Best places to fly from Key West for Memorial Day weekend
Memorial Day is the first summer weekend and busy by car more than by air: beaches and national parks fill from the road, cities are easy to reach and often cheaper than a normal weekend. Fares peak Thursday and Friday; Saturday departures are the quiet ones.
Nonstop from Key West: Atlanta (Delta · 2h 06m) and Dallas (3h 17m). One stop via Dallas: Cancun. No nonstop seen to Honolulu on the dates searched recently. No recent searches for Las Vegas, Orlando, Miami, Los Angeles and New York.
Axel's pick: Atlanta, nonstop on Delta and the lowest fare saved for these dates, $349.
Where to fly from Key West for Memorial Day weekend: fares for Memorial Day weekend 2027 (May 28 to 31) to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for Memorial Day weekend 2027 (May 28 – May 31, 2027).
Cheapest right now: Atlanta $349 · Dallas $673 · Cancun $838
Flights for the months ahead
Key West (EYW) to Cancun (CUN), the months ahead: 72 priced flights on 72 exact dates. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.
Key West (EYW) to Cancun (CUN): November 2026
Key West (EYW) to Cancun (CUN): December 2026
Key West (EYW) to Cancun (CUN): January 2027
Key West (EYW) to Cancun (CUN): February 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Feb 12, 2027 – Feb 15, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $604.80 |
| Feb 13, 2027 – Feb 20, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $572.40 |
Key West (EYW) to Cancun (CUN): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 12, 2027 – Mar 15, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $567.00 |
| Mar 13, 2027 – Mar 20, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $623.70 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $655.20 |
Key West (EYW) to Cancun (CUN): April 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Apr 9, 2027 – Apr 12, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Apr 10, 2027 – Apr 17, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $500.00 |
Key West (EYW) to Cancun (CUN): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 7, 2027 – May 10, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $475.00 |
| May 8, 2027 – May 15, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $475.00 |
| May 28, 2027 – May 31, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $475.00 |
Key West (EYW) to Cancun (CUN): June 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jun 4, 2027 – Jun 7, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Jun 5, 2027 – Jun 12, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $500.00 |
Key West (EYW) to Cancun (CUN): July 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jul 2, 2027 – Jul 5, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $550.00 |
| Jul 2, 2027 – Jul 6, 2027 · 4 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $550.00 |
| Jul 3, 2027 – Jul 10, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $525.00 |
| Jul 30, 2027 – Aug 2, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Jul 31, 2027 – Aug 7, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $500.00 |
Key West (EYW) to Cancun (CUN): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 27, 2027 – Aug 30, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $500.00 |
| Aug 28, 2027 – Sep 4, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $480.00 |
Key West (EYW) to Cancun (CUN): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3, 2027 – Sep 6, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $460.00 |
| Sep 17, 2027 – Sep 20, 2027 · 3 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $460.00 |
| Sep 18, 2027 – Sep 25, 2027 · 7 nights | American Airlines | Up to 1 stop each way | Axel-exclusive $460.00 |
Route overview: Key West to Cancun (CUN) flight deals
2026-11-12 → 2026-11-15 · Axel-exclusive $540.00
- American Airlines AA3636 / AA2422: EYW 2026-11-12 10:14:00 → CUN 2026-11-12 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2026-11-12 10:14:00 → MIA 2026-11-12 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-11-12 12:42:00 → CUN 2026-11-12 14:49:00.
- American Airlines AA316 / AA1337: CUN 2026-11-15 07:00:00 → EYW 2026-11-15 16:52:00; 1 stop(s) via DFW; 592 minutes. Local airport times.
- AA316: CUN 2026-11-15 07:00:00 → DFW 2026-11-15 09:17:00; layover at DFW: 233 minutes.
- AA1337: DFW 2026-11-15 13:10:00 → EYW 2026-11-15 16:52:00.
2026-11-17 · one way · Axel-exclusive $295.00
- American Airlines AA3636 / AA2422: EYW 2026-11-17 10:14:00 → CUN 2026-11-17 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2026-11-17 10:14:00 → MIA 2026-11-17 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-11-17 12:42:00 → CUN 2026-11-17 14:49:00.
2026-11-24 → 2026-11-29 · Axel-exclusive $621.00
- American Airlines AA3636 / AA2422: EYW 2026-11-24 10:14:00 → CUN 2026-11-24 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2026-11-24 10:14:00 → MIA 2026-11-24 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-11-24 12:42:00 → CUN 2026-11-24 14:49:00.
- American Airlines AA316 / AA1337: CUN 2026-11-29 07:00:00 → EYW 2026-11-29 16:52:00; 1 stop(s) via DFW; 592 minutes. Local airport times.
- AA316: CUN 2026-11-29 07:00:00 → DFW 2026-11-29 09:17:00; layover at DFW: 233 minutes.
