connection via Miami back). Arrive Nov 22; 6 nights before the Nov 28 return. Checked 2026-10-28T21:41:35Z.
• 2026-11-24–2026-11-29 (return 5 days later): $1,056.23 American Airlines (out HPN–CUN 5403 / 553 / 2494 07:59–10:46+1, back CUN–HPN 1799 / 3752 16:00–22:47+1; 2 connections via Charlotte and Miami out, one connection via Chicago back). Arrive Nov 25; 4 nights before the Nov 29 return. Arrive home Nov 30. Checked 2026-10-28T21:46:06Z.
• 2026-11-24–2026-11-29 (return 5 days later): $2,360.22 American Airlines (out HPN–CUN 5403 / 553 / 2494 07:59–10:46+1, back CUN–HPN 2792 / 5016 13:21–20:29; 2 connections via Charlotte and Miami out, one connection via Charlotte back). Arrive Nov 25; 4 nights before the Nov 29 return. Checked 2026-10-28T21:46:06Z.

December 2026

• 2026-12-03–2026-12-06 (return 3 days later): $443.19 American Airlines (out HPN–CUN 5070 / 1778 18:59–16:05+1, back CUN–HPN 1799 / 2963 / 5180 16:09–13:08+1; one connection via Charlotte out, 2 connections via Chicago and Charlotte back). Arrive Dec 4; 2 nights before the Dec 6 return. Arrive home Dec 7. Checked 2026-10-28T21:51:26Z.
• 2026-12-03–2026-12-06 (return 3 days later): $557.13 American Airlines (out HPN–CUN 5070 / 1778 18:59–16:05+1, back CUN–HPN 1910 / 3812 13:20–11:29+1; one connection via Charlotte out, one connection via Chicago back). Arrive Dec 4; 2 nights before the Dec 6 return. Arrive home Dec 7. Checked 2026-10-28T21:51:26Z.
• 2026-12-03–2026-12-06 (return 3 days later): $828.11 American Airlines (out HPN–CUN 5070 / 1778 18:59–16:05+1, back CUN–HPN 215 / 3752 14:26–22:48; one connection via Charlotte out, one connection via Chicago back). Arrive Dec 4; 2 nights before the Dec 6 return. Checked 2026-10-28T21:51:26Z.
• 2026-12-08–2026-12-15 (return 7 days later): $368.77 Delta Air Lines / American Airlines (out HPN–CUN 2379 / 1939 06:00–21:08, back CUN–HPN 681 / 855 / 5180 18:30–13:08+1; one connection via Atlanta out, 2 connections via Dallas and Charlotte back). Arrive home Dec 16. Checked 2026-10-28T18:43:05Z.
• 2026-12-08–2026-12-15 (return 7 days later): $555.16 Delta Air Lines (out HPN–CUN 2379 / 1939 06:00–21:08, back CUN–HPN 641 / 1616 13:45–22:11; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T18:43:05Z.
• 2026-12-08–2026-12-15 (return 7 days later): $606.73 Delta Air Lines (out HPN–CUN 2379 / 1939 06:00–21:08, back CUN–HPN 597 / 1616 14:55–22:11; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T18:43:05Z.
• 2026-12-19–2026-12-26 (return 7 days later): $536.94 American Airlines (out HPN–CUN 5070 / 2960 / 2422 18:49–14:47+1, back CUN–HPN 888 / 2484 / 5431 14:40–09:25+1; 2 connections via Charlotte and Miami out, 2 connections via Philadelphia and Charlotte back). Arrive Dec 20; 6 nights before the Dec 26 return. Arrive home Dec 27. Checked 2026-10-28T20:18:12Z.
• 2026-12-29–2027-01-02 (return 4 days later): $1,171.39 American Airlines (out HPN–CUN 5401 / 848 / 2207 17:25–16:05+1, back CUN–HPN 1723 / 3396 17:36–23:21+1; 2 connections via Washington and Dallas out, one connection via Miami back). Arrive Dec 30; 3 nights before the Jan 2 return. Arrive home Jan 3. Checked 2026-10-28T21:57:52Z.
• 2026-12-29–2027-01-02 (return 4 days later): $1,483.90 American Airlines (out HPN–CUN 5401 / 848 / 2207 17:25–16:05+1, back CUN–HPN 2577 / 3396 15:47–23:21; 2 connections via Washington and Dallas out, one connection via Miami back). Arrive Dec 30; 3 nights before the Jan 2 return. Checked 2026-10-28T21:57:52Z.

