Middletown 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 · $285.00

• American Airlines AA5963 / AA1262: MDT 2026-11-20 06:08:00 → CUN 2026-11-20 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
  • AA5963: MDT 2026-11-20 06:08:00 → PHL 2026-11-20 07:12:00; layover at PHL: 88 minutes.
  • AA1262: PHL 2026-11-20 08:40:00 → CUN 2026-11-20 12:44:00.

2026-11-20 · one way · $290.00

• United Airlines UA4974 / UA1618: MDT 2026-11-20 10:30:00 → CUN 2026-11-20 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
  • UA4974: MDT 2026-11-20 10:30:00 → IAD 2026-11-20 11:30:00; layover at IAD: 91 minutes.
  • UA1618: IAD 2026-11-20 13:01:00 → CUN 2026-11-20 16:55:00.

2026-11-20 → 2026-11-23 · $605.00

• American Airlines AA1795 / AA1507: MDT 2026-11-20 07:08:00 → CUN 2026-11-20 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
  • AA1795: MDT 2026-11-20 07:08:00 → DFW 2026-11-20 10:08:00; layover at DFW: 220 minutes.
  • AA1507: DFW 2026-11-20 13:48:00 → CUN 2026-11-20 17:35:00.
• American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.

2026-11-20 → 2026-11-23 · $610.00

• United Airlines UA4974 / UA1618: MDT 2026-11-20 10:30:00 → CUN 2026-11-20 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
  • UA4974: MDT 2026-11-20 10:30:00 → IAD 2026-11-20 11:30:00; layover at IAD: 91 minutes.
  • UA1618: IAD 2026-11-20 13:01:00 → CUN 2026-11-20 16:55:00.
• American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.

2026-11-27 → 2026-12-04 · $605.00

• American Airlines AA2777 / AA492: MDT 2026-11-27 07:02:00 → CUN 2026-11-27 15:09:00; 1 stop(s) via ORD; 487 minutes. Local airport times.
  • AA2777: MDT 2026-11-27 07:02:00 → ORD 2026-11-27 08:30:00; layover at ORD: 90 minutes.
  • AA492: ORD 2026-11-27 10:00:00 → CUN 2026-11-27 15:09:00.
• American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.

2026-11-20 · one way · $285.00

• American Airlines AA2777 / AA492: MDT 2026-11-20 07:02:00 → CUN 2026-11-20 15:09:00; 1 stop(s) via ORD; 487 minutes. Local airport times.
  • AA2777: MDT 2026-11-20 07:02:00 → ORD 2026-11-20 08:30:00; layover at ORD: 90 minutes.
  • AA492: ORD 2026-11-20 10:00:00 → CUN 2026-11-20 15:09:00.

2026-11-20 · one way · $285.00

• American Airlines AA1795 / AA1507: MDT 2026-11-20 07:08:00 → CUN 2026-11-20 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
  • AA1795: MDT 2026-11-20 07:08:00 → DFW 2026-11-20 10:08:00; layover at DFW: 220 minutes.
  • AA1507: DFW 2026-11-20 13:48:00 → CUN 2026-11-20 17:35:00.

2026-11-20 · one way · $285.00

• American Airlines AA5638 / AA895: MDT 2026-11-20 05:00:00 → CUN 2026-11-20 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
  • AA5638: MDT 2026-11-20 05:00:00 → CLT 2026-11-20 06:47:00; layover at CLT: 153 minutes.
  • AA895: CLT 2026-11-20 09:20:00 → CUN 2026-11-20 12:29:00.

2026-11-20 → 2026-11-23 · $605.00

• American Airlines AA5963 / AA1262: MDT 2026-11-20 06:08:00 → CUN 2026-11-20 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
  • AA5963: MDT 2026-11-20 06:08:00 → PHL 2026-11-20 07:12:00; layover at PHL: 88 minutes.
  • AA1262: PHL 2026-11-20 08:40:00 → CUN 2026-11-20 12:44:00.
• American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.

2026-11-20 → 2026-11-23 · $605.00

• American Airlines AA2777 / AA492: MDT 2026-11-20 07:02:00 → CUN 2026-11-20 15:09:00; 1 stop(s) via ORD; 487 minutes. Local airport times.
  • AA2777: MDT 2026-11-20 07:02:00 → ORD 2026-11-20 08:30:00; layover at ORD: 90 minutes.
  • AA492: ORD 2026-11-20 10:00:00 → CUN 2026-11-20 15:09:00.
• American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.

2026-11-27 → 2026-12-04 · $605.00

• American Airlines AA5963 / AA1262: MDT 2026-11-27 06:08:00 → CUN 2026-11-27 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
  • AA5963: MDT 2026-11-27 06:08:00 → PHL 2026-11-27 07:12:00; layover at PHL: 88 minutes.
  • AA1262: PHL 2026-11-27 08:40:00 → CUN 2026-11-27 12:44:00.
• American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.

2026-11-20 → 2026-11-23 · $605.00

• American Airlines AA5638 / AA895: MDT 2026-11-20 05:00:00 → CUN 2026-11-20 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
  • AA5638: MDT 2026-11-20 05:00:00 → CLT 2026-11-20 06:47:00; layover at CLT: 153 minutes.
  • AA895: CLT 2026-11-20 09:20:00 → CUN 2026-11-20 12:29:00.
• American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.

