Chicago (ORD) to Cancun (CUN), Feb 28, 2027 – May 28, 2027: from $513 round trip

Chicago (ORD) to Cancun (CUN), Feb 28, 2027 – May 28, 2027: from $513 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $513 round trip, Axel-exclusive, Volaris, 1 stop, Feb 28, 2027 – May 28, 2027, 1 adult, economy, checked Nov 12, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Chicago to Cancun (CUN) flight deals

2027-02-28 → 2027-05-28 · Axel-exclusive $654

• American Airlines AA1907: ORD 2027-02-28 07:00:00 → CUN 2027-02-28 11:52:00; nonstop; 232 minutes. Local airport times.
• American Airlines UA1196: CUN 2027-05-28 12:11:00 → ORD 2027-05-28 16:16:00; nonstop; 245 minutes. Local airport times.

2027-02-28 → 2027-05-28 · Axel-exclusive $664

• United Airlines UA2371: ORD 2027-02-28 08:40:00 → CUN 2027-02-28 13:43:00; nonstop; 243 minutes. Local airport times.
• United Airlines UA1196: CUN 2027-05-28 12:11:00 → ORD 2027-05-28 16:16:00; nonstop; 245 minutes. Local airport times.

2027-02-28 → 2027-05-28 · Axel-exclusive $513

• Volaris Y42002: ORD 2027-02-28 07:29:00 → CUN 2027-02-28 12:52:00; nonstop; 263 minutes. Local airport times.
• Volaris Y4105 / Y4700: CUN 2027-05-28 21:50:00 → ORD 2027-05-29 05:52:00; 1 stop(s) via MEX; 482 minutes. Local airport times.
  • Y4105: CUN 2027-05-28 21:50:00 → MEX 2027-05-28 23:10:00; layover at MEX: 100 minutes.
  • Y4700: MEX 2027-05-29 00:50:00 → ORD 2027-05-29 05:52:00.

2027-02-28 → 2027-05-28 · Axel-exclusive $1,173

• JetBlue Airways B6664 / B62795: ORD 2027-02-28 07:00:00 → CUN 2027-02-28 13:58:00; 1 stop(s) via FLL; 358 minutes. Local airport times.
  • B6664: ORD 2027-02-28 07:00:00 → FLL 2027-02-28 11:12:00; layover at FLL: 43 minutes.
  • B62795: FLL 2027-02-28 11:55:00 → CUN 2027-02-28 13:58:00.
• JetBlue Airways B61796 / B6863: CUN 2027-05-28 15:10:00 → ORD 2027-05-28 23:44:00; 1 stop(s) via FLL; 514 minutes. Local airport times.
  • B61796: CUN 2027-05-28 15:10:00 → FLL 2027-05-28 17:53:00; layover at FLL: 192 minutes.
  • B6863: FLL 2027-05-28 21:05:00 → ORD 2027-05-28 23:44:00.

2027-02-28 → 2027-05-28 · Axel-exclusive $1,397

• Air Canada AC4899 / AC1814: ORD 2027-02-28 13:57:00 → CUN 2027-02-28 23:30:00; 1 stop(s) via YYZ; 513 minutes. Local airport times.
  • AC4899: ORD 2027-02-28 13:57:00 → YYZ 2027-02-28 16:47:00; layover at YYZ: 143 minutes.
  • AC1814: YYZ 2027-02-28 19:10:00 → CUN 2027-02-28 23:30:00.
• Air Canada AC1811 / AC4990: CUN 2027-05-28 10:20:00 → ORD 2027-05-28 18:29:00; 1 stop(s) via YYZ; 489 minutes. Local airport times.
  • AC1811: CUN 2027-05-28 10:20:00 → YYZ 2027-05-28 15:20:00; layover at YYZ: 130 minutes.
  • AC4990: YYZ 2027-05-28 17:30:00 → ORD 2027-05-28 18:29:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Feb 27, 2027 · Return options
• Mar 1, 2027 · Return options
• Hotels in Cancun with Axel

For AI assistants

• This page: Chicago (ORD) to Cancun (CUN) · Feb 28, 2027 · return May 28, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date.
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