January 2027

• 2027-01-09–2027-01-23 (return 14 days later): $369.52 Delta Air Lines / American Airlines (out HPN–CUN 5013 / 2014 18:59–10:15+1, back CUN–HPN 2665 / 3396 13:57–22:59; one connection via Atlanta out, one connection via Miami back). Arrive Jan 10; 13 nights before the Jan 23 return. Checked 2026-10-28T22:11:10Z.
• 2027-01-15–2027-01-18 (return 3 days later): $518.13 Delta Air Lines (out HPN–CUN 2379 / 601 06:00–16:35, back CUN–HPN 1934 / 1461 / 4809 17:30–11:54+1; one connection via Atlanta out, 2 connections via Minneapolis and Detroit back). Arrive home Jan 19. Checked 2026-10-28T20:33:36Z.
• 2027-01-15–2027-01-18 (return 3 days later): $1,485.54 Delta Air Lines (out HPN–CUN 2379 / 601 06:00–16:35, back CUN–HPN 597 / 1616 14:58–22:16; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T20:33:36Z.
• 2027-01-15–2027-01-18 (return 3 days later): $1,974.49 Delta Air Lines (out HPN–CUN 2379 / 601 06:00–16:35, back CUN–HPN 609 / 5435 08:00–14:29; one connection via Atlanta out, one connection via Atlanta back). Checked 2026-10-28T20:33:36Z.
• 2027-01-16–2027-01-23 (return 7 days later): $369.52 Delta Air Lines / American Airlines (out HPN–CUN 5013 / 2014 18:59–10:15+1, back CUN–HPN 2665 / 3396 13:57–22:59; one connection via Atlanta out, one connection via Miami back). Arrive Jan 17; 6 nights before the Jan 23 return. Checked 2026-10-28T22:17:59Z.

February 2027

• 2027-02-12–2027-02-15 (return 3 days later): $703.04 American Airlines (out HPN–CUN 5401 / 698 / 881 17:21–10:44+1, back CUN–HPN 1192 / 1397 / 3999 17:05–10:30+1; 2 connections via Washington and Charlotte out, 2 connections via Charlotte and Washington back). Arrive Feb 13; 2 nights before the Feb 15 return. Arrive home Feb 16. Checked 2026-10-28T22:28:52Z.
• 2027-02-12–2027-02-15 (return 3 days later): $765.58 American Airlines (out HPN–CUN 5401 / 698 / 881 17:21–10:44+1, back CUN–HPN 2792 / 5016 13:28–20:29; 2 connections via Washington and Charlotte out, one connection via Charlotte back). Arrive Feb 13; 2 nights before the Feb 15 return. Checked 2026-10-28T22:28:52Z.
• 2027-02-12–2027-02-16 (return 4 days later): $612.36 American Airlines (out HPN–CUN 5401 / 698 / 881 17:21–10:44+1, back CUN–HPN 1192 / 1397 / 3999 17:05–10:30+1; 2 connections via Washington and Charlotte out, 2 connections via Charlotte and Washington back). Arrive Feb 13; 3 nights before the Feb 16 return. Arrive home Feb 17. Checked 2026-10-28T22:28:52Z.
• 2027-02-12–2027-02-16 (return 4 days later): $622.13 American Airlines (out HPN–CUN 5401 / 698 / 881 17:21–10:44+1, back CUN–HPN 1192 / 5180 17:05–13:29+1; 2 connections via Washington and Charlotte out, one connection via Charlotte back). Arrive Feb 13; 3 nights before the Feb 16 return. Arrive home Feb 17. Checked 2026-10-28T22:28:52Z.
• 2027-02-12–2027-02-16 (return 4 days later): $660.75 American Airlines (out HPN–CUN 5401 / 698 / 881 17:21–10:44+1, back CUN–HPN 2577 / 3396 16:12–23:06; 2 connections via Washington and Charlotte out, one connection via Miami back). Arrive Feb 13; 3 nights before the Feb 16 return. Checked 2026-10-28T22:28:52Z.
• 2027-02-13–2027-02-20 (return 7 days later): $462.62 American Airlines (out HPN–CUN 5070 / 1809 / 805 18:59–14:59+1, back CUN–HPN 2588 / 2014 / 5431 11:33–09:29+1; 2 connections via Charlotte and Philadelphia out, 2 connections via Austin and Charlotte back). Arrive Feb 14; 6 nights before the Feb 20 return. Arrive home Feb 21. Checked 2026-10-28T22:37:38Z.
• 2027-02-13–2027-02-20 (return 7 days later): $598.18 American Airlines (out HPN–CUN 5070 / 1809 / 805 18:59–14:59+1, back CUN–HPN 1192 / 1397 / 5501 17:20–10:30+1; 2 connections via Charlotte and Philadelphia out, 2 connections via Charlotte and Washington back). Arrive Feb 14; 6 nights before the Feb 20 return. Arrive home Feb 21. Checked 2026-10-28T22:37:38Z.