2026-11-27 → 2026-12-04 · $605.00

• American Airlines AA1795 / AA1507: MDT 2026-11-27 07:08:00 → CUN 2026-11-27 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
  • AA1795: MDT 2026-11-27 07:08:00 → DFW 2026-11-27 10:08:00; layover at DFW: 220 minutes.
  • AA1507: DFW 2026-11-27 13:48:00 → CUN 2026-11-27 17:35:00.
• American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.

2026-11-27 → 2026-12-04 · $605.00

• American Airlines AA5638 / AA895: MDT 2026-11-27 05:00:00 → CUN 2026-11-27 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
  • AA5638: MDT 2026-11-27 05:00:00 → CLT 2026-11-27 06:47:00; layover at CLT: 153 minutes.
  • AA895: CLT 2026-11-27 09:20:00 → CUN 2026-11-27 12:29:00.
• American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.

2026-11-27 → 2026-12-04 · $611.00

• United Airlines UA4974 / UA1618: MDT 2026-11-27 10:30:00 → CUN 2026-11-27 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
  • UA4974: MDT 2026-11-27 10:30:00 → IAD 2026-11-27 11:30:00; layover at IAD: 91 minutes.
  • UA1618: IAD 2026-11-27 13:01:00 → CUN 2026-11-27 16:55:00.
• American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
  • AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.

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 Middletown to Cancun, look for around $400, allowing any schedule. The cheapest options had a median price of $410 across 15 sets of dates.

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

25 date pairs · 49 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 Middletown to Cancun for your dates, one traveler, no account to see it. Choose dates for MDT → 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: $321 on Axel ($340 on American Airlines) for Tuesday Dec 8–15, one connection via Chicago out and one connection via Dallas back. Dec 8–15, American Airlines, $321.30
• Good price: about $400 for a week-long round trip (any schedule). May 8–15, American Airlines, $400.79
• Nonstop: None of the 25 departure dates we searched from Nov 10 to Sep 11 had a nonstop from Middletown to Cancun; other dates may.
• Cheapest months: Dec 2026 (typical $321; lowest $321 on Axel ($340 on American Airlines)) and Jan 2027 (typical $367; lowest $367 on Axel ($387 on United Airlines / American Airlines)); dearest Mar 2027 ($451) and Feb 2027 ($445). Holiday weeks ran high: Thanksgiving week from $690.
• Axel vs the airline: Yes. On all 49 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 $30 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 · MDT–CUN. Examples near these targets: any schedule, May 8–15, American Airlines, $400.79.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 49 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 Middletown 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 Dallas or Charlotte
• Delta: Via Atlanta
• United: Via Dulles

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 $321. 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 $690. 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 49 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 $30 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.

• American Airlines, Dec 8–15: $340 on American Airlines, $321 on Axel ($19 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 Middletown 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 United, 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): $401.52 United Airlines / American Airlines (out MDT–CUN 4974 / 1618 10:30–16:55, back CUN–MDT 681 / 1571 18:27–22:47+1; one connection via Dulles out, one connection via Dallas back). Arrive home Nov 18. Checked 2026-10-28T18:36:34Z.
• 2026-11-10–2026-11-17 (return 7 days later): $422.36 United Airlines (out MDT–CUN 4974 / 1618 10:30–16:55, back CUN–MDT 1694 / 4233 12:35–23:44; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T18:36:34Z.
• 2026-11-21–2026-11-28 (return 7 days later): $690.28 American Airlines (out MDT–CUN 5819 / 1752 19:05–11:20+1, back CUN–MDT 1723 / 1937 / 5954 17:34–18:55+1; one connection via Philadelphia out, 2 connections via Miami and Philadelphia back). Arrive Nov 22; 6 nights before the Nov 28 return. Arrive home Nov 29. Checked 2026-10-28T20:10:52Z.
• 2026-11-21–2026-11-28 (return 7 days later): $731.50 American Airlines (out MDT–CUN 5819 / 1752 19:05–11:20+1, back CUN–MDT 55 / 4783 14:50–23:05; one connection via Philadelphia out, one connection via Boston back). Arrive Nov 22; 6 nights before the Nov 28 return. Checked 2026-10-28T20:10:52Z.
• 2026-11-24–2026-11-29 (return 5 days later): $774.92 American Airlines (out MDT–CUN 5819 / 563 / 158 19:05–16:34+1, back CUN–MDT 1102 / 2927 / 5936 11:46–09:14+1; 2 connections via Philadelphia and Miami out, 2 connections via Miami and Philadelphia back). Arrive Nov 25; 4 nights before the Nov 29 return. Arrive home Nov 30. Checked 2026-10-28T20:13:03Z.
• 2026-11-24–2026-11-29 (return 5 days later): $1,422.97 American Airlines (out MDT–CUN 5819 / 563 / 158 19:05–16:34+1, back CUN–MDT 1971 / 5954 12:20–18:55; 2 connections via Philadelphia and Miami out, one connection via Philadelphia back). Arrive Nov 25; 4 nights before the Nov 29 return. Checked 2026-10-28T20:13:03Z.

