Winter break trips from Colorado Springs
Nonstop from Colorado Springs: Phoenix (Southwest · 1h 50m), Denver (United, Southwest · 1h) and Salt Lake City (Delta · 2h 05m). One stop via Dallas: Cancun; via Denver: Honolulu. No nonstop seen to Orlando and New York on the dates searched recently.
Axel's pick: Salt Lake City, nonstop on Delta and the lowest fare saved for these dates, $321.
Where to go from Colorado Springs over winter break: fares for Christmas week (December 19 to 26) and New Year's week (December 26 to January 2), for warm beaches, ski trips and holiday cities.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for Christmas week (Dec 19 – Dec 26, 2026) and New Year's week (Dec 26 – Jan 2, 2027).
Cheapest right now: Salt Lake City $321 · Phoenix $342 · Denver $359
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 | Southwest Airlines | WN4059 + WN169 | $249.90 | 2026-10-29T01:00:12Z |
| 2026-11-20 · one way | United Airlines | UA3985 + UA1114 | $259.70 | 2026-10-29T01:00:12Z |
| 2026-11-20 · one way | American Airlines | AA1552 + AA2650 | $269.50 | 2026-10-29T01:00:12Z |
| 2026-11-20 · one way | Delta Air Lines | DL1074 + DL592 | $289.10 | 2026-10-29T01:00:12Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN4933 + WN218 / WN1018 + WN4083 | $548.25 | 2026-10-29T01:00:12Z |
| 2026-11-20 → 2026-11-23 | United Airlines | UA3985 + UA1114 / UA1134 + UA4745 | $569.75 | 2026-10-29T01:00:12Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA1552 + AA2650 / AA1601 + AA1170 | $591.25 | 2026-10-29T01:00:12Z |
| 2026-11-20 → 2026-11-23 | Delta Air Lines / United Airlines | DL1074 + DL592 / UA1134 + UA4745 | $594.25 | 2026-10-29T01:00:12Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN2418 + WN131 / WN1018 + WN4083 | $553.35 | 2026-10-29T01:00:12Z |
| 2026-11-20 · one way | Southwest Airlines | WN2418 + WN131 | $249.90 | 2026-10-29T01:00:12Z |
| 2026-11-20 · one way | Southwest Airlines | WN4933 + WN218 | $249.90 | 2026-10-29T01:00:12Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN4059 + WN169 / WN1018 + WN4083 | $548.25 | 2026-10-29T01:00:12Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN2418 + WN131 / WN1018 + WN4083 | $548.25 | 2026-10-29T01:00:12Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN4933 + WN218 / WN1018 + WN4083 | $553.35 | 2026-10-29T01:00:12Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN4059 + WN169 / WN1018 + WN4083 | $553.35 | 2026-10-29T01:00:12Z |
| 2026-11-27 → 2026-12-04 | United Airlines | UA3985 + UA1114 / UA1134 + UA4745 | $575.05 | 2026-10-29T01:00:12Z |
| 2026-11-27 → 2026-12-04 | Delta Air Lines / Southwest Airlines | DL1074 + DL592 / WN1018 + WN4083 | $594.30 | 2026-10-29T01:00:12Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA1552 + AA2650 / AA1601 + AA1170 | $596.75 | 2026-10-29T01:00:12Z |
2026-11-20 · one way · $249.90
- Southwest Airlines WN4059 / WN169: COS 2026-11-20 05:55:00 → CUN 2026-11-20 17:00:00; 1 stop(s) via LAS; 545 minutes. Local airport times.
- WN4059: COS 2026-11-20 05:55:00 → LAS 2026-11-20 07:00:00; layover at LAS: 170 minutes.
- WN169: LAS 2026-11-20 09:50:00 → CUN 2026-11-20 17:00:00.
2026-11-20 · one way · $259.70
- United Airlines UA3985 / UA1114: COS 2026-11-20 07:30:00 → CUN 2026-11-20 17:50:00; 1 stop(s) via IAH; 500 minutes. Local airport times.
- UA3985: COS 2026-11-20 07:30:00 → IAH 2026-11-20 11:02:00; layover at IAH: 205 minutes.
- UA1114: IAH 2026-11-20 14:27:00 → CUN 2026-11-20 17:50:00.
2026-11-20 · one way · $269.50
- American Airlines AA1552 / AA2650: COS 2026-11-20 12:59:00 → CUN 2026-11-20 21:20:00; 1 stop(s) via DFW; 381 minutes. Local airport times.
- AA1552: COS 2026-11-20 12:59:00 → DFW 2026-11-20 15:57:00; layover at DFW: 100 minutes.
- AA2650: DFW 2026-11-20 17:37:00 → CUN 2026-11-20 21:20:00.