March 2027

• 2027-03-06–2027-03-13 (return 7 days later): $424.52 American Airlines (out HPN–CUN 3999 / 2029 / 2650 11:00–21:16, back CUN–HPN 1723 / 1120 / 5501 17:16–10:30+1; 2 connections via Washington and Dallas out, 2 connections via Miami and Washington back). Arrive home Mar 14. Checked 2026-10-28T22:42:26Z.
• 2027-03-13–2027-03-20 (return 7 days later): $794.20 American Airlines (out HPN–CUN 3808 / 1907 17:55–10:42+1, back CUN–HPN 2792 / 5016 12:28–20:29; one connection via Chicago out, one connection via Charlotte back). Arrive Mar 14; 6 nights before the Mar 20 return. Checked 2026-10-28T20:51:28Z.
• 2027-03-25–2027-03-29 (return 4 days later): $424.52 American Airlines (out HPN–CUN 5431 / 1959 / 2179 10:00–09:33+1, back CUN–HPN 681 / 1006 / 3812 17:38–11:29+1; 2 connections via Charlotte and Austin out, 2 connections via Dallas and Chicago back). Arrive Mar 26; 3 nights before the Mar 29 return. Arrive home Mar 30. Checked 2026-10-28T22:48:36Z.
• 2027-03-25–2027-03-29 (return 4 days later): $587.76 American Airlines (out HPN–CUN 5431 / 1959 / 2179 10:00–09:33+1, back CUN–HPN 1192 / 5180 16:05–13:29+1; 2 connections via Charlotte and Austin out, one connection via Charlotte back). Arrive Mar 26; 3 nights before the Mar 29 return. Arrive home Mar 30. Checked 2026-10-28T22:48:36Z.

April 2027

• 2027-04-10–2027-04-17 (return 7 days later): $424.52 American Airlines (out HPN–CUN 3985 / 3153 / 1752 17:59–10:01+1, back CUN–HPN 1723 / 1233 / 5282 16:25–10:35+1; 2 connections via Chicago and Philadelphia out, 2 connections via Miami and Washington back). Arrive Apr 11; 6 nights before the Apr 17 return. Arrive home Apr 18. Checked 2026-10-28T22:53:58Z.

May 2027

• 2027-05-08–2027-05-15 (return 7 days later): $404.46 Delta Air Lines / American Airlines (out HPN–CUN 5013 / 2014 18:40–08:55+1, back CUN–HPN 2016 / 3499 11:52–21:32; one connection via Atlanta out, one connection via Chicago back). Arrive May 9; 6 nights before the May 15 return. Checked 2026-10-28T22:59:38Z.
• 2027-05-08–2027-05-15 (return 7 days later): $607.98 Delta Air Lines (out HPN–CUN 5013 / 2014 18:40–08:55+1, back CUN–HPN 1963 / 1616 10:55–21:36; one connection via Atlanta out, one connection via Atlanta back). Arrive May 9; 6 nights before the May 15 return. Checked 2026-10-28T22:59:38Z.
• 2027-05-08–2027-05-15 (return 7 days later): $633.15 Delta Air Lines / Aeromexico (out HPN–CUN 5013 / 2014 18:40–08:55+1, back CUN–HPN 511 / 576 / 1616 08:08–21:36; one connection via Atlanta out, 2 connections via Mexico City and Atlanta back). Arrive May 9; 6 nights before the May 15 return. Checked 2026-10-28T22:59:38Z.
• 2027-05-28–2027-05-31 (return 3 days later): $608.61 American Airlines (out HPN–CUN 5070 / 2727 / 1262 18:59–11:25+1, back CUN–HPN 2248 / 3114 / 5282 10:31–10:30+1; 2 connections via Charlotte and Philadelphia out, 2 connections via Charlotte and Washington back). Arrive May 29; 2 nights before the May 31 return. Arrive home Jun 1. Checked 2026-10-28T23:05:15Z.
• 2027-05-28–2027-05-31 (return 3 days later): $741.95 American Airlines (out HPN–CUN 5070 / 2727 / 1262 18:59–11:25+1, back CUN–HPN 2248 / 5016 10:31–20:29; 2 connections via Charlotte and Philadelphia out, one connection via Charlotte back). Arrive May 29; 2 nights before the May 31 return. Checked 2026-10-28T23:05:15Z.
• 2027-05-28–2027-05-31 (return 3 days later): $804.65 American Airlines (out HPN–CUN 5070 / 2727 / 1262 18:59–11:25+1, back CUN–HPN 2792 / 5016 12:02–20:29; 2 connections via Charlotte and Philadelphia out, one connection via Charlotte back). Arrive May 29; 2 nights before the May 31 return. Checked 2026-10-28T23:05:15Z.

