Madison 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 · $265.00

• American Airlines AA4487 / AA1503: MSN 2026-11-20 05:00:00 → CUN 2026-11-20 13:26:00; 1 stop(s) via ORD; 446 minutes. Local airport times.
  • AA4487: MSN 2026-11-20 05:00:00 → ORD 2026-11-20 06:21:00; layover at ORD: 122 minutes.
  • AA1503: ORD 2026-11-20 08:23:00 → CUN 2026-11-20 13:26:00.

2026-11-20 · one way · $270.00

• United Airlines UA3478 / UA2371: MSN 2026-11-20 05:00:00 → CUN 2026-11-20 13:43:00; 1 stop(s) via ORD; 463 minutes. Local airport times.
  • UA3478: MSN 2026-11-20 05:00:00 → ORD 2026-11-20 06:13:00; layover at ORD: 147 minutes.
  • UA2371: ORD 2026-11-20 08:40:00 → CUN 2026-11-20 13:43:00.

2026-11-20 · one way · $280.00

• Delta Air Lines DL3166 / DL648: MSN 2026-11-20 06:32:00 → CUN 2026-11-20 15:30:00; 1 stop(s) via MSP; 478 minutes. Local airport times.
  • DL3166: MSN 2026-11-20 06:32:00 → MSP 2026-11-20 07:44:00; layover at MSP: 146 minutes.
  • DL648: MSP 2026-11-20 10:10:00 → CUN 2026-11-20 15:30:00.

2026-11-27 → 2026-12-04 · $566.50

• American Airlines AA4487 / AA1503: MSN 2026-11-27 05:00:00 → CUN 2026-11-27 13:26:00; 1 stop(s) via ORD; 446 minutes. Local airport times.
  • AA4487: MSN 2026-11-27 05:00:00 → ORD 2026-11-27 06:21:00; layover at ORD: 122 minutes.
  • AA1503: ORD 2026-11-27 08:23:00 → CUN 2026-11-27 13:26:00.
• American Airlines AA1192 / AA3265: CUN 2026-12-04 17:13:00 → MSN 2026-12-04 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-12-04 22:30:00 → MSN 2026-12-04 23:49:00.

2026-11-27 → 2026-12-04 · $577.50

• United Airlines UA3478 / UA2371: MSN 2026-11-27 05:00:00 → CUN 2026-11-27 13:43:00; 1 stop(s) via ORD; 463 minutes. Local airport times.
  • UA3478: MSN 2026-11-27 05:00:00 → ORD 2026-11-27 06:13:00; layover at ORD: 147 minutes.
  • UA2371: ORD 2026-11-27 08:40:00 → CUN 2026-11-27 13:43:00.
• United Airlines UA2737 / UA1732: CUN 2026-12-04 14:55:00 → MSN 2026-12-04 22:23:00; 1 stop(s) via ORD; 508 minutes. Local airport times.
  • UA2737: CUN 2026-12-04 14:55:00 → ORD 2026-12-04 17:59:00; layover at ORD: 201 minutes.
  • UA1732: ORD 2026-12-04 21:20:00 → MSN 2026-12-04 22:23:00.

2026-11-20 → 2026-11-23 · $581.50

• Delta Air Lines DL3166 / DL648: MSN 2026-11-20 06:32:00 → CUN 2026-11-20 15:30:00; 1 stop(s) via MSP; 478 minutes. Local airport times.
  • DL3166: MSN 2026-11-20 06:32:00 → MSP 2026-11-20 07:44:00; layover at MSP: 146 minutes.
  • DL648: MSP 2026-11-20 10:10:00 → CUN 2026-11-20 15:30:00.
• American Airlines AA1192 / AA3265: CUN 2026-11-23 17:13:00 → MSN 2026-11-23 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-11-23 22:30:00 → MSN 2026-11-23 23:49:00.

2026-11-20 · one way · $265.00

• American Airlines AA2480 / AA1778: MSN 2026-11-20 06:32:00 → CUN 2026-11-20 16:11:00; 1 stop(s) via CLT; 519 minutes. Local airport times.
  • AA2480: MSN 2026-11-20 06:32:00 → CLT 2026-11-20 09:55:00; layover at CLT: 185 minutes.
  • AA1778: CLT 2026-11-20 13:00:00 → CUN 2026-11-20 16:11:00.

2026-11-20 · one way · $280.00

• Delta Air Lines DL5518 / DL2016: MSN 2026-11-20 07:00:00 → CUN 2026-11-20 16:10:00; 1 stop(s) via DTW; 490 minutes. Local airport times.
  • DL5518: MSN 2026-11-20 07:00:00 → DTW 2026-11-20 09:24:00; layover at DTW: 161 minutes.
  • DL2016: DTW 2026-11-20 12:05:00 → CUN 2026-11-20 16:10:00.

2026-11-20 · one way · $280.00

• Delta Air Lines DL2681 / DL1939: MSN 2026-11-20 11:35:00 → CUN 2026-11-20 21:08:00; 1 stop(s) via ATL; 513 minutes. Local airport times.
  • DL2681: MSN 2026-11-20 11:35:00 → ATL 2026-11-20 14:35:00; layover at ATL: 234 minutes.
  • DL1939: ATL 2026-11-20 18:29:00 → CUN 2026-11-20 21:08:00.

