Hilton Head to Cancun (CUN) flight deals

For a week-long round trip from Hilton Head to Cancun, look for around $610, allowing any schedule. The cheapest options had a median price of $625 across 15 sets of dates.

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

27 date pairs · 45 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 Hilton Head to Cancun for your dates, one traveler, no account to see it. Choose dates for HHH → 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: $607 on Axel ($639 on American Airlines) for Saturday Mar 6–13, one connection via Charlotte out and one connection via Charlotte back. Arrive Mar 7; 6 nights before the Mar 13 return. Arrive home Mar 14. Mar 6–13, American Airlines, $606.73
Good price: about $610 for a week-long round trip (any schedule). Jun 12–19, American Airlines, $609.86
Nonstop: None of the 27 departure dates we searched from Nov 10 to Sep 11 had a nonstop from Hilton Head to Cancun; other dates may.
Cheapest months: Mar 2027 (typical $607; lowest $607 on Axel ($639 on American Airlines)) and May 2027 (typical $610; lowest $610 on Axel ($644 on American Airlines)); dearest Nov 2026 ($745) and Feb 2027 ($682). Holiday weeks ran high: Thanksgiving week from $1,121.
Axel vs the airline: Yes. On all 45 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 $41 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.

Trip	Price target	Midpoint	Date pairs checked
Any schedule (including long or overnight connections)	$610	$625	15

Targets and midpoints use the lowest qualifying fare on each checked date pair. One adult, economy, round trip · HHH–CUN. Examples near these targets: any schedule, Jun 12–19, American Airlines, $609.86.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 45 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 27 departure dates we searched from Nov 10 to Sep 11 had a nonstop from Hilton Head 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
United: Via Chicago or Newark

Departure date	Itineraries searched	Nonstop	Airlines and flights
Tue Nov 10	24	none seen	—
Fri Nov 13	48	none seen	—
Sat Nov 21	24	none seen	—
Tue Nov 24	24	none seen	—
Thu Dec 3	24	none seen	—
Tue Dec 8	24	none seen	—
Sat Dec 19	24	none seen	—
Tue Dec 29	24	none seen	—
Mon Jan 4	24	none seen	—
Sat Jan 9	24	none seen	—
Fri Jan 15	24	none seen	—
Sat Jan 16	24	none seen	—
Fri Feb 12	48	none seen	—
Sat Feb 13	24	none seen	—
Sat Mar 6	24	none seen	—
Sat Mar 13	24	none seen	—
Thu Mar 25	24	none seen	—
Sat Apr 10	24	none seen	—
Sat May 8	24	none seen	—
Fri May 28	24	none seen	—
Sat Jun 5	24	none seen	—
Sat Jun 12	24	none seen	—
Fri Jul 2	24	none seen	—
Sat Jul 10	24	none seen	—
Sat Aug 7	24	none seen	—
Fri Sep 3	24	none seen	—
Sat Sep 11	24	none seen	—

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 $607. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.

Month	Week-long fares found	Nonstop from	Nonstop dates seen
Nov 2026	$745–$1,121 on Axel, $787 on American Airlines for the lowest (2 date pairs)	none found	0 of 4 searched
Dec 2026	$623–$764 on Axel, $659 on American Airlines for the lowest (2 date pairs)	none found	0 of 4 searched
Jan 2027	$659 on Axel, $694 on American Airlines for the lowest (1 date pairs)	none found	0 of 4 searched
Feb 2027	$682 on Axel, $720 on American Airlines for the lowest (1 date pairs)	none found	0 of 2 searched
Mar 2027	$607–$879 on Axel, $639 on American Airlines for the lowest (2 date pairs)	none found	0 of 3 searched
Apr 2027	$669 on Axel, $705 on American Airlines for the lowest (1 date pairs)	none found	0 of 1 searched
May 2027	$610 on Axel, $644 on American Airlines for the lowest (1 date pairs)	none found	0 of 2 searched
Jun 2027	$610 on Axel, $644 on American Airlines for the lowest (2 date pairs)	none found	0 of 2 searched
Jul 2027	$610 on Axel, $644 on American Airlines for the lowest (1 date pairs)	none found	0 of 2 searched
Aug 2027	$610 on Axel, $644 on American Airlines for the lowest (1 date pairs)	none found	0 of 1 searched
Sep 2027	$610 on Axel, $644 on American Airlines for the lowest (1 date pairs)	none found	0 of 2 searched

Holiday weeks ran high: Thanksgiving week from $1,121. 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 45 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 $41 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.