June 2027

• 2027-06-05–2027-06-12 (return 7 days later): $404.46 Delta Air Lines / American Airlines (out HPN–CUN 5013 / 2014 18:40–08:55+1, back CUN–HPN 1469 / 2648 / 5289 10:30–23:26; one connection via Atlanta out, 2 connections via Miami and Washington back). Arrive Jun 6; 6 nights before the Jun 12 return. Checked 2026-10-28T23:12:19Z.
• 2027-06-05–2027-06-12 (return 7 days later): $778.14 Delta Air Lines (out HPN–CUN 5013 / 2014 18:40–08:55+1, back CUN–HPN 2013 / 1616 09:55–21:36; one connection via Atlanta out, one connection via Atlanta back). Arrive Jun 6; 6 nights before the Jun 12 return. Checked 2026-10-28T23:12:19Z.
• 2027-06-05–2027-06-12 (return 7 days later): $932.79 Delta Air Lines (out HPN–CUN 5013 / 2014 18:40–08:55+1, back CUN–HPN 1172 / 5013 08:15–18:07; one connection via Atlanta out, one connection via Atlanta back). Arrive Jun 6; 6 nights before the Jun 12 return. Checked 2026-10-28T23:12:19Z.
• 2027-06-12–2027-06-19 (return 7 days later): $410.48 Delta Air Lines / American Airlines (out HPN–CUN 5013 / 2014 18:40–08:55+1, back CUN–HPN 1723 / 1233 / 5282 16:25–10:30+1; one connection via Atlanta out, 2 connections via Miami and Washington back). Arrive Jun 13; 6 nights before the Jun 19 return. Arrive home Jun 20. Checked 2026-10-28T23:19:11Z.

July 2027

• 2027-07-10–2027-07-17 (return 7 days later): $424.52 American Airlines (out HPN–CUN 5401 / 1178 / 2494 17:26–09:30+1, back CUN–HPN 1750 / 2554 / 5282 15:00–10:30+1; 2 connections via Washington and Miami out, 2 connections via Dallas and Washington back). Arrive Jul 11; 6 nights before the Jul 17 return. Arrive home Jul 18. Checked 2026-10-28T23:28:15Z.
• 2027-07-10–2027-07-17 (return 7 days later): $434.21 American Airlines (out HPN–CUN 5401 / 1178 / 2494 17:26–09:30+1, back CUN–HPN 2248 / 1753 / 5289 10:34–23:27; 2 connections via Washington and Miami out, 2 connections via Charlotte and Washington back). Arrive Jul 11; 6 nights before the Jul 17 return. Checked 2026-10-28T23:28:15Z.

August 2027

• 2027-08-07–2027-08-14 (return 7 days later): $466.83 American Airlines (out HPN–CUN 5070 / 881 18:59–09:34+1, back CUN–HPN 316 / 2572 / 5289 08:00–23:29; one connection via Charlotte out, 2 connections via Dallas and Washington back). Arrive Aug 8; 6 nights before the Aug 14 return. Checked 2026-10-28T23:33:08Z.

September 2027

• 2027-09-03–2027-09-06 (return 3 days later): $650.93 American Airlines (out HPN–CUN 5401 / 1178 / 2494 17:29–09:28+1, back CUN–HPN 1192 / 3114 / 5282 15:35–10:30+1; 2 connections via Washington and Miami out, 2 connections via Charlotte and Washington back). Arrive Sep 4; 2 nights before the Sep 6 return. Arrive home Sep 7. Checked 2026-10-28T23:40:15Z.
• 2027-09-03–2027-09-06 (return 3 days later): $744.73 American Airlines (out HPN–CUN 5401 / 1178 / 2494 17:29–09:28+1, back CUN–HPN 1910 / 3812 13:14–11:29+1; 2 connections via Washington and Miami out, one connection via Chicago back). Arrive Sep 4; 2 nights before the Sep 6 return. Arrive home Sep 7. Checked 2026-10-28T23:40:15Z.
• 2027-09-03–2027-09-06 (return 3 days later): $775.46 American Airlines (out HPN–CUN 5401 / 1178 / 2494 17:29–09:28+1, back CUN–HPN 2792 / 2333 / 5289 12:01–23:29; 2 connections via Washington and Miami out, 2 connections via Charlotte and Washington back). Arrive Sep 4; 2 nights before the Sep 6 return. Checked 2026-10-28T23:40:15Z.
• 2027-09-11–2027-09-18 (return 7 days later): $409.75 Delta Air Lines / Aeromexico (out HPN–CUN 5013 / 1335 / 2509 18:40–12:20+1, back CUN–HPN 511 / 576 / 1616 08:08–21:36; 2 connections via Atlanta and Austin out, 2 connections via Mexico City and Atlanta back). Arrive Sep 12; 6 nights before the Sep 18 return. Checked 2026-10-28T23:46:49Z.
• 2027-09-11–2027-09-18 (return 7 days later): $611.11 Delta Air Lines (out HPN–CUN 5013 / 1335 / 2509 18:40–12:20+1, back CUN–HPN 2124 / 1616 12:30–21:36; 2 connections via Atlanta and Austin out, one connection via Atlanta back). Arrive Sep 12; 6 nights before the Sep 18 return. Checked 2026-10-28T23:46:49Z.
• 2027-09-11–2027-09-18 (return 7 days later): $639.90 Delta Air Lines (out HPN–CUN 5013 / 1335 / 2509 18:40–12:20+1, back CUN–HPN 1788 / 1616 14:10–21:36; 2 connections via Atlanta and Austin out, one connection via Atlanta back). Arrive Sep 12; 6 nights before the Sep 18 return. Checked 2026-10-28T23:46:49Z.