December 2026

• 2026-12-03–2026-12-06 (return 3 days later): $492.53 American Airlines (out MDT–CUN 1795 / 2650 07:08–21:20, back CUN–MDT 316 / 1571 07:00–22:54; one connection via Dallas out, one connection via Dallas back). Checked 2026-10-28T20:15:16Z.
• 2026-12-03–2026-12-06 (return 3 days later): $597.55 American Airlines (out MDT–CUN 1795 / 2650 07:08–21:20, back CUN–MDT 215 / 2156 14:26–22:28; one connection via Dallas out, one connection via Chicago back). Checked 2026-10-28T20:15:16Z.
• 2026-12-08–2026-12-15 (return 7 days later): $321.30 American Airlines (out MDT–CUN 2777 / 492 07:02–15:09, back CUN–MDT 316 / 1571 07:00–22:54; one connection via Chicago out, one connection via Dallas back). Checked 2026-10-28T18:36:37Z.
• 2026-12-08–2026-12-15 (return 7 days later): $327.06 American Airlines / United Airlines (out MDT–CUN 2777 / 492 07:02–15:09, back CUN–MDT 1058 / 2319 / 2319 18:16–20:54+1; one connection via Chicago out, 2 connections via Houston and Chicago back). Arrive home Dec 16. Checked 2026-10-28T18:36:37Z.
• 2026-12-19–2026-12-26 (return 7 days later): $470.95 American Airlines (out MDT–CUN 1107 / 881 18:05–10:28+1, back CUN–MDT 888 / 5908 14:40–22:49; one connection via Charlotte out, one connection via Philadelphia back). Arrive Dec 20; 6 nights before the Dec 26 return. Checked 2026-10-28T19:53:52Z.
• 2026-12-19–2026-12-26 (return 7 days later): $607.36 American Airlines (out MDT–CUN 1107 / 881 18:05–10:28+1, back CUN–MDT 2248 / 1107 11:28–17:15; one connection via Charlotte out, one connection via Charlotte back). Arrive Dec 20; 6 nights before the Dec 26 return. Checked 2026-10-28T19:53:52Z.
• 2026-12-29–2027-01-02 (return 4 days later): $1,204.56 American Airlines / United Airlines (out MDT–CUN 6064 / 1029 / 3295 10:22–10:04+1, back CUN–MDT 1742 / 4302 07:45–23:14; 2 connections via Charlotte and Dallas out, one connection via Dulles back). Arrive Dec 30; 3 nights before the Jan 2 return. Checked 2026-10-28T20:18:37Z.
• 2026-12-29–2027-01-02 (return 4 days later): $1,536.98 American Airlines (out MDT–CUN 6064 / 1029 / 3295 10:22–10:04+1, back CUN–MDT 2665 / 3025 / 5908 13:45–22:49; 2 connections via Charlotte and Dallas out, 2 connections via Miami and Philadelphia back). Arrive Dec 30; 3 nights before the Jan 2 return. Checked 2026-10-28T20:18:37Z.

January 2027

• 2027-01-09–2027-01-23 (return 14 days later): $367.26 American Airlines (out MDT–CUN 5493 / 1152 / 1343 17:07–10:57+1, back CUN–MDT 316 / 1571 07:00–22:54; 2 connections via Charlotte and Dallas out, one connection via Dallas back). Arrive Jan 10; 13 nights before the Jan 23 return. Checked 2026-10-28T20:23:48Z.
• 2027-01-09–2027-01-23 (return 14 days later): $367.26 American Airlines (out MDT–CUN 5493 / 1152 / 1343 17:07–10:57+1, back CUN–MDT 316 / 1621 / 4566 07:00–19:52; 2 connections via Charlotte and Dallas out, 2 connections via Dallas and Chicago back). Arrive Jan 10; 13 nights before the Jan 23 return. Checked 2026-10-28T20:23:48Z.
• 2027-01-15–2027-01-18 (return 3 days later): $630.08 Delta Air Lines / American Airlines (out MDT–CUN 2857 / 2014 18:42–10:15+1, back CUN–MDT 1192 / 1809 / 5949 17:15–19:39+1; one connection via Atlanta out, 2 connections via Charlotte and Philadelphia back). Arrive Jan 16; 2 nights before the Jan 18 return. Arrive home Jan 19. Checked 2026-10-28T19:55:46Z.
• 2027-01-15–2027-01-18 (return 3 days later): $944.10 Delta Air Lines (out MDT–CUN 2857 / 2014 18:42–10:15+1, back CUN–MDT 595 / 1283 17:45–23:45; one connection via Atlanta out, one connection via Atlanta back). Arrive Jan 16; 2 nights before the Jan 18 return. Checked 2026-10-28T19:55:46Z.
• 2027-01-15–2027-01-18 (return 3 days later): $1,285.35 Delta Air Lines / Aeromexico (out MDT–CUN 2857 / 2014 18:42–10:15+1, back CUN–MDT 523 / 587 / 1283 11:27–23:45; one connection via Atlanta out, 2 connections via Mexico City and Atlanta back). Arrive Jan 16; 2 nights before the Jan 18 return. Checked 2026-10-28T19:55:46Z.
• 2027-01-16–2027-01-23 (return 7 days later): $367.26 United Airlines / American Airlines (out MDT–CUN 5478 / 2813 / 1619 17:40–11:20+1, back CUN–MDT 316 / 1571 07:00–22:54; 2 connections via Chicago and Houston out, one connection via Dallas back). Arrive Jan 17; 6 nights before the Jan 23 return. Checked 2026-10-28T20:26:14Z.
• 2027-01-16–2027-01-23 (return 7 days later): $367.26 United Airlines / American Airlines (out MDT–CUN 5478 / 2813 / 1619 17:40–11:20+1, back CUN–MDT 316 / 1621 / 4566 07:00–19:52; 2 connections via Chicago and Houston out, 2 connections via Dallas and Chicago back). Arrive Jan 17; 6 nights before the Jan 23 return. Checked 2026-10-28T20:26:14Z.