American Airlines, Mar 6–13: $639 on American Airlines, $607 on Axel ($32 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 Hilton Head 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. That covers every airline in these examples (American and United).
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): $745.28 American Airlines (out HHH–CUN 3391 / 2960 / 1157 16:17–12:37+1, back CUN–HHH 681 / 855 / 3865 18:27–11:53+1; 2 connections via Charlotte and Miami out, 2 connections via Dallas and Charlotte back). Arrive Nov 11; 6 nights before the Nov 17 return. Arrive home Nov 18. Checked 2026-10-28T18:59:15Z.
2026-11-21–2026-11-28 (return 7 days later): $1,121.36 American Airlines (out HHH–CUN 3864 / 2921 / 2494 17:47–10:46+1, back CUN–HHH 1723 / 1352 / 3865 17:34–10:36+1; 2 connections via Charlotte and Miami out, 2 connections via Miami and Charlotte back). Arrive Nov 22; 6 nights before the Nov 28 return. Arrive home Nov 29. Checked 2026-10-28T20:10:36Z.
2026-11-24–2026-11-29 (return 5 days later): $1,089.05 American Airlines (out HHH–CUN 3865 / 1778 11:06–16:10, back CUN–HHH 1102 / 1352 / 3865 11:46–10:36+1; one connection via Charlotte out, 2 connections via Miami and Charlotte back). Arrive home Nov 30. Checked 2026-10-28T20:12:49Z.
2026-11-24–2026-11-29 (return 5 days later): $1,181.83 American Airlines (out HHH–CUN 3865 / 1778 11:06–16:10, back CUN–HHH 2577 / 1352 / 3865 15:56–10:36+1; one connection via Charlotte out, 2 connections via Miami and Charlotte back). Arrive home Nov 30. Checked 2026-10-28T20:12:49Z.

December 2026

2026-12-03–2026-12-06 (return 3 days later): $690.28 American Airlines (out HHH–CUN 3865 / 893 / 2650 11:04–21:20, back CUN–HHH 1799 / 2963 / 3865 16:09–12:03+1; 2 connections via Charlotte and Dallas out, 2 connections via Chicago and Charlotte back). Arrive home Dec 7. Checked 2026-10-28T20:15:00Z.
2026-12-03–2026-12-06 (return 3 days later): $783.75 American Airlines (out HHH–CUN 3865 / 893 / 2650 11:04–21:20, back CUN–HHH 1723 / 1352 / 3865 17:36–12:03+1; 2 connections via Charlotte and Dallas out, 2 connections via Miami and Charlotte back). Arrive home Dec 7. Checked 2026-10-28T20:15:00Z.
2026-12-08–2026-12-15 (return 7 days later): $622.75 American Airlines (out HHH–CUN 3865 / 893 / 2650 12:33–21:20, back CUN–HHH 2850 / 2045 / 3865 16:00–12:03+1; 2 connections via Charlotte and Dallas out, 2 connections via New York and Charlotte back). Arrive home Dec 16. Checked 2026-10-28T18:59:18Z.
2026-12-19–2026-12-26 (return 7 days later): $763.94 American Airlines (out HHH–CUN 3864 / 881 19:05–10:28+1, back CUN–HHH 888 / 2484 / 3865 14:40–10:38+1; one connection via Charlotte out, 2 connections via Philadelphia and Charlotte back). Arrive Dec 20; 6 nights before the Dec 26 return. Arrive home Dec 27. Checked 2026-10-28T19:53:37Z.
2026-12-19–2026-12-26 (return 7 days later): $827.60 American Airlines (out HHH–CUN 3864 / 881 19:05–10:28+1, back CUN–HHH 792 / 3864 15:33–18:32+1; one connection via Charlotte out, one connection via Charlotte back). Arrive Dec 20; 6 nights before the Dec 26 return. Arrive home Dec 27. Checked 2026-10-28T19:53:37Z.
2026-12-19–2026-12-26 (return 7 days later): $867.35 American Airlines (out HHH–CUN 3864 / 881 19:05–10:28+1, back CUN–HHH 2248 / 3864 11:28–18:32; one connection via Charlotte out, one connection via Charlotte back). Arrive Dec 20; 6 nights before the Dec 26 return. Checked 2026-10-28T19:53:37Z.
2026-12-29–2027-01-02 (return 4 days later): $1,246.45 American Airlines (out HHH–CUN 3864 / 881 19:05–10:28+1, back CUN–HHH 2588 / 2640 / 3865 11:59–10:38+1; one connection via Charlotte out, 2 connections via Austin and Charlotte back). Arrive Dec 30; 3 nights before the Jan 2 return. Arrive home Jan 3. Checked 2026-10-28T20:18:20Z.
2026-12-29–2027-01-02 (return 4 days later): $1,463.00 American Airlines (out HHH–CUN 3864 / 881 19:05–10:28+1, back CUN–HHH 1723 / 1352 / 3865 17:36–10:38+1; one connection via Charlotte out, 2 connections via Miami and Charlotte back). Arrive Dec 30; 3 nights before the Jan 2 return. Arrive home Jan 3. Checked 2026-10-28T20:18:20Z.