How we checked

On Oct 28, 2026, Axel priced round trips from HPN to CUN for one adult in economy: 1 Saturday departure with returns 14 days later, 13 Saturday and 2 Tuesday departures with returns 7 days later, 1 Tuesday departure with returns 5 days later, 1 Tuesday, 1 Friday and 1 Thursday departures with returns 4 days later and 4 Friday and 1 Thursday departures with returns 3 days later, November 2026 to September 2027. Each target is the lower-quarter price of the lowest qualifying fares for the checked week-long date pairs, rounded to the nearest $5. The midpoint is their median; neither is a historical market average. Shorter journeys means ≤1 stop · ≤10h out / ≤10h back; overnight arrivals allowed. Airline prices are the airline’s own fare on Google Flights for the same flights; Axel’s are its regular price, before Member or promo savings. This is a snapshot, not a forecast. Check bags and change rules on your fare.

Airports covered: HPN → CUN. Each example names its actual airports.

Check current prices for your dates and travelers

Other available fares

Flights by travel date

HPN–CUN · 2026-11-13–2026-11-20 · 4 adults

Round-trip total · Economy · USD. Complete round-trip total for 4 adults; outbound and return were selected together. Check again for current availability.

• $1,578.87 · American Airlines 3751 / 531 / 2650 · 06:05–21:14 local · 2 stops (ORD, DFW) · 15h 9m. Return: American Airlines 1192 / 5431 · CUN–HPN · November 20, 2026 · 17:10–09:29 (November 21, 2026) local · 1 stop(s) (CLT) · 979 minutes. Airline fare: $1,669.

Captured example · October 28, 2026 at 10:38 PM UTC

HPN–CUN · 2026-11-13–2026-11-20 · 4 adults

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $1,578.87 · American Airlines 3751 / 531 / 2650 · 06:05–21:14 local · 2 stops (ORD, DFW) · 15h 9m. Airline fare: $1,669.

Captured example · October 28, 2026 at 10:37 PM UTC

HPN–CUN · 2026-11-24–2026-11-29 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $1,056.23 · American Airlines 5403 / 553 / 2494 · 07:59–10:46 (November 25, 2026) local · 2 stops (CLT, MIA) · 26h 47m. Airline fare: $1,113.

• $1,579.09 · JetBlue Airways 813 / 2795 · 07:40–14:00 local · 1 stop (FLL) · 6h 20m. Airline fare: $1,671.

Captured example · October 28, 2026 at 09:46 PM UTC

HPN–CUN · 2026-11-21–2026-11-28 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $994.87 · American Airlines 5070 / 1160 / 1752 · 18:56–11:20 (November 22, 2026) local · 2 stops (CLT, PHL) · 16h 24m. Airline fare: $1,050.

Captured example · October 28, 2026 at 09:41 PM UTC

HPN–CUN · 2026-11-10–2026-11-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $399.31 · American Airlines 5403 / 886 · 07:59–14:25 local · 1 stop (CLT) · 6h 26m. Airline fare: $421.

Captured example · October 28, 2026 at 06:43 PM UTC

HPN–CUN · 2026-11-13–2026-11-15 · 6 adults

Round-trip total · Economy · USD. Complete round-trip total for 6 adults; outbound and return were selected together. Check again for current availability.

• $4,387.63 · American Airlines 3751 / 531 / 2650 · 06:05–21:14 local · 2 stops (ORD, DFW) · 15h 9m. Return: American Airlines 215 / 523 / 5108 · CUN–HPN · November 15, 2026 · 14:20–10:38 (November 16, 2026) local · 2 stop(s) (ORD, DCA) · 1218 minutes. Airline fare: $4,621.

• $4,481.64 · American Airlines 3751 / 531 / 2650 · 06:05–21:14 local · 2 stops (ORD, DFW) · 15h 9m. Return: American Airlines 215 / 3812 · CUN–HPN · November 15, 2026 · 14:20–11:29 (November 16, 2026) local · 1 stop(s) (ORD) · 1269 minutes. Airline fare: $4,720.

• $4,656.18 · American Airlines 3751 / 531 / 2650 · 06:05–21:14 local · 2 stops (ORD, DFW) · 15h 9m. Return: American Airlines 215 / 3752 · CUN–HPN · November 15, 2026 · 14:20–22:49 local · 1 stop(s) (ORD) · 509 minutes. Airline fare: $4,909.