February 2027

• 2027-02-12–2027-02-15 (return 3 days later): $567.55 American Airlines (out MDT–CUN 6060 / 1673 / 895 18:55–12:28+1, back CUN–MDT 316 / 1697 / 4685 08:30–22:17; 2 connections via Philadelphia and Charlotte out, 2 connections via Dallas and Boston back). Arrive Feb 13; 2 nights before the Feb 15 return. Checked 2026-10-28T20:29:57Z.
• 2027-02-12–2027-02-15 (return 3 days later): $643.54 American Airlines (out MDT–CUN 6060 / 1673 / 895 18:55–12:28+1, back CUN–MDT 792 / 5994 15:27–10:21+1; 2 connections via Philadelphia and Charlotte out, one connection via Charlotte back). Arrive Feb 13; 2 nights before the Feb 15 return. Arrive home Feb 16. Checked 2026-10-28T20:29:57Z.
• 2027-02-12–2027-02-16 (return 4 days later): $422.36 American Airlines / United Airlines (out MDT–CUN 6060 / 3107 / 1778 18:55–16:20+1, back CUN–MDT 1058 / 1549 / 4372 18:16–14:03+1; 2 connections via Philadelphia and Charlotte out, 2 connections via Houston and Dulles back). Arrive Feb 13; 3 nights before the Feb 16 return. Arrive home Feb 17. Checked 2026-10-28T20:29:58Z.
• 2027-02-12–2027-02-16 (return 4 days later): $607.36 American Airlines (out MDT–CUN 6060 / 3107 / 1778 18:55–16:20+1, back CUN–MDT 1192 / 5467 17:05–23:33; 2 connections via Philadelphia and Charlotte out, one connection via Charlotte back). Arrive Feb 13; 3 nights before the Feb 16 return. Checked 2026-10-28T20:29:58Z.
• 2027-02-12–2027-02-16 (return 4 days later): $2,672.43 American Airlines / United Airlines (out MDT–CUN 6060 / 3107 / 1778 18:55–16:20+1, back CUN–MDT 1694 / 3478 12:30–18:48; 2 connections via Philadelphia and Charlotte out, one connection via Dulles back). Arrive Feb 13; 3 nights before the Feb 16 return. Checked 2026-10-28T20:29:58Z.
• 2027-02-13–2027-02-20 (return 7 days later): $444.62 American Airlines (out MDT–CUN 5413 / 1959 / 2179 18:05–10:33+1, back CUN–MDT 2588 / 2014 / 5994 11:33–09:46+1; 2 connections via Charlotte and Austin out, 2 connections via Austin and Charlotte back). Arrive Feb 14; 6 nights before the Feb 20 return. Arrive home Feb 21. Checked 2026-10-28T20:33:04Z.
• 2027-02-13–2027-02-20 (return 7 days later): $546.04 American Airlines (out MDT–CUN 5413 / 1959 / 2179 18:05–10:33+1, back CUN–MDT 2588 / 3124 / 3493 11:33–21:57; 2 connections via Charlotte and Austin out, 2 connections via Austin and Chicago back). Arrive Feb 14; 6 nights before the Feb 20 return. Checked 2026-10-28T20:33:04Z.
• 2027-02-13–2027-02-20 (return 7 days later): $631.31 American Airlines (out MDT–CUN 5413 / 1959 / 2179 18:05–10:33+1, back CUN–MDT 316 / 1571 08:30–22:58; 2 connections via Charlotte and Austin out, one connection via Dallas back). Arrive Feb 14; 6 nights before the Feb 20 return. Checked 2026-10-28T20:33:04Z.