2026-11-27 → 2026-12-04 · $566.50

• American Airlines AA2480 / AA1778: MSN 2026-11-27 06:32:00 → CUN 2026-11-27 16:11:00; 1 stop(s) via CLT; 519 minutes. Local airport times.
  • AA2480: MSN 2026-11-27 06:32:00 → CLT 2026-11-27 09:55:00; layover at CLT: 185 minutes.
  • AA1778: CLT 2026-11-27 13:00:00 → CUN 2026-11-27 16:11:00.
• American Airlines AA1192 / AA3265: CUN 2026-12-04 17:13:00 → MSN 2026-12-04 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-12-04 22:30:00 → MSN 2026-12-04 23:49:00.

2026-11-20 → 2026-11-23 · $566.50

• American Airlines AA4487 / AA1503: MSN 2026-11-20 05:00:00 → CUN 2026-11-20 13:26:00; 1 stop(s) via ORD; 446 minutes. Local airport times.
  • AA4487: MSN 2026-11-20 05:00:00 → ORD 2026-11-20 06:21:00; layover at ORD: 122 minutes.
  • AA1503: ORD 2026-11-20 08:23:00 → CUN 2026-11-20 13:26:00.
• American Airlines AA1192 / AA3265: CUN 2026-11-23 17:13:00 → MSN 2026-11-23 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-11-23 22:30:00 → MSN 2026-11-23 23:49:00.

2026-11-20 → 2026-11-23 · $566.50

• American Airlines AA2480 / AA1778: MSN 2026-11-20 06:32:00 → CUN 2026-11-20 16:11:00; 1 stop(s) via CLT; 519 minutes. Local airport times.
  • AA2480: MSN 2026-11-20 06:32:00 → CLT 2026-11-20 09:55:00; layover at CLT: 185 minutes.
  • AA1778: CLT 2026-11-20 13:00:00 → CUN 2026-11-20 16:11:00.
• American Airlines AA1192 / AA3265: CUN 2026-11-23 17:13:00 → MSN 2026-11-23 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-11-23 22:30:00 → MSN 2026-11-23 23:49:00.

2026-11-20 → 2026-11-23 · $577.50

• United Airlines UA3478 / UA2371: MSN 2026-11-20 05:00:00 → CUN 2026-11-20 13:43:00; 1 stop(s) via ORD; 463 minutes. Local airport times.
  • UA3478: MSN 2026-11-20 05:00:00 → ORD 2026-11-20 06:13:00; layover at ORD: 147 minutes.
  • UA2371: ORD 2026-11-20 08:40:00 → CUN 2026-11-20 13:43:00.
• United Airlines UA2737 / UA1732: CUN 2026-11-23 14:55:00 → MSN 2026-11-23 22:23:00; 1 stop(s) via ORD; 508 minutes. Local airport times.
  • UA2737: CUN 2026-11-23 14:55:00 → ORD 2026-11-23 17:59:00; layover at ORD: 201 minutes.
  • UA1732: ORD 2026-11-23 21:20:00 → MSN 2026-11-23 22:23:00.

2026-11-20 → 2026-11-23 · $581.50

• Delta Air Lines DL5518 / DL2016: MSN 2026-11-20 07:00:00 → CUN 2026-11-20 16:10:00; 1 stop(s) via DTW; 490 minutes. Local airport times.
  • DL5518: MSN 2026-11-20 07:00:00 → DTW 2026-11-20 09:24:00; layover at DTW: 161 minutes.
  • DL2016: DTW 2026-11-20 12:05:00 → CUN 2026-11-20 16:10:00.
• American Airlines AA1192 / AA3265: CUN 2026-11-23 17:13:00 → MSN 2026-11-23 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-11-23 22:30:00 → MSN 2026-11-23 23:49:00.

2026-11-20 → 2026-11-23 · $581.50

• Delta Air Lines DL2681 / DL1939: MSN 2026-11-20 11:35:00 → CUN 2026-11-20 21:08:00; 1 stop(s) via ATL; 513 minutes. Local airport times.
  • DL2681: MSN 2026-11-20 11:35:00 → ATL 2026-11-20 14:35:00; layover at ATL: 234 minutes.
  • DL1939: ATL 2026-11-20 18:29:00 → CUN 2026-11-20 21:08:00.
• American Airlines AA1192 / AA3265: CUN 2026-11-23 17:13:00 → MSN 2026-11-23 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-11-23 22:30:00 → MSN 2026-11-23 23:49:00.

2026-11-27 → 2026-12-04 · $584.50

• Delta Air Lines DL3166 / DL648: MSN 2026-11-27 06:32:00 → CUN 2026-11-27 15:30:00; 1 stop(s) via MSP; 478 minutes. Local airport times.
  • DL3166: MSN 2026-11-27 06:32:00 → MSP 2026-11-27 07:44:00; layover at MSP: 146 minutes.
  • DL648: MSP 2026-11-27 10:10:00 → CUN 2026-11-27 15:30:00.
• American Airlines AA1192 / AA3265: CUN 2026-12-04 17:13:00 → MSN 2026-12-04 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-12-04 22:30:00 → MSN 2026-12-04 23:49:00.