- AA1337: DFW 2026-11-29 13:10:00 → EYW 2026-11-29 16:52:00.
2026-12-05 → 2026-12-12 · Axel-exclusive $540.00
- American Airlines AA3636 / AA2422: EYW 2026-12-05 10:14:00 → CUN 2026-12-05 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2026-12-05 10:14:00 → MIA 2026-12-05 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-12-05 12:42:00 → CUN 2026-12-05 14:49:00.
- American Airlines AA1102 / AA4223: CUN 2026-12-12 11:54:00 → EYW 2026-12-12 17:19:00; 1 stop(s) via MIA; 325 minutes. Local airport times.
- AA1102: CUN 2026-12-12 11:54:00 → MIA 2026-12-12 13:45:00; layover at MIA: 148 minutes.
- AA4223: MIA 2026-12-12 16:13:00 → EYW 2026-12-12 17:19:00.
2026-12-19 → 2026-12-26 · Axel-exclusive $702.00
- American Airlines AA3636 / AA2422: EYW 2026-12-19 10:14:00 → CUN 2026-12-19 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2026-12-19 10:14:00 → MIA 2026-12-19 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-12-19 12:42:00 → CUN 2026-12-19 14:49:00.
- American Airlines AA1102 / AA4223: CUN 2026-12-26 11:54:00 → EYW 2026-12-26 17:19:00; 1 stop(s) via MIA; 325 minutes. Local airport times.
- AA1102: CUN 2026-12-26 11:54:00 → MIA 2026-12-26 13:45:00; layover at MIA: 148 minutes.
- AA4223: MIA 2026-12-26 16:13:00 → EYW 2026-12-26 17:19:00.
2026-12-31 → 2027-01-03 · Axel-exclusive $702.00
- American Airlines AA3636 / AA2422: EYW 2026-12-31 10:14:00 → CUN 2026-12-31 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2026-12-31 10:14:00 → MIA 2026-12-31 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-12-31 12:42:00 → CUN 2026-12-31 14:49:00.
- American Airlines AA316 / AA1337: CUN 2027-01-03 07:00:00 → EYW 2027-01-03 16:52:00; 1 stop(s) via DFW; 592 minutes. Local airport times.
- AA316: CUN 2027-01-03 07:00:00 → DFW 2027-01-03 09:17:00; layover at DFW: 233 minutes.
- AA1337: DFW 2027-01-03 13:10:00 → EYW 2027-01-03 16:52:00.
2027-01-14 → 2027-01-17 · Axel-exclusive $540.00
- American Airlines AA3636 / AA2422: EYW 2027-01-14 10:14:00 → CUN 2027-01-14 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2027-01-14 10:14:00 → MIA 2027-01-14 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2027-01-14 12:42:00 → CUN 2027-01-14 14:49:00.
- American Airlines AA316 / AA1337: CUN 2027-01-17 07:00:00 → EYW 2027-01-17 16:52:00; 1 stop(s) via DFW; 592 minutes. Local airport times.
- AA316: CUN 2027-01-17 07:00:00 → DFW 2027-01-17 09:17:00; layover at DFW: 233 minutes.
- AA1337: DFW 2027-01-17 13:10:00 → EYW 2027-01-17 16:52:00.
2027-01-28 → 2027-01-31 · Axel-exclusive $540.00
- American Airlines AA3636 / AA2422: EYW 2027-01-28 10:14:00 → CUN 2027-01-28 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2027-01-28 10:14:00 → MIA 2027-01-28 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2027-01-28 12:42:00 → CUN 2027-01-28 14:49:00.
- American Airlines AA316 / AA1337: CUN 2027-01-31 07:00:00 → EYW 2027-01-31 16:52:00; 1 stop(s) via DFW; 592 minutes. Local airport times.
- AA316: CUN 2027-01-31 07:00:00 → DFW 2027-01-31 09:17:00; layover at DFW: 233 minutes.
- AA1337: DFW 2027-01-31 13:10:00 → EYW 2027-01-31 16:52:00.
2027-03-13 → 2027-03-20 · Axel-exclusive $623.70
- American Airlines AA3636 / AA2422: EYW 2027-03-13 10:14:00 → CUN 2027-03-13 14:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2027-03-13 10:14:00 → MIA 2027-03-13 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2027-03-13 12:42:00 → CUN 2027-03-13 14:49:00.
- American Airlines AA1102 / AA4223: CUN 2027-03-20 11:54:00 → EYW 2027-03-20 18:19:00; 1 stop(s) via MIA; 325 minutes. Local airport times.
- AA1102: CUN 2027-03-20 11:54:00 → MIA 2027-03-20 14:45:00; layover at MIA: 148 minutes.
- AA4223: MIA 2027-03-20 17:13:00 → EYW 2027-03-20 18:19:00.