March 2027

• 2027-03-06–2027-03-13 (return 7 days later): $450.77 American Airlines (out MDT–CUN 4668 / 1875 / 1730 20:28–15:12+1, back CUN–MDT 1723 / 2323 / 5845 17:16–09:15+1; 2 connections via Chicago and Miami out, 2 connections via Miami and Philadelphia back). Arrive Mar 7; 6 nights before the Mar 13 return. Arrive home Mar 14. Checked 2026-10-28T20:35:20Z.
• 2027-03-06–2027-03-13 (return 7 days later): $577.33 American Airlines (out MDT–CUN 4668 / 1875 / 1730 20:28–15:12+1, back CUN–MDT 316 / 1571 08:30–22:58; 2 connections via Chicago and Miami out, one connection via Dallas back). Arrive Mar 7; 6 nights before the Mar 13 return. Checked 2026-10-28T20:35:20Z.
• 2027-03-06–2027-03-13 (return 7 days later): $650.32 American Airlines (out MDT–CUN 4668 / 1875 / 1730 20:28–15:12+1, back CUN–MDT 2248 / 6003 11:45–18:39; 2 connections via Chicago and Miami out, one connection via Charlotte back). Arrive Mar 7; 6 nights before the Mar 13 return. Checked 2026-10-28T20:35:20Z.
• 2027-03-13–2027-03-20 (return 7 days later): $735.43 American Airlines (out MDT–CUN 4668 / 1907 20:28–10:52+1, back CUN–MDT 2248 / 2890 10:45–17:10+1; one connection via Chicago out, one connection via Charlotte back). Arrive Mar 14; 6 nights before the Mar 20 return. Arrive home Mar 21. Checked 2026-10-28T19:57:57Z.
• 2027-03-13–2027-03-20 (return 7 days later): $857.89 American Airlines (out MDT–CUN 4668 / 1907 20:28–10:52+1, back CUN–MDT 1210 / 6032 13:42–21:21; one connection via Chicago out, one connection via Charlotte back). Arrive Mar 14; 6 nights before the Mar 20 return. Checked 2026-10-28T19:57:57Z.
• 2027-03-25–2027-03-29 (return 4 days later): $418.72 American Airlines (out MDT–CUN 5845 / 506 / 2179 09:40–09:33+1, back CUN–MDT 681 / 1571 17:38–22:58+1; 2 connections via Philadelphia and Austin out, one connection via Dallas back). Arrive Mar 26; 3 nights before the Mar 29 return. Arrive home Mar 30. Checked 2026-10-28T20:38:43Z.
• 2027-03-25–2027-03-29 (return 4 days later): $543.40 American Airlines (out MDT–CUN 5845 / 506 / 2179 09:40–09:33+1, back CUN–MDT 2219 / 1571 13:25–22:58; 2 connections via Philadelphia and Austin out, one connection via Dallas back). Arrive Mar 26; 3 nights before the Mar 29 return. Checked 2026-10-28T20:38:43Z.

April 2027

• 2027-04-10–2027-04-17 (return 7 days later): $400.79 American Airlines / Aeromexico (out MDT–CUN 5793 / 1252 / 2422 19:51–09:43+1, back CUN–MDT 501 / 593 / 2857 06:03–17:25; 2 connections via Philadelphia and Miami out, 2 connections via Mexico City and Atlanta back). Arrive Apr 11; 6 nights before the Apr 17 return. Checked 2026-10-28T20:41:41Z.
• 2027-04-10–2027-04-17 (return 7 days later): $528.53 American Airlines (out MDT–CUN 5793 / 1252 / 2422 19:51–09:43+1, back CUN–MDT 1116 / 5949 14:50–22:53; 2 connections via Philadelphia and Miami out, one connection via Philadelphia back). Arrive Apr 11; 6 nights before the Apr 17 return. Checked 2026-10-28T20:41:41Z.

May 2027

• 2027-05-08–2027-05-15 (return 7 days later): $400.79 American Airlines (out MDT–CUN 2119 / 357 / 1343 15:37–10:00+1, back CUN–MDT 215 / 4514 14:55–23:59; 2 connections via Charlotte and Dallas out, one connection via Chicago back). Arrive May 9; 6 nights before the May 15 return. Checked 2026-10-28T20:44:21Z.
• 2027-05-28–2027-05-31 (return 3 days later): $711.17 American Airlines (out MDT–CUN 5275 / 2727 / 1262 17:43–11:25+1, back CUN–MDT 2248 / 5177 10:31–00:26+1; 2 connections via Charlotte and Philadelphia out, one connection via Charlotte back). Arrive May 29; 2 nights before the May 31 return. Arrive home Jun 1. Checked 2026-10-28T20:47:05Z.
• 2027-05-28–2027-05-31 (return 3 days later): $776.54 American Airlines (out MDT–CUN 5275 / 2727 / 1262 17:43–11:25+1, back CUN–MDT 2248 / 6082 10:31–19:00; 2 connections via Charlotte and Philadelphia out, one connection via Charlotte back). Arrive May 29; 2 nights before the May 31 return. Checked 2026-10-28T20:47:05Z.

June 2027

• 2027-06-05–2027-06-12 (return 7 days later): $409.75 American Airlines (out MDT–CUN 5905 / 2006 / 1503 19:40–12:08+1, back CUN–MDT 2588 / 1826 / 4640 11:30–23:59; 2 connections via Philadelphia and Chicago out, 2 connections via Austin and Chicago back). Arrive Jun 6; 6 nights before the Jun 12 return. Checked 2026-10-28T20:49:52Z.
• 2027-06-12–2027-06-19 (return 7 days later): $404.46 American Airlines (out MDT–CUN 5905 / 1252 / 2494 19:40–09:30+1, back CUN–MDT 792 / 793 / 5891 14:35–10:08+1; 2 connections via Philadelphia and Miami out, 2 connections via Charlotte and Philadelphia back). Arrive Jun 13; 6 nights before the Jun 19 return. Arrive home Jun 20. Checked 2026-10-28T20:52:56Z.