Captured example · October 28, 2026 at 09:37 PM UTC

HPN–CUN · 2026-11-13–2026-11-15 · 6 adults

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $4,387.63 · American Airlines 3751 / 531 / 2650 · 06:05–21:14 local · 2 stops (ORD, DFW) · 15h 9m. Airline fare: $4,621.

• $4,513.36 · American Airlines 3751 / 2742 / 1778 · 06:05–16:10 local · 2 stops (ORD, CLT) · 10h 5m. Airline fare: $4,771.

Captured example · October 28, 2026 at 09:36 PM UTC

HPN–CUN · 2026-12-29–2027-01-02 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $1,171.39 · American Airlines 5401 / 848 / 2207 · 17:25–16:05 (December 30, 2026) local · 2 stops (DCA, DFW) · 22h 40m. Airline fare: $1,235.

• $1,329.37 · American Airlines 5070 / 1029 / 3295 · 18:49–10:04 (December 30, 2026) local · 2 stops (CLT, DFW) · 15h 15m. Airline fare: $1,406.

• $1,329.37 · American Airlines 4179 / 1907 · 17:47–12:02 (December 30, 2026) local · 1 stop (ORD) · 18h 15m. Airline fare: $1,406.

Captured example · October 28, 2026 at 09:57 PM UTC

HPN–CUN · 2026-12-03–2026-12-06 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $443.19 · American Airlines 5070 / 1778 · 18:59–16:05 (December 4, 2026) local · 1 stop (CLT) · 21h 6m. Airline fare: $468.

Captured example · October 28, 2026 at 09:51 PM UTC

HPN–CUN · 2026-12-19–2026-12-26 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $536.94 · American Airlines 5070 / 2960 / 2422 · 18:49–14:47 (December 20, 2026) local · 2 stops (CLT, MIA) · 19h 58m. Airline fare: $567.

• $546.70 · JetBlue Airways 195 / 113 · 20:29–09:11 (December 20, 2026) local · 1 stop (MCO) · 12h 42m. Airline fare: $577.

• $755.15 · American Airlines 3395 / 2422 · 06:00–14:47 local · 1 stop (MIA) · 8h 47m. Airline fare: $797.

Captured example · October 28, 2026 at 08:18 PM UTC

HPN–CUN · 2026-12-08–2026-12-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $368.77 · Delta Air Lines 2379 / 1939 · 06:00–21:08 local · 1 stop (ATL) · 15h 8m. Airline fare: $389.

• $373.27 · American Airlines 5403 / 1778 · 07:12–16:13 local · 1 stop (CLT) · 9h 1m. Airline fare: $395.

Captured example · October 28, 2026 at 06:43 PM UTC

HPN–CUN · 2027-01-16–2027-01-23 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $369.52 · Delta Air Lines 5013 / 2014 · 18:59–10:15 (January 17, 2027) local · 1 stop (ATL) · 15h 16m. Airline fare: $390.

• $438.90 · American Airlines 5395 / 492 · 16:30–15:07 (January 17, 2027) local · 1 stop (ORD) · 22h 37m. Airline fare: $462.

Captured example · October 28, 2026 at 10:17 PM UTC

HPN–CUN · 2027-01-09–2027-01-23 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $369.52 · Delta Air Lines 5013 / 2014 · 18:59–10:15 (January 10, 2027) local · 1 stop (ATL) · 15h 16m. Airline fare: $390.

• $388.88 · American Airlines 5395 / 1503 · 16:30–13:19 (January 10, 2027) local · 1 stop (ORD) · 20h 49m. Airline fare: $410.

Captured example · October 28, 2026 at 10:11 PM UTC

HPN–CUN · 2027-01-15–2027-01-18 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $518.13 · Delta Air Lines 2379 / 601 · 06:00–16:35 local · 1 stop (ATL) · 10h 35m. Airline fare: $548.

• $754.05 · American Airlines 5403 / 1778 · 07:30–16:10 local · 1 stop (CLT) · 8h 40m. Airline fare: $795.

Captured example · October 28, 2026 at 08:33 PM UTC

HPN–CUN · 2027-02-13–2027-02-20 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $462.62 · American Airlines 5070 / 1809 / 805 · 18:59–14:59 (February 14, 2027) local · 2 stops (CLT, PHL) · 20h 0m. Airline fare: $488.

• $695.52 · American Airlines 5395 / 1621 / 2179 · 16:30–10:33 (February 14, 2027) local · 2 stops (ORD, AUS) · 18h 3m. Airline fare: $736.

Captured example · October 28, 2026 at 10:37 PM UTC

HPN–CUN · 2027-02-12–2027-02-16 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $660.75 · American Airlines 5401 / 698 / 881 · 17:21–10:44 (February 13, 2027) local · 2 stops (DCA, CLT) · 17h 23m. Airline fare: $697.