2026-11-20 · one way · $289.10
- Delta Air Lines DL1074 / DL592: COS 2026-11-20 06:00:00 → CUN 2026-11-20 15:07:00; 1 stop(s) via ATL; 427 minutes. Local airport times.
- DL1074: COS 2026-11-20 06:00:00 → ATL 2026-11-20 10:52:00; layover at ATL: 86 minutes.
- DL592: ATL 2026-11-20 12:18:00 → CUN 2026-11-20 15:07:00.
2026-11-20 → 2026-11-23 · $548.25
- Southwest Airlines WN4933 / WN218: COS 2026-11-20 10:40:00 → CUN 2026-11-20 20:25:00; 1 stop(s) via MDW; 465 minutes. Local airport times.
- WN4933: COS 2026-11-20 10:40:00 → MDW 2026-11-20 14:05:00; layover at MDW: 100 minutes.
- WN218: MDW 2026-11-20 15:45:00 → CUN 2026-11-20 20:25:00.
- Southwest Airlines WN1018 / WN4083: CUN 2026-11-23 16:35:00 → COS 2026-11-23 23:35:00; 1 stop(s) via DEN; 540 minutes. Local airport times.
- WN1018: CUN 2026-11-23 16:35:00 → DEN 2026-11-23 18:45:00; layover at DEN: 240 minutes.
- WN4083: DEN 2026-11-23 22:45:00 → COS 2026-11-23 23:35:00.
2026-11-20 → 2026-11-23 · $569.75
- United Airlines UA3985 / UA1114: COS 2026-11-20 07:30:00 → CUN 2026-11-20 17:50:00; 1 stop(s) via IAH; 500 minutes. Local airport times.
- UA3985: COS 2026-11-20 07:30:00 → IAH 2026-11-20 11:02:00; layover at IAH: 205 minutes.
- UA1114: IAH 2026-11-20 14:27:00 → CUN 2026-11-20 17:50:00.
- United Airlines UA1134 / UA4745: CUN 2026-11-23 16:34:00 → COS 2026-11-23 23:58:00; 1 stop(s) via DEN; 564 minutes. Local airport times.
- UA1134: CUN 2026-11-23 16:34:00 → DEN 2026-11-23 19:05:00; layover at DEN: 230 minutes.
- UA4745: DEN 2026-11-23 22:55:00 → COS 2026-11-23 23:58:00.
2026-11-20 → 2026-11-23 · $591.25
- American Airlines AA1552 / AA2650: COS 2026-11-20 12:59:00 → CUN 2026-11-20 21:20:00; 1 stop(s) via DFW; 381 minutes. Local airport times.
- AA1552: COS 2026-11-20 12:59:00 → DFW 2026-11-20 15:57:00; layover at DFW: 100 minutes.
- AA2650: DFW 2026-11-20 17:37:00 → CUN 2026-11-20 21:20:00.
- American Airlines AA1601 / AA1170: CUN 2026-11-23 11:00:00 → COS 2026-11-23 16:19:00; 1 stop(s) via DFW; 439 minutes. Local airport times.
- AA1601: CUN 2026-11-23 11:00:00 → DFW 2026-11-23 13:17:00; layover at DFW: 125 minutes.
- AA1170: DFW 2026-11-23 15:22:00 → COS 2026-11-23 16:19:00.
2026-11-20 → 2026-11-23 · $594.25
- Delta Air Lines DL1074 / DL592: COS 2026-11-20 06:00:00 → CUN 2026-11-20 15:07:00; 1 stop(s) via ATL; 427 minutes. Local airport times.
- DL1074: COS 2026-11-20 06:00:00 → ATL 2026-11-20 10:52:00; layover at ATL: 86 minutes.
- DL592: ATL 2026-11-20 12:18:00 → CUN 2026-11-20 15:07:00.
- United Airlines UA1134 / UA4745: CUN 2026-11-23 16:34:00 → COS 2026-11-23 23:58:00; 1 stop(s) via DEN; 564 minutes. Local airport times.
- UA1134: CUN 2026-11-23 16:34:00 → DEN 2026-11-23 19:05:00; layover at DEN: 230 minutes.
- UA4745: DEN 2026-11-23 22:55:00 → COS 2026-11-23 23:58:00.
2026-11-27 → 2026-12-04 · $553.35
- Southwest Airlines WN2418 / WN131: COS 2026-11-27 06:55:00 → CUN 2026-11-27 17:20:00; 1 stop(s) via DEN; 505 minutes. Local airport times.
- WN2418: COS 2026-11-27 06:55:00 → DEN 2026-11-27 07:50:00; layover at DEN: 220 minutes.
- WN131: DEN 2026-11-27 11:30:00 → CUN 2026-11-27 17:20:00.