July 2027

• 2027-07-10–2027-07-17 (return 7 days later): $404.46 American Airlines (out MDT–CUN 3243 / 1503 19:45–12:12+1, back CUN–MDT 1102 / 3061 / 5891 12:29–10:08+1; one connection via Chicago out, 2 connections via Miami and Philadelphia back). Arrive Jul 11; 6 nights before the Jul 17 return. Arrive home Jul 18. Checked 2026-10-28T20:57:52Z.

August 2027

• 2027-08-07–2027-08-14 (return 7 days later): $442.48 American Airlines (out MDT–CUN 3243 / 1503 19:45–12:12+1, back CUN–MDT 316 / 2469 08:00–23:23; one connection via Chicago out, one connection via Dallas back). Arrive Aug 8; 6 nights before the Aug 14 return. Checked 2026-10-28T23:34:19Z.
• 2027-08-07–2027-08-14 (return 7 days later): $485.55 American Airlines (out MDT–CUN 3243 / 1503 19:45–12:12+1, back CUN–MDT 1910 / 4482 13:14–21:58; one connection via Chicago out, one connection via Chicago back). Arrive Aug 8; 6 nights before the Aug 14 return. Checked 2026-10-28T23:34:19Z.

September 2027

• 2027-09-03–2027-09-06 (return 3 days later): $642.94 American Airlines (out MDT–CUN 5275 / 2727 / 1262 17:51–11:30+1, back CUN–MDT 2175 / 430 / 2567 12:30–09:02+1; 2 connections via Charlotte and Philadelphia out, 2 connections via Philadelphia and Charlotte back). Arrive Sep 4; 2 nights before the Sep 6 return. Arrive home Sep 7. Checked 2026-10-28T23:40:46Z.
• 2027-09-03–2027-09-06 (return 3 days later): $695.52 American Airlines (out MDT–CUN 5275 / 2727 / 1262 17:51–11:30+1, back CUN–MDT 1910 / 4482 13:14–21:58; 2 connections via Charlotte and Philadelphia out, one connection via Chicago back). Arrive Sep 4; 2 nights before the Sep 6 return. Checked 2026-10-28T23:40:46Z.
• 2027-09-11–2027-09-18 (return 7 days later): $409.75 American Airlines (out MDT–CUN 3243 / 2281 / 1343 18:54–10:00+1, back CUN–MDT 215 / 1058 14:57–23:53; 2 connections via Chicago and Dallas out, one connection via Chicago back). Arrive Sep 12; 6 nights before the Sep 18 return. Checked 2026-10-28T23:47:56Z.

How we checked

On Oct 28, 2026, Axel priced round trips from MDT 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 · ≤9h out / ≤9h 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: MDT → CUN. Each example names its actual airports.

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Other available fares

Flights by travel date

MDT–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.

• $4,094.68 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Return: American Airlines 215 / 1051 / 1107 · CUN–MDT · November 15, 2026 · 14:20–10:20 (November 16, 2026) local · 2 stop(s) (ORD, CLT) · 1200 minutes. Airline fare: $4,333.

• $5,801.58 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Return: American Airlines 215 / 2663 · CUN–MDT · November 15, 2026 · 14:20–22:15 local · 1 stop(s) (ORD) · 475 minutes. Airline fare: $6,136.

• $7,930.44 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Return: American Airlines 1971 / 5954 · CUN–MDT · November 15, 2026 · 12:20–19:02 local · 1 stop(s) (PHL) · 402 minutes. Airline fare: $8,392.

Captured example · October 28, 2026 at 08:07 PM UTC

MDT–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.

• $774.92 · American Airlines 5819 / 2286 / 158 · 19:05–16:34 (November 25, 2026) local · 2 stops (PHL, MIA) · 21h 29m. Airline fare: $817.

• $838.03 · American Airlines 5963 / 1262 · 06:15–12:44 local · 1 stop (PHL) · 6h 29m. Airline fare: $884.

Captured example · October 28, 2026 at 08:13 PM UTC

MDT–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.

• $690.28 · American Airlines 5819 / 1752 · 19:05–11:20 (November 22, 2026) local · 1 stop (PHL) · 16h 15m. Airline fare: $727.

Captured example · October 28, 2026 at 08:10 PM UTC

MDT–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.

• $4,094.68 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Airline fare: $4,333.

Captured example · October 28, 2026 at 08:07 PM UTC

MDT–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.

• $401.52 · United Airlines 4974 / 1618 · 10:30–16:55 local · 1 stop (IAD) · 6h 25m. Airline fare: $424.

• $401.52 · American Airlines 1795 / 1547 · 07:11–15:05 local · 1 stop (DFW) · 7h 54m. Airline fare: $424.