2026-11-27 → 2026-12-04 · $584.50

• Delta Air Lines DL5518 / DL2016: MSN 2026-11-27 07:00:00 → CUN 2026-11-27 16:10:00; 1 stop(s) via DTW; 490 minutes. Local airport times.
  • DL5518: MSN 2026-11-27 07:00:00 → DTW 2026-11-27 09:24:00; layover at DTW: 161 minutes.
  • DL2016: DTW 2026-11-27 12:05:00 → CUN 2026-11-27 16:10:00.
• American Airlines AA1192 / AA3265: CUN 2026-12-04 17:13:00 → MSN 2026-12-04 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-12-04 22:30:00 → MSN 2026-12-04 23:49:00.

2026-11-27 → 2026-12-04 · $584.50

• Delta Air Lines DL2681 / DL1939: MSN 2026-11-27 11:35:00 → CUN 2026-11-27 21:08:00; 1 stop(s) via ATL; 513 minutes. Local airport times.
  • DL2681: MSN 2026-11-27 11:35:00 → ATL 2026-11-27 14:35:00; layover at ATL: 234 minutes.
  • DL1939: ATL 2026-11-27 18:29:00 → CUN 2026-11-27 21:08:00.
• American Airlines AA1192 / AA3265: CUN 2026-12-04 17:13:00 → MSN 2026-12-04 23:49:00; 1 stop(s) via CLT; 456 minutes. Local airport times.
  • AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 136 minutes.
  • AA3265: CLT 2026-12-04 22:30:00 → MSN 2026-12-04 23:49:00.

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 Madison to Cancun, look for around $580, allowing any schedule. The cheapest options had a median price of $585 across 15 sets of dates.

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

24 date pairs · 42 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 Madison to Cancun for your dates, one traveler, no account to see it. Choose dates for MSN → 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: $578 on Axel ($610 on American Airlines) for Tuesday Dec 8–15, one connection via Chicago out and one connection via Charlotte back. Dec 8–15, American Airlines, $577.97
• Good price: about $580 for a week-long round trip (any schedule). Jun 12–19, American Airlines, $577.97
• Nonstop: None of the 32 departure dates we searched from Nov 10 to Sep 11 had a nonstop from Madison to Cancun; other dates may.
• Cheapest months: Dec 2026 (typical $578; lowest $578 on Axel ($610 on American Airlines)) and Mar 2027 (typical $578; lowest $578 on Axel ($610 on American Airlines)); dearest Nov 2026 ($682) and Feb 2027 ($607). Holiday weeks ran high: Thanksgiving week from $1,183.
• Axel vs the airline: Yes. On all 42 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 $40 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 · MSN–CUN. Examples near these targets: any schedule, Jun 12–19, American Airlines, $577.97.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 42 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 32 departure dates we searched from Nov 10 to Sep 11 had a nonstop from Madison 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 Chicago
• Delta: Via Atlanta or Minneapolis
• United: Via Chicago

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 $578. 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 $1,183. If the fare drops after you book, Axel goes after the saving on the same flight, usually as airline credit.

When is the lowest fare a poor tradeoff?

Sometimes a small saving comes with a much longer journey. On Feb 12–16, paying about $50 more avoids the long return below.

• Feb 12–16 (return 4 days later): lowest fare Feb 12–16, American Airlines, $600.08. Outbound MSN–CUN: 7:01am–2:27pm, about 6½ hours, one connection via Charlotte. Return CUN–MSN: 5:05pm–12:13pm, about 20 hours, one connection via Charlotte. Arrive home Feb 17. Shorter option Feb 12–16, American Airlines, $650.32. Outbound MSN–CUN: 7:01am–2:27pm, about 6½ hours, one connection via Charlotte. Return CUN–MSN: 5:05pm–11:08pm, about 7 hours, one connection via Charlotte. About $50 more for the round trip.

Is Axel cheaper than booking with the airline?

Yes. On all 42 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 $40 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: $610 on American Airlines, $578 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 Madison 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 Delta, 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): $681.61 Delta Air Lines (out MSN–CUN 1160 / 586 05:30–12:30, back CUN–MSN 1878 / 1599 15:15–21:17; one connection via Atlanta out, one connection via Minneapolis back). Checked 2026-10-28T18:34:23Z.
• 2026-11-10–2026-11-17 (return 7 days later): $932.34 Delta Air Lines / Aeromexico (out MSN–CUN 1160 / 586 05:30–12:30, back CUN–MSN 523 / 645 / 5480 11:21–21:13; one connection via Atlanta out, 2 connections via Mexico City and Detroit back). Checked 2026-10-28T18:34:23Z.
• 2026-11-21–2026-11-28 (return 7 days later): $1,182.80 Delta Air Lines (out MSN–CUN 3982 / 1062 / 1939 19:49–20:55+1, back CUN–MSN 609 / 2144 08:05–22:50; 2 connections via Minneapolis and Atlanta out, one connection via Atlanta back). Arrive Nov 22; 6 nights before the Nov 28 return. Checked 2026-10-28T20:10:59Z.
• 2026-11-21–2026-11-28 (return 7 days later): $1,191.62 Delta Air Lines / American Airlines (out MSN–CUN 3982 / 1062 / 1939 19:49–20:55+1, back CUN–MSN 2665 / 2886 / 2354 13:37–08:40+1; 2 connections via Minneapolis and Atlanta out, 2 connections via Miami and Charlotte back). Arrive Nov 22; 6 nights before the Nov 28 return. Arrive home Nov 29. Checked 2026-10-28T20:10:59Z.
• 2026-11-21–2026-11-28 (return 7 days later): $1,474.31 Delta Air Lines (out MSN–CUN 3982 / 1062 / 1939 19:49–20:55+1, back CUN–MSN 2013 / 2599 11:09–16:24; 2 connections via Minneapolis and Atlanta out, one connection via Atlanta back). Arrive Nov 22; 6 nights before the Nov 28 return. Checked 2026-10-28T20:10:59Z.
• 2026-11-24–2026-11-29 (return 5 days later): $1,233.99 American Airlines (out MSN–CUN 1538 / 2650 07:05–21:14, back CUN–MSN 1723 / 2236 / 5296 17:34–16:55+1; one connection via Dallas out, 2 connections via Miami and Philadelphia back). Arrive home Nov 30. Checked 2026-10-28T20:13:10Z.
• 2026-11-24–2026-11-29 (return 5 days later): $1,588.62 American Airlines (out MSN–CUN 1538 / 2650 07:05–21:14, back CUN–MSN 1910 / 4005 13:14–20:11; one connection via Dallas out, one connection via Chicago back). Checked 2026-10-28T20:13:10Z.

