Best places to fly from Milwaukee for Christmas
The week between Christmas and New Year's is the most expensive of the year almost everywhere warm, and the cheapest almost everywhere cold. Beaches, Hawaii and ski towns peak; Europe's cities and the big US cities sit nearly empty from December 26 and price accordingly.
Nonstop from Milwaukee: Phoenix (American, Southwest, Sun Country · 3h 50m), Orlando (Southwest, Frontier, Sun Country · 2h 50m), Washington (American, Southwest · 1h 45m), Denver (United, Southwest · 2h 45m), Miami (3h 25m), Boston (Delta, JetBlue), Cancun (Sun Country, Southwest · 4h 05m), Las Vegas (Southwest, Sun Country), San Diego (Southwest), Chicago (American, United) and Seattle (Alaska). One stop via Newark: San Juan and Montego Bay; via Chicago: New York, Aruba and Honolulu; via Detroit: San Jose Cabo and Punta Cana; via Seattle: Puerto Vallarta; via Atlanta: Nassau. No nonstop seen to Los Angeles on the dates searched recently. No recent searches for San Francisco, Austin and Nashville.
Axel's pick: Phoenix, nonstop on American, Southwest and Sun Country and the lowest fare saved for these dates, $297.
Where to fly from Milwaukee for Christmas: fares for Christmas week 2026 (Dec 19 to 26) and New Year's week (Dec 26 to Jan 2) 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 Christmas week 2026 (Dec 19 – Dec 26, 2026) and New Year's week (Dec 26 – Jan 2, 2027).
Cheapest right now: Phoenix $297 · Orlando $307 · Washington $319
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.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-11-20 · one way | Sun Country Airlines | SY555 | $215.00 | 2026-10-29T01:30:08Z |
| 2026-11-27 → 2026-12-04 | Sun Country Airlines | SY555 / SY556 | $434.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 · one way | Southwest Airlines | WN3112 + WN1995 | $255.00 | 2026-10-29T01:30:08Z |
| 2026-11-20 · one way | American Airlines | AA4365 + AA2422 | $275.00 | 2026-10-29T01:30:08Z |
| 2026-11-20 · one way | Delta Air Lines | DL1236 + DL592 | $290.00 | 2026-10-29T01:30:08Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN3112 + WN1995 / WN1986 + WN4919 | $511.50 | 2026-10-29T01:30:08Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA5011 + AA1503 / AA1799 + AA5004 | $533.50 | 2026-10-29T01:30:08Z |
| 2026-11-27 → 2026-12-04 | Delta Air Lines | DL1236 + DL592 / DL609 + DL1246 | $566.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 → 2026-11-23 | Sun Country Airlines | SY555 / SY556 | $434.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 · one way | Southwest Airlines | WN3886 + WN386 | $255.00 | 2026-10-29T01:30:08Z |
| 2026-11-20 · one way | Southwest Airlines | WN284 + WN1609 | $255.00 | 2026-10-29T01:30:08Z |
| 2026-11-20 · one way | American Airlines | AA5011 + AA1503 | $275.00 | 2026-10-29T01:30:08Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN3886 + WN386 / WN1986 + WN4919 | $511.50 | 2026-10-29T01:30:08Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN3886 + WN386 / WN1986 + WN4919 | $511.50 | 2026-10-29T01:30:08Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN284 + WN1609 / WN1986 + WN4919 | $511.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN284 + WN1609 / WN1986 + WN4919 | $511.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN3112 + WN1995 / WN1986 + WN4919 | $511.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA5011 + AA1503 / AA1192 + AA2446 | $533.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA4365 + AA2422 / AA1192 + AA2446 | $533.50 | 2026-10-29T01:30:08Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA4365 + AA2422 / AA1799 + AA5004 | $533.50 | 2026-10-29T01:30:08Z |
| 2026-11-20 → 2026-11-23 | Delta Air Lines | DL1236 + DL592 / DL609 + DL1246 | $566.50 | 2026-10-29T01:30:08Z |
2026-11-20 · one way · $215.00
- Sun Country Airlines SY555: MKE 2026-11-20 06:00:00 → CUN 2026-11-20 11:05:00; nonstop; 245 minutes. Local airport times.
2026-11-27 → 2026-12-04 · $434.50
- Sun Country Airlines SY555: MKE 2026-11-27 06:00:00 → CUN 2026-11-27 11:05:00; nonstop; 245 minutes. Local airport times.