Captured example · October 28, 2026 at 06:36 PM UTC

MDT–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.

• $1,598.85 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Return: American Airlines 1192 / 586 · CUN–MDT · November 20, 2026 · 17:10–09:16 (November 21, 2026) local · 1 stop(s) (CLT) · 966 minutes. Airline fare: $1,683.

• $1,610.18 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Return: United Airlines 1133 / 4372 · CUN–MDT · November 20, 2026 · 16:55–13:58 (November 21, 2026) local · 1 stop(s) (IAD) · 1263 minutes. Airline fare: $1,703.

• $1,901.84 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Return: American Airlines 215 / 2761 · CUN–MDT · November 20, 2026 · 14:21–22:17 local · 1 stop(s) (ORD) · 476 minutes. Airline fare: $2,003.

Captured example · October 28, 2026 at 08:07 PM UTC

MDT–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.

• $1,598.85 · American Airlines 1107 / 1778 · 10:12–16:10 local · 1 stop (CLT) · 5h 58m. Airline fare: $1,683.

• $1,598.85 · United Airlines 4974 / 1618 · 10:30–16:55 local · 1 stop (IAD) · 6h 25m. Airline fare: $1,683.

Captured example · October 28, 2026 at 08:07 PM UTC

MDT–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.

• $1,204.56 · American Airlines 6064 / 1029 / 3295 · 10:22–10:04 (December 30, 2026) local · 2 stops (CLT, DFW) · 23h 42m. Airline fare: $1,274.

• $1,308.31 · United Airlines 4244 / 1677 · 06:20–21:40 local · 1 stop (IAD) · 15h 20m. Airline fare: $1,383.

• $1,337.84 · United Airlines 4244 / 1154 · 06:20–12:10 local · 1 stop (IAD) · 5h 50m. Airline fare: $1,409.

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

MDT–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.

• $492.53 · American Airlines 1795 / 2650 · 07:08–21:20 local · 1 stop (DFW) · 14h 12m. Airline fare: $519.

Captured example · October 28, 2026 at 08:15 PM UTC

MDT–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.

• $470.95 · American Airlines 1107 / 881 · 18:05–10:28 (December 20, 2026) local · 1 stop (CLT) · 16h 23m. Airline fare: $496.

Captured example · October 28, 2026 at 07:53 PM UTC

MDT–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.

• $320.52 · American Airlines 2777 / 492 · 07:02–15:09 local · 1 stop (ORD) · 8h 7m. Airline fare: $339.

• $320.52 · United Airlines 5478 / 2813 / 1018 · 17:39–12:54 (December 9, 2026) local · 2 stops (ORD, IAH) · 19h 15m. Airline fare: $339.

Captured example · October 28, 2026 at 06:36 PM UTC

MDT–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.

• $367.26 · United Airlines 5478 / 2813 / 1619 · 17:40–11:20 (January 17, 2027) local · 2 stops (ORD, IAH) · 17h 40m. Airline fare: $387.

• $393.32 · United Airlines 4268 / 1618 · 14:59–16:55 (January 17, 2027) local · 1 stop (IAD) · 25h 56m. Airline fare: $416.

• $429.17 · American Airlines 5841 / 1752 · 16:25–11:23 (January 17, 2027) local · 1 stop (PHL) · 18h 58m. Airline fare: $452.

Captured example · October 28, 2026 at 08:26 PM UTC

MDT–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.

• $367.26 · American Airlines 5493 / 1152 / 1343 · 17:07–10:57 (January 10, 2027) local · 2 stops (CLT, DFW) · 17h 50m. Airline fare: $387.

• $367.26 · United Airlines 4788 / 2784 / 1619 · 14:13–11:20 (January 10, 2027) local · 2 stops (ORD, IAH) · 21h 7m. Airline fare: $387.

Captured example · October 28, 2026 at 08:23 PM UTC

MDT–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.

• $628.85 · Delta Air Lines 2857 / 2014 · 18:42–10:15 (January 16, 2027) local · 1 stop (ATL) · 15h 33m. Airline fare: $663.

• $744.73 · American Airlines 6006 / 1265 · 07:25–13:42 local · 1 stop (CLT) · 6h 17m. Airline fare: $786.

Captured example · October 28, 2026 at 07:55 PM UTC

MDT–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.

• $444.62 · American Airlines 5413 / 1959 / 2179 · 18:05–10:33 (February 14, 2027) local · 2 stops (CLT, AUS) · 16h 28m. Airline fare: $470.

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

MDT–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.

• $567.55 · American Airlines 6060 / 1673 / 895 · 18:55–12:28 (February 13, 2027) local · 2 stops (PHL, CLT) · 17h 33m. Airline fare: $599.

• $776.54 · American Airlines 5538 / 881 · 05:00–10:44 local · 1 stop (CLT) · 5h 44m. Airline fare: $820.

Captured example · October 28, 2026 at 08:29 PM UTC

MDT–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.

• $422.36 · American Airlines 6060 / 3107 / 1778 · 18:55–16:20 (February 13, 2027) local · 2 stops (PHL, CLT) · 21h 25m. Airline fare: $446.