December 2026

• 2026-12-03–2026-12-06 (return 3 days later): $672.96 American Airlines (out MSN–CUN 2139 / 2650 11:37–21:20, back CUN–MSN 316 / 1641 07:00–21:38; one connection via Dallas out, one connection via Dallas back). Checked 2026-10-28T20:15:24Z.
• 2026-12-03–2026-12-06 (return 3 days later): $819.74 American Airlines (out MSN–CUN 2139 / 2650 11:37–21:20, back CUN–MSN 1192 / 3265 17:13–23:49; one connection via Dallas out, one connection via Charlotte back). Checked 2026-10-28T20:15:24Z.
• 2026-12-08–2026-12-15 (return 7 days later): $577.97 American Airlines (out MSN–CUN 4485 / 1907 05:00–12:13, back CUN–MSN 1192 / 3265 17:13–23:09; one connection via Chicago out, one connection via Charlotte back). Checked 2026-10-28T18:34:23Z.
• 2026-12-19–2026-12-26 (return 7 days later): $701.89 American Airlines / Delta Air Lines (out MSN–CUN 2360 / 2960 / 2422 16:45–14:47+1, back CUN–MSN 609 / 2144 08:15–21:47; 2 connections via Charlotte and Miami out, one connection via Atlanta back). Arrive Dec 20; 6 nights before the Dec 26 return. Checked 2026-10-28T19:54:02Z.
• 2026-12-19–2026-12-26 (return 7 days later): $891.60 American Airlines (out MSN–CUN 2360 / 2960 / 2422 16:45–14:47+1, back CUN–MSN 1910 / 6266 13:19–19:19; 2 connections via Charlotte and Miami out, one connection via Chicago back). Arrive Dec 20; 6 nights before the Dec 26 return. Checked 2026-10-28T19:54:02Z.
• 2026-12-29–2027-01-02 (return 4 days later): $1,223.26 American Airlines (out MSN–CUN 2480 / 1778 06:32–16:11, back CUN–MSN 2588 / 596 / 2139 11:59–10:44+1; one connection via Charlotte out, 2 connections via Austin and Dallas back). Arrive home Jan 3. Checked 2026-10-28T20:18:42Z.
• 2026-12-29–2027-01-02 (return 4 days later): $1,693.28 American Airlines (out MSN–CUN 2480 / 1778 06:32–16:11, back CUN–MSN 2577 / 3970 15:47–23:14; one connection via Charlotte out, one connection via Miami back). Checked 2026-10-28T20:18:42Z.
• 2026-12-29–2027-01-02 (return 4 days later): $2,370.34 American Airlines (out MSN–CUN 2480 / 1778 06:32–16:11, back CUN–MSN 1910 / 6266 13:19–19:19; one connection via Charlotte out, one connection via Chicago back). Checked 2026-10-28T20:18:42Z.

January 2027

• 2027-01-09–2027-01-23 (return 14 days later): $600.71 American Airlines (out MSN–CUN 1333 / 1343 17:37–10:57+1, back CUN–MSN 1723 / 4609 17:26–00:41+1; one connection via Dallas out, one connection via Miami back). Arrive Jan 10; 13 nights before the Jan 23 return. Arrive home Jan 24. Checked 2026-10-28T20:23:57Z.
• 2027-01-15–2027-01-18 (return 3 days later): $713.46 Delta Air Lines / American Airlines (out MSN–CUN 2599 / 2014 17:17–10:15+1, back CUN–MSN 316 / 2139 07:00–11:46+1; one connection via Atlanta out, one connection via Dallas back). Arrive Jan 16; 2 nights before the Jan 18 return. Arrive home Jan 19. Checked 2026-10-28T19:55:53Z.
• 2027-01-15–2027-01-18 (return 3 days later): $1,140.79 Delta Air Lines (out MSN–CUN 2599 / 2014 17:17–10:15+1, back CUN–MSN 1827 / 5387 12:20–19:14; one connection via Atlanta out, one connection via Minneapolis back). Arrive Jan 16; 2 nights before the Jan 18 return. Checked 2026-10-28T19:55:53Z.
• 2027-01-16–2027-01-23 (return 7 days later): $600.71 United Airlines (out MSN–CUN 5563 / 1198 18:05–12:23+1, back CUN–MSN 1667 / 1251 16:42–23:15; one connection via Chicago out, one connection via Chicago back). Arrive Jan 17; 6 nights before the Jan 23 return. Checked 2026-10-28T20:26:20Z.