• $671.18 · American Airlines 5431 / 1778 · 10:00–16:17 local · 1 stop (CLT) · 6h 17m. Airline fare: $708.

Captured example · October 28, 2026 at 10:28 PM UTC

HPN–CUN · 2027-02-12–2027-02-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $579.25 · American Airlines 5401 / 698 / 881 · 17:21–10:44 (February 13, 2027) local · 2 stops (DCA, CLT) · 17h 23m. Airline fare: $612.

• $757.89 · American Airlines 5431 / 1778 · 10:00–16:17 local · 1 stop (CLT) · 6h 17m. Airline fare: $802.

Captured example · October 28, 2026 at 10:28 PM UTC

HPN–CUN · 2027-03-25–2027-03-29 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $424.52 · American Airlines 5431 / 1959 / 2179 · 10:00–09:33 (March 26, 2027) local · 2 stops (CLT, AUS) · 24h 33m. Airline fare: $449.

• $588.39 · American Airlines 3395 / 1730 · 06:00–14:12 local · 1 stop (MIA) · 9h 12m. Airline fare: $621.

Captured example · October 28, 2026 at 10:48 PM UTC

HPN–CUN · 2027-03-06–2027-03-13 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $424.52 · American Airlines 3999 / 2029 / 2650 · 11:00–21:16 local · 2 stops (DCA, DFW) · 10h 16m. Airline fare: $449.

Captured example · October 28, 2026 at 10:42 PM UTC

HPN–CUN · 2027-03-13–2027-03-20 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $794.20 · American Airlines 3808 / 1907 · 17:55–10:42 (March 14, 2027) local · 1 stop (ORD) · 16h 47m. Airline fare: $836.

• $920.53 · American Airlines 3395 / 158 · 06:00–16:16 local · 1 stop (MIA) · 10h 16m. Airline fare: $970.

Captured example · October 28, 2026 at 08:51 PM UTC

HPN–CUN · 2027-04-10–2027-04-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $424.52 · American Airlines 3985 / 3153 / 1752 · 17:59–10:01 (April 11, 2027) local · 2 stops (ORD, PHL) · 17h 2m. Airline fare: $449.

Captured example · October 28, 2026 at 10:53 PM UTC

HPN–CUN · 2027-05-28–2027-05-31 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $608.61 · American Airlines 5070 / 2727 / 1262 · 18:59–11:25 (May 29, 2027) local · 2 stops (CLT, PHL) · 17h 26m. Airline fare: $642.

• $892.07 · American Airlines 5070 / 2552 / 2494 · 18:59–09:30 (May 29, 2027) local · 2 stops (CLT, MIA) · 15h 31m. Airline fare: $943.

Captured example · October 28, 2026 at 11:05 PM UTC

HPN–CUN · 2027-05-08–2027-05-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $411.94 · Delta Air Lines 5013 / 2014 · 18:40–08:55 (May 9, 2027) local · 1 stop (ATL) · 15h 15m. Airline fare: $435.

• $420.91 · American Airlines 3751 / 1503 · 06:00–12:07 local · 1 stop (ORD) · 7h 7m. Airline fare: $444.

Captured example · October 28, 2026 at 10:59 PM UTC

HPN–CUN · 2027-06-12–2027-06-19 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $410.48 · Delta Air Lines 5013 / 2014 · 18:40–08:55 (June 13, 2027) local · 1 stop (ATL) · 15h 15m. Airline fare: $433.

• $424.52 · American Airlines 5070 / 2552 / 2494 · 18:59–09:30 (June 13, 2027) local · 2 stops (CLT, MIA) · 15h 31m. Airline fare: $449.

Captured example · October 28, 2026 at 11:19 PM UTC

HPN–CUN · 2027-06-05–2027-06-12 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $411.94 · Delta Air Lines 5013 / 2014 · 18:40–08:55 (June 6, 2027) local · 1 stop (ATL) · 15h 15m. Airline fare: $435.

• $466.83 · American Airlines 5070 / 689 / 1503 · 18:59–12:08 (June 6, 2027) local · 2 stops (CLT, ORD) · 18h 9m. Airline fare: $494.

Captured example · October 28, 2026 at 11:12 PM UTC

HPN–CUN · 2027-07-10–2027-07-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $424.52 · American Airlines 5401 / 667 / 2494 · 17:26–09:30 (July 11, 2027) local · 2 stops (DCA, MIA) · 17h 4m. Airline fare: $449.

Captured example · October 28, 2026 at 11:28 PM UTC

HPN–CUN · 2027-08-07–2027-08-14 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $495.96 · American Airlines 5070 / 881 · 18:59–09:34 (August 8, 2027) local · 1 stop (CLT) · 15h 35m. Airline fare: $524.