• $755.15 · American Airlines 5538 / 881 · 05:00–10:44 local · 1 stop (CLT) · 5h 44m. Airline fare: $797.

Captured example · October 28, 2026 at 08:29 PM UTC

MDT–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.

• $418 · American Airlines 5845 / 506 / 2179 · 09:40–09:33 (March 26, 2027) local · 2 stops (PHL, AUS) · 24h 53m. Airline fare: $440.

• $525.86 · American Airlines 1795 / 2650 · 07:00–20:16 local · 1 stop (DFW) · 14h 16m. Airline fare: $555.

• $619.66 · Delta Air Lines 1255 / 601 · 06:00–15:35 local · 1 stop (ATL) · 10h 35m. Airline fare: $654.

Captured example · October 28, 2026 at 08:38 PM UTC

MDT–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.

• $450.06 · American Airlines 4668 / 3216 / 1730 · 20:28–15:12 (March 7, 2027) local · 2 stops (ORD, MIA) · 18h 44m. Airline fare: $474.

Captured example · October 28, 2026 at 08:35 PM UTC

MDT–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.

• $735.43 · American Airlines 4668 / 1907 · 20:28–10:52 (March 14, 2027) local · 1 stop (ORD) · 14h 24m. Airline fare: $777.

Captured example · October 28, 2026 at 07:57 PM UTC

MDT–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.

• $404.46 · American Airlines 5793 / 1252 / 2422 · 19:51–09:43 (April 11, 2027) local · 2 stops (PHL, MIA) · 14h 52m. Airline fare: $428.

Captured example · October 28, 2026 at 08:41 PM UTC

MDT–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.

• $711.17 · American Airlines 5275 / 2727 / 1262 · 17:43–11:25 (May 29, 2027) local · 2 stops (CLT, PHL) · 18h 42m. Airline fare: $749.

• $755.70 · American Airlines 5905 / 1752 · 19:40–10:00 (May 29, 2027) local · 1 stop (PHL) · 15h 20m. Airline fare: $798.

• $890.17 · American Airlines 5945 / 1262 · 06:34–11:25 local · 1 stop (PHL) · 5h 51m. Airline fare: $939.

Captured example · October 28, 2026 at 08:47 PM UTC

MDT–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.

• $400.05 · American Airlines 2119 / 1358 / 1343 · 15:37–10:00 (May 9, 2027) local · 2 stops (CLT, DFW) · 19h 23m. Airline fare: $422.

Captured example · October 28, 2026 at 08:44 PM UTC

MDT–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.

• $404.46 · American Airlines 5905 / 1252 / 2494 · 19:40–09:30 (June 13, 2027) local · 2 stops (PHL, MIA) · 14h 50m. Airline fare: $428.

• $503.65 · American Airlines 5275 / 881 · 17:43–09:25 (June 13, 2027) local · 1 stop (CLT) · 16h 42m. Airline fare: $531.

Captured example · October 28, 2026 at 08:52 PM UTC

MDT–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.

• $410.48 · American Airlines 5905 / 2006 / 1503 · 19:40–12:08 (June 6, 2027) local · 2 stops (PHL, ORD) · 17h 28m. Airline fare: $433.

• $466.83 · American Airlines 3243 / 1503 · 19:08–12:08 (June 6, 2027) local · 1 stop (ORD) · 18h 0m. Airline fare: $494.

• $597.55 · American Airlines 977 / 2650 · 07:00–20:06 local · 1 stop (DFW) · 14h 6m. Airline fare: $630.

Captured example · October 28, 2026 at 08:49 PM UTC

MDT–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.

• $404.46 · American Airlines 3243 / 1503 · 19:45–12:12 (July 11, 2027) local · 1 stop (ORD) · 17h 27m. Airline fare: $428.

• $404.46 · American Airlines 5905 / 1252 / 2494 · 19:38–09:30 (July 11, 2027) local · 2 stops (PHL, MIA) · 14h 52m. Airline fare: $428.

Captured example · October 28, 2026 at 08:57 PM UTC

MDT–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.

• $442.48 · American Airlines 3243 / 1503 · 19:45–12:12 (August 8, 2027) local · 1 stop (ORD) · 17h 27m. Airline fare: $467.

Captured example · October 28, 2026 at 11:34 PM UTC

MDT–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 · American Airlines 3243 / 2281 / 1343 · 18:54–10:00 (September 12, 2027) local · 2 stops (ORD, DFW) · 16h 6m. Airline fare: $432.

Captured example · October 28, 2026 at 11:47 PM UTC

MDT–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.

• $642.94 · American Airlines 5275 / 2727 / 1262 · 17:51–11:30 (September 4, 2027) local · 2 stops (CLT, PHL) · 18h 39m. Airline fare: $680.

• $682.20 · American Airlines 5945 / 1262 · 06:15–11:30 local · 1 stop (PHL) · 6h 15m. Airline fare: $720.

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 · United Airlines 6.4/10 · Delta Air Lines 7.5/10 · 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 Middletown with Cancun (CUN)

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

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Source: https://helloaxel.com/en/flights/from-middletown-mdt-to-cancun-cun

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