February 2027

• 2027-02-12–2027-02-15 (return 3 days later): $627.00 American Airlines (out MSN–CUN 2480 / 886 07:01–14:27, back CUN–MSN 316 / 944 08:30–10:24+1; one connection via Charlotte out, one connection via Dallas back). Arrive home Feb 16. Checked 2026-10-28T20:30:14Z.
• 2027-02-12–2027-02-15 (return 3 days later): $726.70 American Airlines (out MSN–CUN 2480 / 886 07:01–14:27, back CUN–MSN 1192 / 2507 17:05–23:08; one connection via Charlotte out, one connection via Charlotte back). Checked 2026-10-28T20:30:14Z.
• 2027-02-12–2027-02-16 (return 4 days later): $600.08 American Airlines (out MSN–CUN 2480 / 886 07:01–14:27, back CUN–MSN 1192 / 5640 17:05–12:13+1; one connection via Charlotte out, one connection via Charlotte back). Arrive home Feb 17. Checked 2026-10-28T20:30:15Z.
• 2027-02-12–2027-02-16 (return 4 days later): $650.32 American Airlines (out MSN–CUN 2480 / 886 07:01–14:27, back CUN–MSN 1192 / 2507 17:05–23:08; one connection via Charlotte out, one connection via Charlotte back). Checked 2026-10-28T20:30:15Z.
• 2027-02-13–2027-02-20 (return 7 days later): $607.36 American Airlines (out MSN–CUN 3357 / 1907 18:43–11:52+1, back CUN–MSN 2588 / 2014 / 5640 11:33–10:48+1; one connection via Chicago out, 2 connections via Austin and Charlotte back). Arrive Feb 14; 6 nights before the Feb 20 return. Arrive home Feb 21. Checked 2026-10-28T20:33:12Z.
• 2027-02-13–2027-02-20 (return 7 days later): $704.19 American Airlines (out MSN–CUN 3357 / 1907 18:43–11:52+1, back CUN–MSN 681 / 944 18:38–10:24+1; one connection via Chicago out, one connection via Dallas back). Arrive Feb 14; 6 nights before the Feb 20 return. Arrive home Feb 21. Checked 2026-10-28T20:33:12Z.
• 2027-02-13–2027-02-20 (return 7 days later): $794.73 American Airlines (out MSN–CUN 3357 / 1907 18:43–11:52+1, back CUN–MSN 1102 / 3357 11:53–18:13; one connection via Chicago out, one connection via Chicago back). Arrive Feb 14; 6 nights before the Feb 20 return. Checked 2026-10-28T20:33:12Z.

March 2027

• 2027-03-06–2027-03-13 (return 7 days later): $577.97 American Airlines (out MSN–CUN 3357 / 1907 18:43–11:52+1, back CUN–MSN 316 / 1333 08:30–17:07; one connection via Chicago out, one connection via Dallas back). Arrive Mar 7; 6 nights before the Mar 13 return. Checked 2026-10-28T20:35:28Z.
• 2027-03-06–2027-03-13 (return 7 days later): $668.80 American Airlines (out MSN–CUN 3357 / 1907 18:43–11:52+1, back CUN–MSN 1102 / 3357 11:53–18:13; one connection via Chicago out, one connection via Chicago back). Arrive Mar 7; 6 nights before the Mar 13 return. Checked 2026-10-28T20:35:28Z.
• 2027-03-13–2027-03-20 (return 7 days later): $818.72 American Airlines / Delta Air Lines (out MSN–CUN 3357 / 1907 18:43–10:52+1, back CUN–MSN 260 / 2699 / 1599 12:52–22:55; one connection via Chicago out, 2 connections via Raleigh/Durham and Minneapolis back). Arrive Mar 14; 6 nights before the Mar 20 return. Checked 2026-10-28T19:58:04Z.
• 2027-03-13–2027-03-20 (return 7 days later): $826.06 American Airlines (out MSN–CUN 3357 / 1907 18:43–10:52+1, back CUN–MSN 1192 / 2507 16:20–23:53; one connection via Chicago out, one connection via Charlotte back). Arrive Mar 14; 6 nights before the Mar 20 return. Checked 2026-10-28T19:58:04Z.
• 2027-03-25–2027-03-29 (return 4 days later): $627.00 American Airlines (out MSN–CUN 1333 / 2707 / 2179 17:47–09:33+1, back CUN–MSN 681 / 2139 17:38–10:24+1; 2 connections via Dallas and Austin out, one connection via Dallas back). Arrive Mar 26; 3 nights before the Mar 29 return. Arrive home Mar 30. Checked 2026-10-28T20:38:50Z.
• 2027-03-25–2027-03-29 (return 4 days later): $762.85 American Airlines (out MSN–CUN 1333 / 2707 / 2179 17:47–09:33+1, back CUN–MSN 316 / 1333 07:30–17:07; 2 connections via Dallas and Austin out, one connection via Dallas back). Arrive Mar 26; 3 nights before the Mar 29 return. Checked 2026-10-28T20:38:50Z.