- Southwest Airlines WN1018 / WN4083: CUN 2026-12-04 16:35:00 → COS 2026-12-04 23:35:00; 1 stop(s) via DEN; 540 minutes. Local airport times.
- WN1018: CUN 2026-12-04 16:35:00 → DEN 2026-12-04 18:45:00; layover at DEN: 240 minutes.
- WN4083: DEN 2026-12-04 22:45:00 → COS 2026-12-04 23:35:00.
2026-11-20 · one way · $249.90
- Southwest Airlines WN2418 / WN131: COS 2026-11-20 06:55:00 → CUN 2026-11-20 17:20:00; 1 stop(s) via DEN; 505 minutes. Local airport times.
- WN2418: COS 2026-11-20 06:55:00 → DEN 2026-11-20 07:50:00; layover at DEN: 220 minutes.
- WN131: DEN 2026-11-20 11:30:00 → CUN 2026-11-20 17:20:00.
2026-11-20 · one way · $249.90
- Southwest Airlines WN4933 / WN218: COS 2026-11-20 10:40:00 → CUN 2026-11-20 20:25:00; 1 stop(s) via MDW; 465 minutes. Local airport times.
- WN4933: COS 2026-11-20 10:40:00 → MDW 2026-11-20 14:05:00; layover at MDW: 100 minutes.
- WN218: MDW 2026-11-20 15:45:00 → CUN 2026-11-20 20:25:00.
2026-11-20 → 2026-11-23 · $548.25
- Southwest Airlines WN4059 / WN169: COS 2026-11-20 05:55:00 → CUN 2026-11-20 17:00:00; 1 stop(s) via LAS; 545 minutes. Local airport times.
- WN4059: COS 2026-11-20 05:55:00 → LAS 2026-11-20 07:00:00; layover at LAS: 170 minutes.
- WN169: LAS 2026-11-20 09:50:00 → CUN 2026-11-20 17:00:00.
- Southwest Airlines WN1018 / WN4083: CUN 2026-11-23 16:35:00 → COS 2026-11-23 23:35:00; 1 stop(s) via DEN; 540 minutes. Local airport times.
- WN1018: CUN 2026-11-23 16:35:00 → DEN 2026-11-23 18:45:00; layover at DEN: 240 minutes.
- WN4083: DEN 2026-11-23 22:45:00 → COS 2026-11-23 23:35:00.
2026-11-20 → 2026-11-23 · $548.25
- Southwest Airlines WN2418 / WN131: COS 2026-11-20 06:55:00 → CUN 2026-11-20 17:20:00; 1 stop(s) via DEN; 505 minutes. Local airport times.
- WN2418: COS 2026-11-20 06:55:00 → DEN 2026-11-20 07:50:00; layover at DEN: 220 minutes.
- WN131: DEN 2026-11-20 11:30:00 → CUN 2026-11-20 17:20:00.
- Southwest Airlines WN1018 / WN4083: CUN 2026-11-23 16:35:00 → COS 2026-11-23 23:35:00; 1 stop(s) via DEN; 540 minutes. Local airport times.
- WN1018: CUN 2026-11-23 16:35:00 → DEN 2026-11-23 18:45:00; layover at DEN: 240 minutes.
- WN4083: DEN 2026-11-23 22:45:00 → COS 2026-11-23 23:35:00.
2026-11-27 → 2026-12-04 · $553.35
- Southwest Airlines WN4933 / WN218: COS 2026-11-27 10:40:00 → CUN 2026-11-27 20:25:00; 1 stop(s) via MDW; 465 minutes. Local airport times.
- WN4933: COS 2026-11-27 10:40:00 → MDW 2026-11-27 14:05:00; layover at MDW: 100 minutes.
- WN218: MDW 2026-11-27 15:45:00 → CUN 2026-11-27 20:25:00.
- Southwest Airlines WN1018 / WN4083: CUN 2026-12-04 16:35:00 → COS 2026-12-04 23:35:00; 1 stop(s) via DEN; 540 minutes. Local airport times.
- WN1018: CUN 2026-12-04 16:35:00 → DEN 2026-12-04 18:45:00; layover at DEN: 240 minutes.
- WN4083: DEN 2026-12-04 22:45:00 → COS 2026-12-04 23:35:00.
2026-11-27 → 2026-12-04 · $553.35
- Southwest Airlines WN4059 / WN169: COS 2026-11-27 05:55:00 → CUN 2026-11-27 17:00:00; 1 stop(s) via LAS; 545 minutes. Local airport times.
- WN4059: COS 2026-11-27 05:55:00 → LAS 2026-11-27 07:00:00; layover at LAS: 170 minutes.
- WN169: LAS 2026-11-27 09:50:00 → CUN 2026-11-27 17:00:00.