- Sun Country Airlines SY556: CUN 2026-12-04 12:15:00 → MKE 2026-12-04 15:13:00; nonstop; 238 minutes. Local airport times.
2026-11-20 · one way · $255.00
- Southwest Airlines WN3112 / WN1995: MKE 2026-11-20 07:55:00 → CUN 2026-11-20 16:25:00; 1 stop(s) via STL; 450 minutes. Local airport times.
- WN3112: MKE 2026-11-20 07:55:00 → STL 2026-11-20 09:25:00; layover at STL: 175 minutes.
- WN1995: STL 2026-11-20 12:20:00 → CUN 2026-11-20 16:25:00.
2026-11-20 · one way · $275.00
- American Airlines AA4365 / AA2422: MKE 2026-11-20 06:29:00 → CUN 2026-11-20 14:49:00; 1 stop(s) via MIA; 440 minutes. Local airport times.
- AA4365: MKE 2026-11-20 06:29:00 → MIA 2026-11-20 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-11-20 12:42:00 → CUN 2026-11-20 14:49:00.
2026-11-20 · one way · $290.00
- Delta Air Lines DL1236 / DL592: MKE 2026-11-20 07:00:00 → CUN 2026-11-20 15:10:00; 1 stop(s) via ATL; 430 minutes. Local airport times.
- DL1236: MKE 2026-11-20 07:00:00 → ATL 2026-11-20 10:08:00; layover at ATL: 130 minutes.
- DL592: ATL 2026-11-20 12:18:00 → CUN 2026-11-20 15:10:00.
2026-11-27 → 2026-12-04 · $511.50
- Southwest Airlines WN3112 / WN1995: MKE 2026-11-27 07:55:00 → CUN 2026-11-27 16:25:00; 1 stop(s) via STL; 450 minutes. Local airport times.
- WN3112: MKE 2026-11-27 07:55:00 → STL 2026-11-27 09:25:00; layover at STL: 175 minutes.
- WN1995: STL 2026-11-27 12:20:00 → CUN 2026-11-27 16:25:00.
- Southwest Airlines WN1986 / WN4919: CUN 2026-12-04 17:30:00 → MKE 2026-12-04 23:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
- WN1986: CUN 2026-12-04 17:30:00 → STL 2026-12-04 19:40:00; layover at STL: 130 minutes.
- WN4919: STL 2026-12-04 21:50:00 → MKE 2026-12-04 23:10:00.
2026-11-27 → 2026-12-04 · $533.50
- American Airlines AA5011 / AA1503: MKE 2026-11-27 05:00:00 → CUN 2026-11-27 13:26:00; 1 stop(s) via ORD; 446 minutes. Local airport times.
- AA5011: MKE 2026-11-27 05:00:00 → ORD 2026-11-27 06:26:00; layover at ORD: 117 minutes.
- AA1503: ORD 2026-11-27 08:23:00 → CUN 2026-11-27 13:26:00.
- American Airlines AA1799 / AA5004: CUN 2026-12-04 16:09:00 → MKE 2026-12-04 22:37:00; 1 stop(s) via ORD; 448 minutes. Local airport times.
- AA1799: CUN 2026-12-04 16:09:00 → ORD 2026-12-04 19:24:00; layover at ORD: 126 minutes.
- AA5004: ORD 2026-12-04 21:30:00 → MKE 2026-12-04 22:37:00.
2026-11-27 → 2026-12-04 · $566.50
- Delta Air Lines DL1236 / DL592: MKE 2026-11-27 07:00:00 → CUN 2026-11-27 15:10:00; 1 stop(s) via ATL; 430 minutes. Local airport times.
- DL1236: MKE 2026-11-27 07:00:00 → ATL 2026-11-27 10:08:00; layover at ATL: 130 minutes.
- DL592: ATL 2026-11-27 12:18:00 → CUN 2026-11-27 15:10:00.
- Delta Air Lines DL609 / DL1246: CUN 2026-12-04 08:15:00 → MKE 2026-12-04 15:04:00; 1 stop(s) via ATL; 469 minutes. Local airport times.
- DL609: CUN 2026-12-04 08:15:00 → ATL 2026-12-04 10:57:00; layover at ATL: 183 minutes.
- DL1246: ATL 2026-12-04 14:00:00 → MKE 2026-12-04 15:04:00.
2026-11-20 → 2026-11-23 · $434.50
- Sun Country Airlines SY555: MKE 2026-11-20 06:00:00 → CUN 2026-11-20 11:05:00; nonstop; 245 minutes. Local airport times.