April 2027

• 2027-04-10–2027-04-17 (return 7 days later): $600.71 American Airlines (out MSN–CUN 3516 / 1907 20:24–10:52+1, back CUN–MSN 1750 / 876 14:55–22:26; one connection via Chicago out, one connection via Dallas back). Arrive Apr 11; 6 nights before the Apr 17 return. Checked 2026-10-28T20:41:49Z.

May 2027

• 2027-05-08–2027-05-15 (return 7 days later): $577.97 American Airlines (out MSN–CUN 3516 / 1907 18:44–10:52+1, back CUN–MSN 1750 / 876 14:55–22:26; one connection via Chicago out, one connection via Dallas back). Arrive May 9; 6 nights before the May 15 return. Checked 2026-10-28T20:44:30Z.
• 2027-05-28–2027-05-31 (return 3 days later): $715.74 American Airlines / Delta Air Lines (out MSN–CUN 5532 / 1752 17:52–10:00+1, back CUN–MSN 2499 / 1042 / 1599 13:35–22:55; one connection via Philadelphia out, 2 connections via Austin and Minneapolis back). Arrive May 29; 2 nights before the May 31 return. Checked 2026-10-28T20:47:12Z.
• 2027-05-28–2027-05-31 (return 3 days later): $766.66 American Airlines (out MSN–CUN 5532 / 1752 17:52–10:00+1, back CUN–MSN 2248 / 3265 10:31–23:59; one connection via Philadelphia out, one connection via Charlotte back). Arrive May 29; 2 nights before the May 31 return. Checked 2026-10-28T20:47:12Z.
• 2027-05-28–2027-05-31 (return 3 days later): $870.29 American Airlines (out MSN–CUN 5532 / 1752 17:52–10:00+1, back CUN–MSN 2652 / 876 15:59–23:06; one connection via Philadelphia out, one connection via Dallas back). Arrive May 29; 2 nights before the May 31 return. Checked 2026-10-28T20:47:12Z.

June 2027

• 2027-06-05–2027-06-12 (return 7 days later): $585.20 American Airlines (out MSN–CUN 3516 / 1503 18:42–12:08+1, back CUN–MSN 2652 / 876 15:59–23:06; one connection via Chicago out, one connection via Dallas back). Arrive Jun 6; 6 nights before the Jun 12 return. Checked 2026-10-28T20:50:03Z.
• 2027-06-12–2027-06-19 (return 7 days later): $577.97 American Airlines (out MSN–CUN 1088 / 1343 17:11–10:03+1, back CUN–MSN 316 / 1088 07:30–16:31; one connection via Dallas out, one connection via Dallas back). Arrive Jun 13; 6 nights before the Jun 19 return. Checked 2026-10-28T20:53:08Z.

July 2027

• 2027-07-10–2027-07-17 (return 7 days later): $577.97 American Airlines (out MSN–CUN 5532 / 1752 17:52–10:03+1, back CUN–MSN 316 / 1088 07:30–16:28; one connection via Philadelphia out, one connection via Dallas back). Arrive Jul 11; 6 nights before the Jul 17 return. Checked 2026-10-28T20:58:00Z.

August 2027

• 2027-08-07–2027-08-14 (return 7 days later): $577.97 American Airlines (out MSN–CUN 5532 / 1752 17:52–10:03+1, back CUN–MSN 1192 / 3265 15:35–23:57; one connection via Philadelphia out, one connection via Charlotte back). Arrive Aug 8; 6 nights before the Aug 14 return. Checked 2026-10-28T23:34:49Z.

September 2027

• 2027-09-11–2027-09-18 (return 7 days later): $577.97 American Airlines (out MSN–CUN 1660 / 1343 17:53–10:00+1, back CUN–MSN 2652 / 876 15:55–22:57; one connection via Dallas out, one connection via Dallas back). Arrive Sep 12; 6 nights before the Sep 18 return. Checked 2026-10-28T23:48:23Z.

How we checked

On Oct 28, 2026, Axel priced round trips from MSN 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 3 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: MSN → CUN. Each example names its actual airports.

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Other available fares

Flights by travel date

MSN–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.

• $5,931.25 · American Airlines 4450 / 1907 · 05:00–12:03 local · 1 stop (ORD) · 6h 3m. Return: American Airlines 1799 / 4462 · CUN–MSN · November 15, 2026 · 16:00–00:13 (November 16, 2026) local · 1 stop(s) (ORD) · 553 minutes. Airline fare: $6,250.

• $6,636 · American Airlines 4450 / 1907 · 05:00–12:03 local · 1 stop (ORD) · 6h 3m. Return: American Airlines 215 / 4005 · CUN–MSN · November 15, 2026 · 14:20–20:07 local · 1 stop(s) (ORD) · 407 minutes. Airline fare: $7,000.

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

MSN–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.

• $1,233.99 · American Airlines 1538 / 2650 · 07:05–21:14 local · 1 stop (DFW) · 13h 9m. Airline fare: $1,301.