- Southwest Airlines WN1018 / WN4083: CUN 2026-12-04 16:35:00 → COS 2026-12-04 23:35:00; 1 stop(s) via DEN; 540 minutes. Local airport times.
- WN1018: CUN 2026-12-04 16:35:00 → DEN 2026-12-04 18:45:00; layover at DEN: 240 minutes.
- WN4083: DEN 2026-12-04 22:45:00 → COS 2026-12-04 23:35:00.
2026-11-27 → 2026-12-04 · $575.05
- United Airlines UA3985 / UA1114: COS 2026-11-27 07:30:00 → CUN 2026-11-27 17:50:00; 1 stop(s) via IAH; 500 minutes. Local airport times.
- UA3985: COS 2026-11-27 07:30:00 → IAH 2026-11-27 11:02:00; layover at IAH: 205 minutes.
- UA1114: IAH 2026-11-27 14:27:00 → CUN 2026-11-27 17:50:00.
- United Airlines UA1134 / UA4745: CUN 2026-12-04 16:34:00 → COS 2026-12-04 23:58:00; 1 stop(s) via DEN; 564 minutes. Local airport times.
- UA1134: CUN 2026-12-04 16:34:00 → DEN 2026-12-04 19:05:00; layover at DEN: 230 minutes.
- UA4745: DEN 2026-12-04 22:55:00 → COS 2026-12-04 23:58:00.
2026-11-27 → 2026-12-04 · $594.30
- Delta Air Lines DL1074 / DL592: COS 2026-11-27 06:00:00 → CUN 2026-11-27 15:07:00; 1 stop(s) via ATL; 427 minutes. Local airport times.
- DL1074: COS 2026-11-27 06:00:00 → ATL 2026-11-27 10:52:00; layover at ATL: 86 minutes.
- DL592: ATL 2026-11-27 12:18:00 → CUN 2026-11-27 15:07:00.
- Southwest Airlines WN1018 / WN4083: CUN 2026-12-04 16:35:00 → COS 2026-12-04 23:35:00; 1 stop(s) via DEN; 540 minutes. Local airport times.
- WN1018: CUN 2026-12-04 16:35:00 → DEN 2026-12-04 18:45:00; layover at DEN: 240 minutes.
- WN4083: DEN 2026-12-04 22:45:00 → COS 2026-12-04 23:35:00.
2026-11-27 → 2026-12-04 · $596.75
- American Airlines AA1552 / AA2650: COS 2026-11-27 12:59:00 → CUN 2026-11-27 21:20:00; 1 stop(s) via DFW; 381 minutes. Local airport times.
- AA1552: COS 2026-11-27 12:59:00 → DFW 2026-11-27 15:57:00; layover at DFW: 100 minutes.
- AA2650: DFW 2026-11-27 17:37:00 → CUN 2026-11-27 21:20:00.
- American Airlines AA1601 / AA1170: CUN 2026-12-04 11:00:00 → COS 2026-12-04 16:19:00; 1 stop(s) via DFW; 439 minutes. Local airport times.
- AA1601: CUN 2026-12-04 11:00:00 → DFW 2026-12-04 13:17:00; layover at DFW: 125 minutes.
- AA1170: DFW 2026-12-04 15:22:00 → COS 2026-12-04 16:19:00.
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- Anywhere: for Thanksgiving · for Christmas · 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 28, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Colorado Springs
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 | |
|---|---|---|---|---|---|
| Cancun (CUN) | Caribbean beaches and the Hotel Zone, with Tulum and Playa del Carmen an hour or two south | 1 stop via Dallas | $870 (airline $918) | Dec 19–26, 2026 | Check prices |
| Oahu / Honolulu (HNL) | Waikiki and the North Shore on Oahu | 1 stop via Denver | $757 (airline $800) | Dec 19–26, 2026 | Check prices |
| Orlando (MCO) | Orlando's theme parks | No nonstop seen | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Phoenix (PHX) | Phoenix and Scottsdale, warm and sunny all winter | Nonstop · Southwest · 1h 50m | $342 (airline $362) | Dec 19–26, 2026 | Check prices |
| Denver (DEN) | Denver, the gateway to Vail, Breckenridge and Keystone | Nonstop · United, Southwest · 1h | $359 (airline $379) | Dec 19–26, 2026 | Check prices |
| Salt Lake City (SLC) | Salt Lake City, under an hour from a dozen ski resorts | Nonstop · Delta · 2h 05m | $321 (airline $339) | Dec 19–26, 2026 | Check prices |
| New York (JFK) | New York's holiday lights, windows and shows | No nonstop seen | 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.
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For AI assistants
- This page: Winter break trips from Colorado Springs. Winter break 2026 flights from Colorado Springs: beaches, ski towns and cities, with fares for Christmas week and New Year's week.
- 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.