- Sun Country Airlines SY556: CUN 2026-11-23 12:15:00 → MKE 2026-11-23 15:13:00; nonstop; 238 minutes. Local airport times.
2026-11-20 · one way · $255.00
- Southwest Airlines WN3886 / WN386: MKE 2026-11-20 07:45:00 → CUN 2026-11-20 16:30:00; 1 stop(s) via BNA; 465 minutes. Local airport times.
- WN3886: MKE 2026-11-20 07:45:00 → BNA 2026-11-20 09:30:00; layover at BNA: 185 minutes.
- WN386: BNA 2026-11-20 12:35:00 → CUN 2026-11-20 16:30:00.
2026-11-20 · one way · $255.00
- Southwest Airlines WN284 / WN1609: MKE 2026-11-20 09:55:00 → CUN 2026-11-20 17:55:00; 1 stop(s) via BWI; 420 minutes. Local airport times.
- WN284: MKE 2026-11-20 09:55:00 → BWI 2026-11-20 12:40:00; layover at BWI: 90 minutes.
- WN1609: BWI 2026-11-20 14:10:00 → CUN 2026-11-20 17:55:00.
2026-11-20 · one way · $275.00
- American Airlines AA5011 / AA1503: MKE 2026-11-20 05:00:00 → CUN 2026-11-20 13:26:00; 1 stop(s) via ORD; 446 minutes. Local airport times.
- AA5011: MKE 2026-11-20 05:00:00 → ORD 2026-11-20 06:26:00; layover at ORD: 117 minutes.
- AA1503: ORD 2026-11-20 08:23:00 → CUN 2026-11-20 13:26:00.
2026-11-20 → 2026-11-23 · $511.50
- Southwest Airlines WN3886 / WN386: MKE 2026-11-20 07:45:00 → CUN 2026-11-20 16:30:00; 1 stop(s) via BNA; 465 minutes. Local airport times.
- WN3886: MKE 2026-11-20 07:45:00 → BNA 2026-11-20 09:30:00; layover at BNA: 185 minutes.
- WN386: BNA 2026-11-20 12:35:00 → CUN 2026-11-20 16:30:00.
- Southwest Airlines WN1986 / WN4919: CUN 2026-11-23 17:30:00 → MKE 2026-11-23 23:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
- WN1986: CUN 2026-11-23 17:30:00 → STL 2026-11-23 19:40:00; layover at STL: 130 minutes.
- WN4919: STL 2026-11-23 21:50:00 → MKE 2026-11-23 23:10:00.
2026-11-27 → 2026-12-04 · $511.50
- Southwest Airlines WN3886 / WN386: MKE 2026-11-27 07:45:00 → CUN 2026-11-27 16:30:00; 1 stop(s) via BNA; 465 minutes. Local airport times.
- WN3886: MKE 2026-11-27 07:45:00 → BNA 2026-11-27 09:30:00; layover at BNA: 185 minutes.
- WN386: BNA 2026-11-27 12:35:00 → CUN 2026-11-27 16:30:00.
- Southwest Airlines WN1986 / WN4919: CUN 2026-12-04 17:30:00 → MKE 2026-12-04 23:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
- WN1986: CUN 2026-12-04 17:30:00 → STL 2026-12-04 19:40:00; layover at STL: 130 minutes.
- WN4919: STL 2026-12-04 21:50:00 → MKE 2026-12-04 23:10:00.
2026-11-27 → 2026-12-04 · $511.50
- Southwest Airlines WN284 / WN1609: MKE 2026-11-27 09:55:00 → CUN 2026-11-27 17:55:00; 1 stop(s) via BWI; 420 minutes. Local airport times.
- WN284: MKE 2026-11-27 09:55:00 → BWI 2026-11-27 12:40:00; layover at BWI: 90 minutes.
- WN1609: BWI 2026-11-27 14:10:00 → CUN 2026-11-27 17:55:00.
- Southwest Airlines WN1986 / WN4919: CUN 2026-12-04 17:30:00 → MKE 2026-12-04 23:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
- WN1986: CUN 2026-12-04 17:30:00 → STL 2026-12-04 19:40:00; layover at STL: 130 minutes.
- WN4919: STL 2026-12-04 21:50:00 → MKE 2026-12-04 23:10:00.