• $1,484.23 · United Airlines 5413 / 2665 / 1014 · 15:52–13:34 (November 25, 2026) local · 2 stops (ORD, IAH) · 20h 42m. Airline fare: $1,564.

• $1,588.95 · American Airlines 4444 / 1907 · 05:01–12:06 local · 1 stop (ORD) · 6h 5m. Airline fare: $1,677.

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

MSN–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.

• $1,182.80 · Delta Air Lines 3982 / 1052 / 1939 · 19:49–20:55 (November 22, 2026) local · 2 stops (MSP, ATL) · 24h 6m. Airline fare: $1,249.

• $1,265.58 · American Airlines 6024 / 1752 · 17:17–11:20 (November 22, 2026) local · 1 stop (PHL) · 17h 3m. Airline fare: $1,335.

• $1,266.97 · American Airlines 2189 / 2921 / 2494 · 18:29–10:46 (November 22, 2026) local · 2 stops (CLT, MIA) · 15h 17m. Airline fare: $1,340.

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

MSN–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.

• $2,379.82 · Delta Air Lines 1160 / 586 · 05:30–12:30 local · 1 stop (ATL) · 6h 0m. Return: American Airlines 2248 / 2189 · CUN–MSN · November 20, 2026 · 11:22–17:49 local · 1 stop(s) (CLT) · 447 minutes. Airline fare: $2,517.

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

MSN–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.

• $681.61 · Delta Air Lines 1160 / 586 · 05:30–12:30 local · 1 stop (ATL) · 6h 0m. Airline fare: $719.

• $681.61 · American Airlines 4450 / 1907 · 05:00–12:03 local · 1 stop (ORD) · 6h 3m. Airline fare: $719.

• $681.61 · United Airlines 2137 / 2371 · 06:25–13:43 local · 1 stop (ORD) · 6h 18m. Airline fare: $719.

Captured example · October 28, 2026 at 06:34 PM UTC

MSN–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.

• $5,931.25 · American Airlines 4450 / 1907 · 05:00–12:03 local · 1 stop (ORD) · 6h 3m. Airline fare: $6,250.

• $7,113.65 · Delta Air Lines 1160 / 586 · 05:30–12:30 local · 1 stop (ATL) · 6h 0m. Airline fare: $7,492.

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

MSN–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.

• $2,379.82 · Delta Air Lines 1160 / 586 · 05:30–12:30 local · 1 stop (ATL) · 6h 0m. Airline fare: $2,517.

• $2,379.82 · American Airlines 4450 / 1907 · 05:00–12:03 local · 1 stop (ORD) · 6h 3m. Airline fare: $2,517.

• $2,379.82 · United Airlines 2137 / 2371 · 06:25–13:43 local · 1 stop (ORD) · 6h 18m. Airline fare: $2,517.

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

MSN–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.

• $1,223.26 · American Airlines 2480 / 1778 · 06:32–16:11 local · 1 stop (CLT) · 8h 39m. Airline fare: $1,289.

• $1,223.26 · Delta Air Lines 2619 / 2014 · 17:16–10:20 (December 30, 2026) local · 1 stop (ATL) · 16h 4m. Airline fare: $1,289.

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

MSN–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.

• $672.96 · American Airlines 2139 / 2650 · 11:37–21:20 local · 1 stop (DFW) · 8h 43m. Airline fare: $711.

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

MSN–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.

• $701.89 · American Airlines 2360 / 2960 / 2422 · 16:45–14:47 (December 20, 2026) local · 2 stops (CLT, MIA) · 21h 2m. Airline fare: $740.

• $744.73 · American Airlines 2360 / 881 · 16:45–10:28 (December 20, 2026) local · 1 stop (CLT) · 16h 43m. Airline fare: $786.

• $817.17 · American Airlines 6266 / 1907 · 20:32–12:02 (December 20, 2026) local · 1 stop (ORD) · 14h 30m. Airline fare: $862.

Captured example · October 28, 2026 at 07:54 PM UTC

MSN–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.

• $577.97 · United Airlines 2137 / 2371 · 06:30–13:43 local · 1 stop (ORD) · 6h 13m. Airline fare: $610.

• $577.97 · American Airlines 4485 / 1907 · 05:00–12:13 local · 1 stop (ORD) · 6h 13m. Airline fare: $610.

• $577.97 · Delta Air Lines 1160 / 1939 · 05:30–21:08 local · 1 stop (ATL) · 14h 38m. Airline fare: $610.

Captured example · October 28, 2026 at 06:34 PM UTC

MSN–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.

• $600.71 · United Airlines 5563 / 1198 · 18:05–12:23 (January 17, 2027) local · 1 stop (ORD) · 17h 18m. Airline fare: $635.

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

MSN–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.

• $600.71 · American Airlines 1333 / 1343 · 17:37–10:57 (January 10, 2027) local · 1 stop (DFW) · 16h 20m. Airline fare: $635.

• $600.71 · United Airlines 5563 / 1198 · 18:05–12:23 (January 10, 2027) local · 1 stop (ORD) · 17h 18m. Airline fare: $635.

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

MSN–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.

• $713.46 · Delta Air Lines 2599 / 2014 · 17:17–10:15 (January 16, 2027) local · 1 stop (ATL) · 15h 58m. Airline fare: $753.