January 2027

2027-01-04–2027-02-02 (return 29 days later): $622.75 American Airlines (out HHH–CUN 3865 / 1778 11:08–16:11, back CUN–HHH 1799 / 2730 / 3393 16:07–12:00+1; one connection via Charlotte out, 2 connections via Chicago and Charlotte back). Arrive home Feb 3. Checked 2026-10-28T20:21:40Z.
2027-01-09–2027-01-23 (return 14 days later): $641.11 American Airlines (out HHH–CUN 3393 / 1890 / 2494 13:20–10:48+1, back CUN–HHH 1723 / 3184 / 3393 17:26–12:00+1; 2 connections via Charlotte and Miami out, 2 connections via Miami and Charlotte back). Arrive Jan 10; 13 nights before the Jan 23 return. Arrive home Jan 24. Checked 2026-10-28T20:23:31Z.
2027-01-15–2027-01-18 (return 3 days later): $799.47 American Airlines (out HHH–CUN 3392 / 1890 / 2494 16:25–10:48+1, back CUN–HHH 681 / 317 / 3392 17:47–15:53+1; 2 connections via Charlotte and Miami out, 2 connections via Dallas and Charlotte back). Arrive Jan 16; 2 nights before the Jan 18 return. Arrive home Jan 19. Checked 2026-10-28T19:55:32Z.
2027-01-15–2027-01-18 (return 3 days later): $808.83 American Airlines (out HHH–CUN 3392 / 1890 / 2494 16:25–10:48+1, back CUN–HHH 1192 / 3392 17:15–15:53+1; 2 connections via Charlotte and Miami out, one connection via Charlotte back). Arrive Jan 16; 2 nights before the Jan 18 return. Arrive home Jan 19. Checked 2026-10-28T19:55:32Z.
2027-01-15–2027-01-18 (return 3 days later): $848.46 American Airlines (out HHH–CUN 3392 / 1890 / 2494 16:25–10:48+1, back CUN–HHH 681 / 2866 / 3393 17:47–12:00+1; 2 connections via Charlotte and Miami out, 2 connections via Dallas and Charlotte back). Arrive Jan 16; 2 nights before the Jan 18 return. Arrive home Jan 19. Checked 2026-10-28T19:55:32Z.
2027-01-16–2027-01-23 (return 7 days later): $658.95 American Airlines (out HHH–CUN 3392 / 1449 / 2494 17:06–10:48+1, back CUN–HHH 1799 / 3178 / 3393 16:07–12:00+1; 2 connections via Charlotte and Miami out, 2 connections via Chicago and Charlotte back). Arrive Jan 17; 6 nights before the Jan 23 return. Arrive home Jan 24. Checked 2026-10-28T20:25:57Z.