• $569.49 · American Airlines 5431 / 1778 · 10:00–14:35 local · 1 stop (CLT) · 5h 35m. Airline fare: $602.

• $809.86 · JetBlue Airways 2695 / 1013 · 07:30–14:10 local · 1 stop (MCO) · 7h 40m. Airline fare: $857.

Captured example · October 28, 2026 at 11:33 PM UTC

HPN–CUN · 2027-09-11–2027-09-18 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $409.75 · Delta Air Lines 5013 / 1335 / 2509 · 18:40–12:20 (September 12, 2027) local · 2 stops (ATL, AUS) · 18h 40m. Airline fare: $432.

• $424.52 · American Airlines 5403 / 886 · 07:55–13:35 local · 1 stop (CLT) · 6h 40m. Airline fare: $449.

Captured example · October 28, 2026 at 11:46 PM UTC

HPN–CUN · 2027-09-03–2027-09-06 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $650.93 · American Airlines 5401 / 1178 / 2494 · 17:29–09:28 (September 4, 2027) local · 2 stops (DCA, MIA) · 16h 59m. Airline fare: $687.

• $878.28 · American Airlines 3751 / 1503 · 06:00–12:01 local · 1 stop (ORD) · 7h 1m. Airline fare: $925.

Captured example · October 28, 2026 at 11:40 PM UTC

Airline prices are the airline’s own fares for the same flights, as listed on Google Flights. Airline checkout totals were not separately verified.

Airline ratings: American Airlines 6.2/10 · Delta Air Lines 7.5/10 · JetBlue 6.3/10 · Aeromexico 6.3/10. Every airline rated.

Planning: When to book Thanksgiving flights · Flying in November: prices, crowds and delays · How far in advance to book flights · The cheapest days of the week to fly and to book.

Trip ideas from Westchester County with Cancun (CUN)

• Cheapest places to fly from Westchester County in November: fly Nov 7 – Nov 14, 2026
• Best places to fly from Westchester County for Thanksgiving: fly Nov 21 – Nov 28, 2026
• Thanksgiving trips from Westchester County: fly Nov 24 – Nov 29, 2026
• Cheapest places to fly from Westchester County for 4 days: fly Dec 3 – Dec 6, 2026
• Cheapest places to fly from Westchester County in December: fly Dec 5 – Dec 12, 2026
• Best places to fly from Westchester County for Christmas: fly Dec 19 – Dec 26, 2026
• Winter break trips from Westchester County: fly Dec 19 – Dec 26, 2026
• New Year's Eve trips from Westchester County: fly Dec 29 – Jan 2, 2027
• Cheapest places to fly from Westchester County for two weeks: fly Jan 9 – Jan 23, 2027
• Best places to fly from Westchester County for MLK weekend: fly Jan 15 – Jan 18, 2027
• MLK weekend getaways from Westchester County: fly Jan 15 – Jan 18, 2027
• Cheapest places to fly from Westchester County in January: fly Jan 16 – Jan 23, 2027
• Best places to fly from Westchester County for Presidents' Day weekend: fly Feb 12 – Feb 16, 2027
• Presidents' Day weekend getaways from Westchester County: fly Feb 12 – Feb 15, 2027
• Cheapest places to fly from Westchester County in February: fly Feb 13 – Feb 20, 2027
• Cheapest places to fly from Westchester County in March: fly Mar 6 – Mar 13, 2027
• Best places to fly from Westchester County for spring break: fly Mar 13 – Mar 20, 2027
• Spring break trips from Westchester County: fly Mar 13 – Mar 20, 2027
• Best places to fly from Westchester County for Easter weekend: fly Mar 25 – Mar 29, 2027
• Cheapest places to fly from Westchester County in April: fly Apr 10 – Apr 17, 2027
• Cheapest places to fly from Westchester County in May: fly May 8 – May 15, 2027
• Best places to fly from Westchester County for Memorial Day weekend: fly May 28 – May 31, 2027
• Graduation trips from Westchester County: fly Jun 5 – Jun 12, 2027
• Cheapest places to fly from Westchester County in June: fly Jun 12 – Jun 19, 2027
• Best places to fly from Westchester County for July 4th weekend: fly Jul 2 – Jul 5, 2027
• Cheapest places to fly from Westchester County in July: fly Jul 10 – Jul 17, 2027
• Cheapest places to fly from Westchester County in August: fly Aug 7 – Aug 14, 2027
• Best places to fly from Westchester County for Labor Day weekend: fly Sep 3 – Sep 6, 2027
• Cheapest places to fly from Westchester County in September: fly Sep 11 – Sep 18, 2027
• Bachelorette and bachelor party trips from Westchester County, priced for 6
• Cheapest places to fly from Westchester County for a week
• Family vacations from Westchester County, priced for 4

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Source: https://helloaxel.com/en/flights/from-westchester-county-hpn-to-cancun-cun

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