2026-11-20 → 2026-11-23 · $511.50
- Southwest Airlines WN284 / WN1609: MKE 2026-11-20 09:55:00 → CUN 2026-11-20 17:55:00; 1 stop(s) via BWI; 420 minutes. Local airport times.
- WN284: MKE 2026-11-20 09:55:00 → BWI 2026-11-20 12:40:00; layover at BWI: 90 minutes.
- WN1609: BWI 2026-11-20 14:10:00 → CUN 2026-11-20 17:55:00.
- Southwest Airlines WN1986 / WN4919: CUN 2026-11-23 17:30:00 → MKE 2026-11-23 23:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
- WN1986: CUN 2026-11-23 17:30:00 → STL 2026-11-23 19:40:00; layover at STL: 130 minutes.
- WN4919: STL 2026-11-23 21:50:00 → MKE 2026-11-23 23:10:00.
2026-11-20 → 2026-11-23 · $511.50
- Southwest Airlines WN3112 / WN1995: MKE 2026-11-20 07:55:00 → CUN 2026-11-20 16:25:00; 1 stop(s) via STL; 450 minutes. Local airport times.
- WN3112: MKE 2026-11-20 07:55:00 → STL 2026-11-20 09:25:00; layover at STL: 175 minutes.
- WN1995: STL 2026-11-20 12:20:00 → CUN 2026-11-20 16:25:00.
- Southwest Airlines WN1986 / WN4919: CUN 2026-11-23 17:30:00 → MKE 2026-11-23 23:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
- WN1986: CUN 2026-11-23 17:30:00 → STL 2026-11-23 19:40:00; layover at STL: 130 minutes.
- WN4919: STL 2026-11-23 21:50:00 → MKE 2026-11-23 23:10:00.
2026-11-20 → 2026-11-23 · $533.50
- American Airlines AA5011 / AA1503: MKE 2026-11-20 05:00:00 → CUN 2026-11-20 13:26:00; 1 stop(s) via ORD; 446 minutes. Local airport times.
- AA5011: MKE 2026-11-20 05:00:00 → ORD 2026-11-20 06:26:00; layover at ORD: 117 minutes.
- AA1503: ORD 2026-11-20 08:23:00 → CUN 2026-11-20 13:26:00.
- American Airlines AA1192 / AA2446: CUN 2026-11-23 17:13:00 → MKE 2026-11-23 23:59:00; 1 stop(s) via CLT; 466 minutes. Local airport times.
- AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 156 minutes.
- AA2446: CLT 2026-11-23 22:50:00 → MKE 2026-11-23 23:59:00.
2026-11-20 → 2026-11-23 · $533.50
- American Airlines AA4365 / AA2422: MKE 2026-11-20 06:29:00 → CUN 2026-11-20 14:49:00; 1 stop(s) via MIA; 440 minutes. Local airport times.
- AA4365: MKE 2026-11-20 06:29:00 → MIA 2026-11-20 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-11-20 12:42:00 → CUN 2026-11-20 14:49:00.
- American Airlines AA1192 / AA2446: CUN 2026-11-23 17:13:00 → MKE 2026-11-23 23:59:00; 1 stop(s) via CLT; 466 minutes. Local airport times.
- AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 156 minutes.
- AA2446: CLT 2026-11-23 22:50:00 → MKE 2026-11-23 23:59:00.
2026-11-27 → 2026-12-04 · $533.50
- American Airlines AA4365 / AA2422: MKE 2026-11-27 06:29:00 → CUN 2026-11-27 14:49:00; 1 stop(s) via MIA; 440 minutes. Local airport times.
- AA4365: MKE 2026-11-27 06:29:00 → MIA 2026-11-27 11:10:00; layover at MIA: 92 minutes.
- AA2422: MIA 2026-11-27 12:42:00 → CUN 2026-11-27 14:49:00.
- American Airlines AA1799 / AA5004: CUN 2026-12-04 16:09:00 → MKE 2026-12-04 22:37:00; 1 stop(s) via ORD; 448 minutes. Local airport times.
- AA1799: CUN 2026-12-04 16:09:00 → ORD 2026-12-04 19:24:00; layover at ORD: 126 minutes.
- AA5004: ORD 2026-12-04 21:30:00 → MKE 2026-12-04 22:37:00.
2026-11-20 → 2026-11-23 · $566.50
- Delta Air Lines DL1236 / DL592: MKE 2026-11-20 07:00:00 → CUN 2026-11-20 15:10:00; 1 stop(s) via ATL; 430 minutes. Local airport times.