February 2027

2027-02-12–2027-02-15 (return 3 days later): $661.35 American Airlines (out HHH–CUN 3393 / 1778 11:04–16:20, back CUN–HHH 792 / 3393 15:27–11:53+1; one connection via Charlotte out, one connection via Charlotte back). Arrive home Feb 16. Checked 2026-10-28T20:29:26Z.
2027-02-12–2027-02-15 (return 3 days later): $700.73 American Airlines (out HHH–CUN 3393 / 1778 11:04–16:20, back CUN–HHH 1723 / 3184 / 3393 17:16–11:53+1; one connection via Charlotte out, 2 connections via Miami and Charlotte back). Arrive home Feb 16. Checked 2026-10-28T20:29:26Z.
2027-02-12–2027-02-16 (return 4 days later): $692.62 American Airlines (out HHH–CUN 3393 / 1778 11:04–16:20, back CUN–HHH 2219 / 1041 / 3393 14:25–11:53+1; one connection via Charlotte out, 2 connections via Dallas and Charlotte back). Arrive home Feb 17. Checked 2026-10-28T20:29:26Z.
2027-02-12–2027-02-16 (return 4 days later): $711.17 American Airlines (out HHH–CUN 3393 / 1778 11:04–16:20, back CUN–HHH 1192 / 3393 17:05–11:53+1; one connection via Charlotte out, one connection via Charlotte back). Arrive home Feb 17. Checked 2026-10-28T20:29:26Z.
2027-02-13–2027-02-20 (return 7 days later): $682.20 American Airlines (out HHH–CUN 3864 / 881 19:10–10:44+1, back CUN–HHH 2588 / 2014 / 3393 11:33–10:28+1; one connection via Charlotte out, 2 connections via Austin and Charlotte back). Arrive Feb 14; 6 nights before the Feb 20 return. Arrive home Feb 21. Checked 2026-10-28T20:32:47Z.
2027-02-13–2027-02-20 (return 7 days later): $777.61 American Airlines (out HHH–CUN 3864 / 881 19:10–10:44+1, back CUN–HHH 1192 / 3393 17:20–10:28+1; one connection via Charlotte out, one connection via Charlotte back). Arrive Feb 14; 6 nights before the Feb 20 return. Arrive home Feb 21. Checked 2026-10-28T20:32:47Z.
2027-02-13–2027-02-20 (return 7 days later): $830.65 American Airlines (out HHH–CUN 3864 / 881 19:10–10:44+1, back CUN–HHH 2248 / 3864 11:45–18:26; one connection via Charlotte out, one connection via Charlotte back). Arrive Feb 14; 6 nights before the Feb 20 return. Checked 2026-10-28T20:32:47Z.

March 2027

2027-03-06–2027-03-13 (return 7 days later): $606.73 American Airlines (out HHH–CUN 3864 / 881 19:10–10:44+1, back CUN–HHH 1192 / 3393 17:20–10:28+1; one connection via Charlotte out, one connection via Charlotte back). Arrive Mar 7; 6 nights before the Mar 13 return. Arrive home Mar 14. Checked 2026-10-28T20:35:00Z.
2027-03-13–2027-03-20 (return 7 days later): $878.77 American Airlines (out HHH–CUN 3864 / 881 19:10–09:44+1, back CUN–HHH 1192 / 3393 16:20–10:28+1; one connection via Charlotte out, one connection via Charlotte back). Arrive Mar 14; 6 nights before the Mar 20 return. Arrive home Mar 21. Checked 2026-10-28T19:57:39Z.
2027-03-13–2027-03-20 (return 7 days later): $932.79 American Airlines (out HHH–CUN 3864 / 881 19:10–09:44+1, back CUN–HHH 2248 / 3864 10:45–18:26; one connection via Charlotte out, one connection via Charlotte back). Arrive Mar 14; 6 nights before the Mar 20 return. Checked 2026-10-28T19:57:39Z.
2027-03-25–2027-03-29 (return 4 days later): $659.55 American Airlines (out HHH–CUN 3864 / 1959 / 2179 19:10–09:33+1, back CUN–HHH 681 / 1091 / 3393 17:38–11:53+1; 2 connections via Charlotte and Austin out, 2 connections via Dallas and Charlotte back). Arrive Mar 26; 3 nights before the Mar 29 return. Arrive home Mar 30. Checked 2026-10-28T20:38:24Z.