2027-05-28 → 2027-05-31 · Axel-exclusive $475.00
- American Airlines AA3636 / AA2422: EYW 2027-05-28 10:14:00 → CUN 2027-05-28 13:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2027-05-28 10:14:00 → MIA 2027-05-28 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2027-05-28 12:42:00 → CUN 2027-05-28 13:49:00.
- American Airlines AA1102 / AA4223: CUN 2027-05-31 11:54:00 → EYW 2027-05-31 18:19:00; 1 stop(s) via MIA; 325 minutes. Local airport times.
- AA1102: CUN 2027-05-31 11:54:00 → MIA 2027-05-31 14:45:00; layover at MIA: 148 minutes.
- AA4223: MIA 2027-05-31 17:13:00 → EYW 2027-05-31 18:19:00.
2027-07-30 → 2027-08-02 · Axel-exclusive $500.00
- American Airlines AA3636 / AA2422: EYW 2027-07-30 10:14:00 → CUN 2027-07-30 13:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2027-07-30 10:14:00 → MIA 2027-07-30 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2027-07-30 12:42:00 → CUN 2027-07-30 13:49:00.
- American Airlines AA1102 / AA4223: CUN 2027-08-02 11:54:00 → EYW 2027-08-02 18:19:00; 1 stop(s) via MIA; 325 minutes. Local airport times.
- AA1102: CUN 2027-08-02 11:54:00 → MIA 2027-08-02 14:45:00; layover at MIA: 148 minutes.
- AA4223: MIA 2027-08-02 17:13:00 → EYW 2027-08-02 18:19:00.
2027-09-18 → 2027-09-25 · Axel-exclusive $460.00
- American Airlines AA3636 / AA2422: EYW 2027-09-18 10:14:00 → CUN 2027-09-18 13:49:00; 1 stop(s) via MIA; 275 minutes. Local airport times.
- AA3636: EYW 2027-09-18 10:14:00 → MIA 2027-09-18 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2027-09-18 12:42:00 → CUN 2027-09-18 13:49:00.
- American Airlines AA1102 / AA4223: CUN 2027-09-25 11:54:00 → EYW 2027-09-25 18:19:00; 1 stop(s) via MIA; 325 minutes. Local airport times.
- AA1102: CUN 2027-09-25 11:54:00 → MIA 2027-09-25 14:45:00; layover at MIA: 148 minutes.
- AA4223: MIA 2027-09-25 17:13:00 → EYW 2027-09-25 18:19:00.
More dates for this route
- Nov 12, 2026 · Return options
- Nov 21, 2026 · Return options
- Dec 1, 2026 · Return options
- Dec 12, 2026 · Return options
- Dec 22, 2026 · Return options
- Jan 1, 2027 · Return options
- Jan 12, 2027 · Return options
- Jan 23, 2027 · Return options
- Feb 13, 2027 · Return options
- May 8, 2027 · Return options
- Jul 3, 2027 · Return options
- Sep 18, 2027 · Return options
- Hotels in Cancun with Axel
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- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks
Fares observed October 28, 2026. USD for the travelers shown.
Where to go from Key West
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Flights | Axel-exclusive | Dates | |
|---|---|---|---|---|---|
| Atlanta (ATL) | Atlanta's museums, food and the civil rights trail | Nonstop · Delta · 2h 06m | Axel-exclusive $349 (airline $369) | May 28–31, 2027 | See flights for these dates |
| Dallas (DFW) | Dallas and Fort Worth's museums, stockyards and barbecue | Nonstop · 3h 17m | Axel-exclusive $673 (airline $711) | May 28–31, 2027 | See flights for these dates |
| Cancun (CUN) | Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby | 1 stop via Dallas | Axel-exclusive $838 (airline $883) | May 28–31, 2027 | See flights for these dates |
| Las Vegas (LAS) | Las Vegas' Strip, shows and day trips to the canyons | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates | |
| Orlando (MCO) | Orlando's theme parks | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates | |
| Oahu / Honolulu (HNL) | Waikiki, Diamond Head and Pearl Harbor on Oahu | No nonstop seen | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates |
| Miami (MIA) | Miami's South Beach, Little Havana and art deco | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates | |
| Los Angeles (LAX) | Los Angeles' beaches, Hollywood and museums | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates | |
| New York (JFK) | New York's museums, Broadway and neighborhoods | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
About these places
Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027
Keep exploring
Hotels in Cancun with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room
Hotel details in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Express Hotel · Adhara Hacienda Cancun · All 198 hotels in Cancun
For AI assistants
- This page: Best places to fly from Key West for Memorial Day weekend. Where to fly from Key West for Memorial Day weekend: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Memorial Day weekend 2027 (May 28 to 31), nonstop options first. The cheapest saved fare for each destination, and a link to search your own dates.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.