• $713.46 · United Airlines 1184 / 475 / 1619 · 16:14–11:20 (January 16, 2027) local · 2 stops (DEN, IAH) · 18h 6m. Airline fare: $753.

• $805.70 · American Airlines 1538 / 1547 · 07:00–15:03 local · 1 stop (DFW) · 7h 3m. Airline fare: $849.

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

MSN–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.

• $607.36 · American Airlines 3357 / 1907 · 18:43–11:52 (February 14, 2027) local · 1 stop (ORD) · 16h 9m. Airline fare: $640.

• $630.08 · American Airlines 4620 / 2814 / 1778 · 05:10–16:20 local · 2 stops (ORD, CLT) · 10h 10m. Airline fare: $665.

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

MSN–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.

• $627 · American Airlines 2480 / 886 · 07:01–14:27 local · 1 stop (CLT) · 6h 26m. Airline fare: $660.

Captured example · October 28, 2026 at 08:30 PM UTC

MSN–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.

• $600.08 · American Airlines 2480 / 886 · 07:01–14:27 local · 1 stop (CLT) · 6h 26m. Airline fare: $634.

Captured example · October 28, 2026 at 08:30 PM UTC

MSN–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.

• $627 · American Airlines 1333 / 1452 / 2179 · 17:47–09:33 (March 26, 2027) local · 2 stops (DFW, AUS) · 15h 46m. Airline fare: $660.

• $669.99 · American Airlines 944 / 2650 · 11:09–20:16 local · 1 stop (DFW) · 9h 7m. Airline fare: $706.

• $726.70 · American Airlines 2480 / 1778 · 07:01–15:20 local · 1 stop (CLT) · 8h 19m. Airline fare: $769.

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

MSN–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.

• $577.97 · American Airlines 3357 / 1907 · 18:43–11:52 (March 7, 2027) local · 1 stop (ORD) · 16h 9m. Airline fare: $610.

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

MSN–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.

• $818.72 · American Airlines 3357 / 1907 · 18:43–10:52 (March 14, 2027) local · 1 stop (ORD) · 15h 9m. Airline fare: $865.

Captured example · October 28, 2026 at 07:58 PM UTC

MSN–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.

• $600.71 · American Airlines 3516 / 1907 · 20:24–10:52 (April 11, 2027) local · 1 stop (ORD) · 14h 28m. Airline fare: $635.

• $607.36 · United Airlines 1184 / 1587 / 1619 · 15:09–10:06 (April 11, 2027) local · 2 stops (DEN, IAH) · 18h 57m. Airline fare: $640.

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

MSN–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.

• $715.74 · American Airlines 5532 / 1752 · 17:52–10:00 (May 29, 2027) local · 1 stop (PHL) · 16h 8m. Airline fare: $757.

• $961.40 · American Airlines 1002 / 886 · 07:00–13:35 local · 1 stop (CLT) · 6h 35m. Airline fare: $1,012.

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

MSN–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.

• $577.97 · American Airlines 3516 / 1907 · 18:44–10:52 (May 9, 2027) local · 1 stop (ORD) · 16h 8m. Airline fare: $610.

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

MSN–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.

• $577.97 · American Airlines 1088 / 1343 · 17:11–10:03 (June 13, 2027) local · 1 stop (DFW) · 16h 52m. Airline fare: $610.

• $581.17 · American Airlines 3516 / 1354 / 881 · 18:42–09:25 (June 13, 2027) local · 2 stops (ORD, CLT) · 14h 43m. Airline fare: $615.

Captured example · October 28, 2026 at 08:53 PM UTC

MSN–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.

• $585.20 · American Airlines 3516 / 1503 · 18:42–12:08 (June 6, 2027) local · 1 stop (ORD) · 17h 26m. Airline fare: $616.

• $684.54 · American Airlines 4322 / 1907 · 05:00–10:44 local · 1 stop (ORD) · 5h 44m. Airline fare: $724.

Captured example · October 28, 2026 at 08:50 PM UTC

MSN–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.

• $577.97 · American Airlines 5532 / 1752 · 17:52–10:03 (July 11, 2027) local · 1 stop (PHL) · 16h 11m. Airline fare: $610.

Captured example · October 28, 2026 at 08:58 PM UTC

MSN–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.

• $577.97 · American Airlines 5532 / 1752 · 17:52–10:03 (August 8, 2027) local · 1 stop (PHL) · 16h 11m. Airline fare: $610.

• $581.17 · American Airlines 3516 / 1354 / 881 · 18:43–09:34 (August 8, 2027) local · 2 stops (ORD, CLT) · 14h 51m. Airline fare: $615.

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

MSN–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.

• $577.97 · American Airlines 1660 / 1343 · 17:53–10:00 (September 12, 2027) local · 1 stop (DFW) · 16h 7m. Airline fare: $610.

• $597.55 · American Airlines 1002 / 886 · 07:15–13:35 local · 1 stop (CLT) · 6h 20m. Airline fare: $630.

Captured example · October 28, 2026 at 11:48 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 · United Airlines 6.4/10 · 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 Madison with Cancun (CUN)

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

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Source: https://helloaxel.com/en/flights/from-madison-msn-to-cancun-cun

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• This page: Madison to Cancun (CUN) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
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