- DL1236: MKE 2026-11-20 07:00:00 → ATL 2026-11-20 10:08:00; layover at ATL: 130 minutes.
- DL592: ATL 2026-11-20 12:18:00 → CUN 2026-11-20 15:10:00.
- Delta Air Lines DL609 / DL1246: CUN 2026-11-23 08:15:00 → MKE 2026-11-23 15:04:00; 1 stop(s) via ATL; 469 minutes. Local airport times.
- DL609: CUN 2026-11-23 08:15:00 → ATL 2026-11-23 10:57:00; layover at ATL: 183 minutes.
- DL1246: ATL 2026-11-23 14:00:00 → MKE 2026-11-23 15:04:00.
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- Hawaii: for Christmas · for Thanksgiving · for spring break · for Presidents' Day weekend · in summer · for 4 days · for 5 days · for a week · for 10 days
- Mexico: for Christmas · for Thanksgiving · for spring break · for Presidents' Day weekend · for MLK weekend · in winter · in February · for 4 days · for 5 days · for a week
- The Caribbean: for Christmas · for spring break · for Presidents' Day weekend · in winter · in February · for 4 days · for 5 days · for a week
- Costa Rica: for Christmas · for spring break · in winter · for a week · for 10 days
- Central America: for Christmas · for spring break · in winter · for a week · for 10 days
- Europe: in summer · in May · in September · in December · for spring break · for Christmas · for a week · for 10 days · for two weeks
- Italy: in summer · in May · in June · in September · for Christmas · for a week · for 10 days · for two weeks
- Spain: in summer · in May · in September · for spring break · for a week · for 10 days
- Greece: in summer · in May · in June · in September · for a week · for 10 days · for two weeks
- Portugal: in summer · in May · in September · in winter · for 4 days · for a week · for 10 days
- Croatia: in summer · in June · in September · for a week · for 10 days
- Iceland: in summer · in winter · in September · for 4 days · for a week
- Scandinavia: in summer · in winter · in September · for 4 days · for a week · for 10 days
- Eastern Europe: in summer · in May · in September · in December · for a week · for 10 days
- England: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
- Scotland: in summer · in fall · for 4 days · for a week
- Ireland: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
- Japan: in April · in November · in winter · in summer · for a week · for 10 days · for two weeks
- Asia: in spring · in fall · in winter · for a week · for 10 days · for two weeks
- Southeast Asia: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks · for a month
- Thailand: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks
- Vietnam: in winter · in November · in February · in spring · for 10 days · for two weeks
- Bali: in summer · in winter · for 10 days · for two weeks · for a month
- India: in winter · in December · for two weeks · for a month
- Australia: in December · in January · in February · in September · for two weeks · for three weeks · for a month
- New Zealand: in December · in January · in February · for two weeks · for three weeks
- South America: in January · in February · in winter · for 10 days · for two weeks
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- Peru: in summer · in May · in September · for 10 days · for two weeks
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- Turkey: in spring · in summer · in fall · for a week · for 10 days
- Africa: in winter · in fall · for 10 days · for two weeks
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- Morocco: in spring · in fall · in winter · for a week · for 10 days
- Egypt: in winter · in fall · in spring · for a week · for 10 days
- Canada: in summer · in winter · in fall · for 3 days · for 4 days · for a week
- Florida: for spring break · for Christmas · for Thanksgiving · in winter · for 4 days · for 5 days · for a week
- California: for spring break · in summer · in winter · for 3 days · for 4 days · for a week
- The Pacific Northwest: in summer · in fall · for 3 days · for 4 days · for a week
- Alaska: in summer · in June · in July · in August · for 5 days · for a week · for 10 days
- The Southwest: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
- Arizona: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
- Utah: in winter · for Presidents' Day weekend · for MLK weekend · in spring · in summer · for 4 days · for a week
- The Rockies: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
- Colorado: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
- Montana and Wyoming: in summer · in winter · for a week · for 10 days
- Texas: in spring · in fall · for 3 days · for 4 days
- The Northeast: in fall · in summer · for Thanksgiving · for Christmas · for spring break · for 3 days · for 4 days · for a week