April 2027

2027-04-10–2027-04-17 (return 7 days later): $669.39 American Airlines (out HHH–CUN 4128 / 2552 / 2422 17:04–09:43+1, back CUN–HHH 681 / 1696 / 3639 17:59–12:37+1; 2 connections via Charlotte and Miami out, 2 connections via Dallas and Charlotte back). Arrive Apr 11; 6 nights before the Apr 17 return. Arrive home Apr 18. Checked 2026-10-28T20:41:18Z.

May 2027

2027-05-08–2027-05-15 (return 7 days later): $609.86 American Airlines (out HHH–CUN 3637 / 1391 / 1343 18:39–10:00+1, back CUN–HHH 681 / 1696 / 3639 17:59–12:37+1; 2 connections via Charlotte and Dallas out, 2 connections via Dallas and Charlotte back). Arrive May 9; 6 nights before the May 15 return. Arrive home May 16. Checked 2026-10-28T20:44:05Z.
2027-05-28–2027-05-31 (return 3 days later): $808.31 American Airlines (out HHH–CUN 4128 / 2727 / 1262 17:21–11:25+1, back CUN–HHH 2248 / 3642 10:31–11:10+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 2026-10-28T20:46:45Z.
2027-05-28–2027-05-31 (return 3 days later): $827.09 American Airlines (out HHH–CUN 4128 / 2727 / 1262 17:21–11:25+1, back CUN–HHH 2652 / 1709 / 3642 15:59–11:10+1; 2 connections via Charlotte and Philadelphia out, 2 connections via Dallas and Charlotte back). Arrive May 29; 2 nights before the May 31 return. Arrive home Jun 1. Checked 2026-10-28T20:46:45Z.

June 2027

2027-06-05–2027-06-12 (return 7 days later): $609.86 American Airlines (out HHH–CUN 4128 / 1727 / 816 17:21–10:09+1, back CUN–HHH 1723 / 1233 / 3564 16:25–10:27+1; 2 connections via Charlotte and New York out, 2 connections via Miami and Washington back). Arrive Jun 6; 6 nights before the Jun 12 return. Arrive home Jun 13. Checked 2026-10-28T20:49:35Z.
2027-06-05–2027-06-12 (return 7 days later): $618.42 American Airlines (out HHH–CUN 4128 / 1727 / 816 17:21–10:09+1, back CUN–HHH 1192 / 3642 15:45–11:10+1; 2 connections via Charlotte and New York out, one connection via Charlotte back). Arrive Jun 6; 6 nights before the Jun 12 return. Arrive home Jun 13. Checked 2026-10-28T20:49:35Z.
2027-06-12–2027-06-19 (return 7 days later): $609.86 American Airlines (out HHH–CUN 4128 / 1845 / 2494 17:21–09:30+1, back CUN–HHH 1723 / 1233 / 3564 16:25–10:27+1; 2 connections via Charlotte and Miami out, 2 connections via Miami and Washington back). Arrive Jun 13; 6 nights before the Jun 19 return. Arrive home Jun 20. Checked 2026-10-28T20:52:35Z.

July 2027

2027-07-02–2027-07-05 (return 3 days later): $817.17 United Airlines (out HHH–CUN 3542 / 2665 / 1619 15:05–10:06+1, back CUN–HHH 1058 / 1486 / 3581 17:22–14:16+1; 2 connections via Chicago and Houston out, 2 connections via Houston and Chicago back). Arrive Jul 3; 2 nights before the Jul 5 return. Arrive home Jul 6. Checked 2026-10-28T20:55:33Z.
2027-07-02–2027-07-05 (return 3 days later): $880.22 United Airlines (out HHH–CUN 3542 / 2665 / 1619 15:05–10:06+1, back CUN–HHH 1667 / 3581 15:38–14:16+1; 2 connections via Chicago and Houston out, one connection via Chicago back). Arrive Jul 3; 2 nights before the Jul 5 return. Arrive home Jul 6. Checked 2026-10-28T20:55:33Z.
2027-07-02–2027-07-05 (return 3 days later): $921.91 United Airlines (out HHH–CUN 3542 / 2665 / 1619 15:05–10:06+1, back CUN–HHH 1047 / 3676 17:55–11:12+1; 2 connections via Chicago and Houston out, one connection via Newark back). Arrive Jul 3; 2 nights before the Jul 5 return. Arrive home Jul 6. Checked 2026-10-28T20:55:33Z.
2027-07-10–2027-07-17 (return 7 days later): $609.86 American Airlines (out HHH–CUN 4128 / 1293 / 2494 16:55–09:30+1, back CUN–HHH 681 / 575 / 3642 18:06–11:10+1; 2 connections via Charlotte and Miami out, 2 connections via Dallas and Charlotte back). Arrive Jul 11; 6 nights before the Jul 17 return. Arrive home Jul 18. Checked 2026-10-28T20:57:34Z.