- New England: in fall · in summer · for 3 days · for 4 days · for a week
- The Southeast: in spring · in fall · for 3 days · for 4 days
- Anywhere: for Thanksgiving · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day 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 24 – 28, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Milwaukee
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 | Dates | |
|---|---|---|---|---|---|
| Phoenix (PHX) | Phoenix and Scottsdale's resorts, golf and desert hiking | Nonstop · American, Southwest, Sun Country · 3h 50m | $297 (airline $314) | Dec 19–26, 2026 | Check prices |
| Orlando (MCO) | Orlando's theme parks | Nonstop · Southwest, Frontier, Sun Country · 2h 50m | $307 (airline $324) | Dec 19–26, 2026 | Check prices |
| Washington (DCA) | Washington's monuments and free museums, minutes from the airport | Nonstop · American, Southwest · 1h 45m | $319 (airline $337) | Dec 19–26, 2026 | Check prices |
| Denver (DEN) | Denver's breweries and the Rockies within an hour | Nonstop · United, Southwest · 2h 45m | $349 (airline $368) | Dec 19–26, 2026 | Check prices |
| Miami (MIA) | Miami's South Beach, Little Havana and art deco | Nonstop · 3h 25m | $362 (airline $383) | Dec 19–26, 2026 | Check prices |
| Boston (BOS) | Boston's Freedom Trail, universities and seafood | Nonstop · Delta, JetBlue | $389 (airline $410) | Dec 19–26, 2026 | Check prices |
| San Juan (SJU) | Old San Juan, beaches and the rainforest, no passport needed from the US | 1 stop via Newark | $543 (airline $572) | Dec 19–26, 2026 | Check prices |
| New York (JFK) | New York's museums, Broadway and neighborhoods | 1 stop via Chicago | $548 (airline $579) | Dec 19–26, 2026 | Check prices |
| Los Cabos (SJD) | Los Cabos: resorts, sportfishing and the Sea of Cortez | 1 stop via Detroit | $560 (airline $592) | Dec 19–26, 2026 | Check prices |
| Aruba (AUA) | Aruba's dry, sunny weather outside the hurricane belt | 1 stop via Chicago | $692 (airline $730) | Dec 19–26, 2026 | Check prices |
| Montego Bay (MBJ) | Jamaica's resort coast around Montego Bay and Negril | 1 stop via Newark | $722 (airline $760) | Dec 19–26, 2026 | Check prices |
| Puerto Vallarta (PVR) | Puerto Vallarta's old town, beaches and Banderas Bay | 1 stop via Seattle | $732 (airline $771) | Dec 19–26, 2026 | Check prices |
| Oahu / Honolulu (HNL) | Waikiki, Diamond Head and Pearl Harbor on Oahu | 1 stop via Chicago | $997 (airline $1,054) | Dec 19–26, 2026 | Check prices |
| Punta Cana (PUJ) | Punta Cana's long white-sand beaches and all-inclusive resorts | 1 stop via Detroit | $1,233 (airline $1,298) | Dec 19–26, 2026 | Check prices |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | 1 stop via Atlanta | $1,464 (airline $1,548) | Dec 26, 2026–Jan 2, 2027 | Check prices |
| Cancun (CUN) | Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby | Nonstop · Sun Country, Southwest · 4h 05m | $2,778 (airline $2,929) · 3 adults | Dec 19–26, 2026 | Check prices |
| Las Vegas (LAS) | Las Vegas' Strip, shows and day trips to the canyons | Nonstop · Southwest, Sun Country | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| San Diego (SAN) | San Diego's beaches, zoo and Balboa Park | Nonstop · Southwest | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Los Angeles (LAX) | Los Angeles' beaches, Hollywood and museums | No nonstop seen | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| San Francisco (SFO) | San Francisco's Golden Gate, cable cars and wine country nearby | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates | |
| Chicago (ORD) | Chicago's architecture, lakefront and deep-dish | Nonstop · American, United | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Seattle (SEA) | Seattle's Pike Place Market, waterfront and the mountains | Nonstop · Alaska | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Austin (AUS) | Austin's live music, barbecue and swimming holes | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates | |
| Nashville (BNA) | Nashville's honky-tonks and hot chicken | No matching fare saved | Dec 19 – Dec 26, 2026 (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
Hotels with an Axel review in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Hacienda Cancun · Akuazul Resorts Adults Only · All 160 reviewed hotels in Cancun
For AI assistants
- This page: Best places to fly from Milwaukee for Christmas. Where to fly from Milwaukee for Christmas: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Christmas week 2026 (Dec 19 to 26) and New Year's week (Dec 26 to Jan 2), 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.