August 2027

2027-08-07–2027-08-14 (return 7 days later): $609.86 American Airlines (out HHH–CUN 3643 / 2571 / 1343 14:48–10:02+1, back CUN–HHH 1192 / 3114 / 3564 15:35–10:27+1; 2 connections via Charlotte and Dallas out, 2 connections via Charlotte and Washington back). Arrive Aug 8; 6 nights before the Aug 14 return. Arrive home Aug 15. Checked 2026-10-28T23:33:03Z.
2027-08-07–2027-08-14 (return 7 days later): $618.42 American Airlines (out HHH–CUN 3643 / 2571 / 1343 14:48–10:02+1, back CUN–HHH 1192 / 3642 15:35–11:09+1; 2 connections via Charlotte and Dallas out, one connection via Charlotte back). Arrive Aug 8; 6 nights before the Aug 14 return. Arrive home Aug 15. Checked 2026-10-28T23:33:03Z.

September 2027

2027-09-03–2027-09-06 (return 3 days later): $785.89 American Airlines (out HHH–CUN 4128 / 793 / 1752 17:46–10:00+1, back CUN–HHH 1192 / 3642 15:35–11:09+1; 2 connections via Charlotte and Philadelphia out, one connection via Charlotte back). Arrive Sep 4; 2 nights before the Sep 6 return. Arrive home Sep 7. Checked 2026-10-28T23:40:07Z.
2027-09-11–2027-09-18 (return 7 days later): $609.86 American Airlines (out HHH–CUN 3621 / 1256 / 1343 18:29–10:00+1, back CUN–HHH 1723 / 708 / 3891 16:25–10:38+1; 2 connections via Charlotte and Dallas out, 2 connections via Miami and Washington back). Arrive Sep 12; 6 nights before the Sep 18 return. Arrive home Sep 19. Checked 2026-10-28T23:46:39Z.
2027-09-11–2027-09-18 (return 7 days later): $618.42 American Airlines (out HHH–CUN 3621 / 1256 / 1343 18:29–10:00+1, back CUN–HHH 1192 / 4004 15:37–12:28+1; 2 connections via Charlotte and Dallas out, one connection via Charlotte back). Arrive Sep 12; 6 nights before the Sep 18 return. Arrive home Sep 19. Checked 2026-10-28T23:46:39Z.

How we checked

On Oct 28, 2026, Axel priced round trips from HHH to CUN for one adult in economy: 1 Monday departure with returns 29 days later, 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 5 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: HHH → CUN. Each example names its actual airports.

Check current prices for your dates and travelers

Other available fares

HHH–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.

$5,908.20 · American Airlines 3865 / 1778 · 11:04–16:10 local · 1 stop (CLT) · 5h 6m. Return: American Airlines 215 / 1606 / 3865 · CUN–HHH · November 15, 2026 · 14:20–11:53 (November 16, 2026) local · 2 stop(s) (ORD, CLT) · 1293 minutes. Airline fare: $6,229.
$6,659.41 · American Airlines 3865 / 1778 · 11:04–16:10 local · 1 stop (CLT) · 5h 6m. Return: American Airlines 3132 / 1841 / 3865 · CUN–HHH · November 15, 2026 · 16:50–11:53 (November 16, 2026) local · 2 stop(s) (PHX, CLT) · 1143 minutes. Airline fare: $7,021.

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

HHH–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.

$1,089.05 · American Airlines 3865 / 1778 · 11:06–16:10 local · 1 stop (CLT) · 5h 4m. Airline fare: $1,150.

Captured example · October 28, 2026 at 08:12 PM UTC

HHH–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.

$1,121.36 · American Airlines 3864 / 2960 / 2494 · 17:47–10:46 (November 22, 2026) local · 2 stops (CLT, MIA) · 16h 59m. Airline fare: $1,186.

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

HHH–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.

$5,908.20 · American Airlines 3865 / 1778 · 11:04–16:10 local · 1 stop (CLT) · 5h 6m. Airline fare: $6,229.

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

HHH–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.

$745.28 · American Airlines 3391 / 2960 / 1157 · 16:17–12:37 (November 11, 2026) local · 2 stops (CLT, MIA) · 20h 20m. Airline fare: $787.

Captured example · October 28, 2026 at 06:59 PM UTC

HHH–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.

$3,066.25 · American Airlines 3865 / 1778 · 11:04–16:10 local · 1 stop (CLT) · 5h 6m. Return: American Airlines 2248 / 3864 · CUN–HHH · November 20, 2026 · 11:22–17:08 local · 1 stop(s) (CLT) · 346 minutes. Airline fare: $3,243.

Captured example · October 28, 2026 at 07:51 PM UTC

HHH–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.

$3,066.25 · American Airlines 3865 / 1778 · 11:04–16:10 local · 1 stop (CLT) · 5h 6m. Airline fare: $3,243.

Captured example · October 28, 2026 at 07:51 PM UTC

HHH–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.

$1,246.45 · American Airlines 3864 / 881 · 19:05–10:28 (December 30, 2026) local · 1 stop (CLT) · 15h 23m. Airline fare: $1,319.

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

HHH–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.

$690.28 · American Airlines 3865 / 893 / 2650 · 11:04–21:20 local · 2 stops (CLT, DFW) · 10h 16m. Airline fare: $727.
$694.94 · American Airlines 3391 / 886 · 14:52–14:34 (December 4, 2026) local · 1 stop (CLT) · 23h 42m. Airline fare: $735.

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

HHH–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.

$763.94 · American Airlines 3864 / 881 · 19:05–10:28 (December 20, 2026) local · 1 stop (CLT) · 15h 23m. Airline fare: $805.

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

HHH–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.

$622.75 · American Airlines 3865 / 893 / 2650 · 12:33–21:20 local · 2 stops (CLT, DFW) · 8h 47m. Airline fare: $659.

Captured example · October 28, 2026 at 06:59 PM UTC

HHH–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.

$658.95 · American Airlines 3392 / 2291 / 2494 · 17:06–10:48 (January 17, 2027) local · 2 stops (CLT, MIA) · 17h 42m. Airline fare: $694.

Captured example · October 28, 2026 at 08:25 PM UTC

HHH–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.

$641.11 · American Airlines 3393 / 2291 / 2494 · 13:20–10:48 (January 10, 2027) local · 2 stops (CLT, MIA) · 21h 28m. Airline fare: $677.

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

HHH–CUN · 2027-01-04–2027-02-02 · 1 adult

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

$622.75 · American Airlines 3865 / 1778 · 11:08–16:11 local · 1 stop (CLT) · 5h 3m. Airline fare: $659.

Captured example · October 28, 2026 at 08:21 PM UTC

HHH–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.

$799.47 · American Airlines 3392 / 1890 / 2494 · 16:25–10:48 (January 16, 2027) local · 2 stops (CLT, MIA) · 18h 23m. Airline fare: $846.

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

HHH–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.

$682.20 · American Airlines 3864 / 881 · 19:10–10:44 (February 14, 2027) local · 1 stop (CLT) · 15h 34m. Airline fare: $720.

Captured example · October 28, 2026 at 08:32 PM UTC

HHH–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.

$661.35 · American Airlines 3393 / 1778 · 11:04–16:20 local · 1 stop (CLT) · 5h 16m. Airline fare: $698.

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

HHH–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.

$692.62 · American Airlines 3393 / 1778 · 11:04–16:20 local · 1 stop (CLT) · 5h 16m. Airline fare: $731.

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

HHH–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.

$659.55 · American Airlines 3864 / 1959 / 2179 · 19:10–09:33 (March 26, 2027) local · 2 stops (CLT, AUS) · 15h 23m. Airline fare: $695.

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

HHH–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.

$606.73 · American Airlines 3864 / 881 · 19:10–10:44 (March 7, 2027) local · 1 stop (CLT) · 15h 34m. Airline fare: $639.

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

HHH–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.

$878.77 · American Airlines 3864 / 881 · 19:10–09:44 (March 14, 2027) local · 1 stop (CLT) · 14h 34m. Airline fare: $926.

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

HHH–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.

$669.39 · American Airlines 4128 / 1293 / 2422 · 17:04–09:43 (April 11, 2027) local · 2 stops (CLT, MIA) · 17h 39m. Airline fare: $705.

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

HHH–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.

$808.31 · American Airlines 4128 / 2727 / 1262 · 17:21–11:25 (May 29, 2027) local · 2 stops (CLT, PHL) · 19h 4m. Airline fare: $854.
$817.17 · American Airlines 3962 / 1907 · 14:02–10:44 (May 29, 2027) local · 1 stop (ORD) · 21h 42m. Airline fare: $862.
$888.25 · American Airlines 4128 / 793 / 1752 · 17:21–10:00 (May 29, 2027) local · 2 stops (CLT, PHL) · 17h 39m. Airline fare: $935.

Captured example · October 28, 2026 at 08:46 PM UTC

HHH–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.

$609.86 · American Airlines 3637 / 1391 / 1343 · 18:39–10:00 (May 9, 2027) local · 2 stops (CLT, DFW) · 16h 21m. Airline fare: $644.

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

HHH–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.

$609.86 · American Airlines 4128 / 2552 / 2494 · 17:21–09:30 (June 13, 2027) local · 2 stops (CLT, MIA) · 17h 9m. Airline fare: $644.

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

HHH–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.

$609.86 · American Airlines 4128 / 1727 / 816 · 17:21–10:09 (June 6, 2027) local · 2 stops (CLT, JFK) · 17h 48m. Airline fare: $644.
$630.08 · American Airlines 3962 / 1503 · 14:02–12:08 (June 6, 2027) local · 1 stop (ORD) · 23h 6m. Airline fare: $665.
$682.20 · American Airlines 4128 / 881 · 17:21–09:25 (June 6, 2027) local · 1 stop (CLT) · 17h 4m. Airline fare: $720.

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

HHH–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.

$609.86 · American Airlines 4128 / 2552 / 2494 · 16:55–09:30 (July 11, 2027) local · 2 stops (CLT, MIA) · 17h 35m. Airline fare: $644.

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

HHH–CUN · 2027-07-02–2027-07-05 · 1 adult

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

$817.17 · United Airlines 3542 / 2665 / 1619 · 15:05–10:06 (July 3, 2027) local · 2 stops (ORD, IAH) · 20h 1m. Airline fare: $862.
$932.79 · American Airlines 4128 / 881 · 16:55–09:34 (July 3, 2027) local · 1 stop (CLT) · 17h 39m. Airline fare: $985.

Captured example · October 28, 2026 at 08:55 PM UTC

HHH–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.

$609.86 · American Airlines 3643 / 357 / 1343 · 14:48–10:02 (August 8, 2027) local · 2 stops (CLT, DFW) · 20h 14m. Airline fare: $644.

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

HHH–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.

$609.86 · American Airlines 3621 / 1256 / 1343 · 18:29–10:00 (September 12, 2027) local · 2 stops (CLT, DFW) · 16h 31m. Airline fare: $644.

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

HHH–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.

$785.89 · American Airlines 4128 / 793 / 1752 · 17:46–10:00 (September 4, 2027) local · 2 stops (CLT, PHL) · 17h 14m. Airline fare: $829.
$867.84 · American Airlines 3845 / 1503 · 13:52–12:01 (September 4, 2027) local · 1 stop (ORD) · 23h 9m. Airline fare: $914.
$1,045.79 · American Airlines 3564 / 1177 / 2650 · 10:57–20:03 local · 2 stops (DCA, DFW) · 10h 6m. Airline fare: $1,102.

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. 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 Hilton Head with Cancun (CUN)

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

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Source: https://helloaxel.com/en/flights/from-hilton-head-hhh-to-cancun-cun

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