Flights from Milwaukee to Montana and Wyoming in winter
Winter in Montana and Wyoming is Big Sky, Jackson Hole and Whitefish, with deep snow and few crowds, and Yellowstone by snowcoach. Cold, quiet and cheaper than Colorado outside the holiday weeks.
One stop via Chicago: Bozeman; via Denver: Missoula, Billings, Great Falls, Kalispell and Jackson.
Where to fly from Milwaukee to Montana and Wyoming in winter: saved round trips within December, January and February to Bozeman, Missoula, Billings, Great Falls, Kalispell and Jackson. 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 4–10 nights, entirely within Dec, Jan, Feb.
Cheapest right now: Billings $330 · Great Falls $339 · Missoula $340
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 | WN3076 + WN1810 | $205.00 | 2026-10-29T01:30:06Z |
| 2026-11-20 · one way | United Airlines | UA1016 + UA1347 | $230.00 | 2026-10-29T01:30:06Z |
| 2026-11-20 · one way | Delta Air Lines | DL3804 + DL2946 | $240.00 | 2026-10-29T01:30:06Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN3076 + WN1810 / WN1137 + WN2162 | $427.50 | 2026-10-29T01:30:06Z |
| 2026-11-27 → 2026-12-04 | United Airlines | UA1016 + UA1347 / UA2202 + UA5555 | $472.50 | 2026-10-29T01:30:06Z |
| 2026-11-27 → 2026-12-04 | Delta Air Lines | DL3804 + DL2946 / DL2946 + DL3963 | $495.00 | 2026-10-29T01:30:06Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN3076 + WN1810 / WN1137 + WN2162 | $427.50 | 2026-10-29T01:30:06Z |
| 2026-11-20 → 2026-11-23 | United Airlines | UA1016 + UA1347 / UA2202 + UA5555 | $472.50 | 2026-10-29T01:30:06Z |
| 2026-11-20 → 2026-11-23 | Delta Air Lines | DL3804 + DL2946 / DL2946 + DL3963 | $495.00 | 2026-10-29T01:30:06Z |
2026-11-20 · one way · $205.00
- Southwest Airlines WN3076 / WN1810: MKE 2026-11-20 17:55:00 → BZN 2026-11-20 22:30:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
- WN3076: MKE 2026-11-20 17:55:00 → DEN 2026-11-20 19:30:00; layover at DEN: 60 minutes.
- WN1810: DEN 2026-11-20 20:30:00 → BZN 2026-11-20 22:30:00.
2026-11-20 · one way · $230.00
- United Airlines UA1016 / UA1347: MKE 2026-11-20 15:59:00 → BZN 2026-11-20 21:45:00; 1 stop(s) via DEN; 406 minutes. Local airport times.
- UA1016: MKE 2026-11-20 15:59:00 → DEN 2026-11-20 17:46:00; layover at DEN: 124 minutes.
- UA1347: DEN 2026-11-20 19:50:00 → BZN 2026-11-20 21:45:00.
2026-11-20 · one way · $240.00
- Delta Air Lines DL3804 / DL2946: MKE 2026-11-20 08:10:00 → BZN 2026-11-20 12:14:00; 1 stop(s) via MSP; 304 minutes. Local airport times.
- DL3804: MKE 2026-11-20 08:10:00 → MSP 2026-11-20 09:34:00; layover at MSP: 66 minutes.
- DL2946: MSP 2026-11-20 10:40:00 → BZN 2026-11-20 12:14:00.
2026-11-27 → 2026-12-04 · $427.50
- Southwest Airlines WN3076 / WN1810: MKE 2026-11-27 17:55:00 → BZN 2026-11-27 22:30:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
- WN3076: MKE 2026-11-27 17:55:00 → DEN 2026-11-27 19:30:00; layover at DEN: 60 minutes.
- WN1810: DEN 2026-11-27 20:30:00 → BZN 2026-11-27 22:30:00.
- Southwest Airlines WN1137 / WN2162: BZN 2026-12-04 11:20:00 → MKE 2026-12-04 17:30:00; 1 stop(s) via DEN; 310 minutes. Local airport times.
- WN1137: BZN 2026-12-04 11:20:00 → DEN 2026-12-04 12:55:00; layover at DEN: 85 minutes.
- WN2162: DEN 2026-12-04 14:20:00 → MKE 2026-12-04 17:30:00.
2026-11-27 → 2026-12-04 · $472.50
- United Airlines UA1016 / UA1347: MKE 2026-11-27 15:59:00 → BZN 2026-11-27 21:45:00; 1 stop(s) via DEN; 406 minutes. Local airport times.
- UA1016: MKE 2026-11-27 15:59:00 → DEN 2026-11-27 17:46:00; layover at DEN: 124 minutes.
- UA1347: DEN 2026-11-27 19:50:00 → BZN 2026-11-27 21:45:00.
- United Airlines UA2202 / UA5555: BZN 2026-12-04 12:38:00 → MKE 2026-12-04 18:48:00; 1 stop(s) via ORD; 310 minutes. Local airport times.
- UA2202: BZN 2026-12-04 12:38:00 → ORD 2026-12-04 16:40:00; layover at ORD: 65 minutes.
- UA5555: ORD 2026-12-04 17:45:00 → MKE 2026-12-04 18:48:00.
2026-11-27 → 2026-12-04 · $495.00
- Delta Air Lines DL3804 / DL2946: MKE 2026-11-27 08:10:00 → BZN 2026-11-27 12:14:00; 1 stop(s) via MSP; 304 minutes. Local airport times.
- DL3804: MKE 2026-11-27 08:10:00 → MSP 2026-11-27 09:34:00; layover at MSP: 66 minutes.
- DL2946: MSP 2026-11-27 10:40:00 → BZN 2026-11-27 12:14:00.
- Delta Air Lines DL2946 / DL3963: BZN 2026-12-04 13:39:00 → MKE 2026-12-04 19:26:00; 1 stop(s) via MSP; 287 minutes. Local airport times.
- DL2946: BZN 2026-12-04 13:39:00 → MSP 2026-12-04 16:49:00; layover at MSP: 76 minutes.
- DL3963: MSP 2026-12-04 18:05:00 → MKE 2026-12-04 19:26:00.
2026-11-20 → 2026-11-23 · $427.50
- Southwest Airlines WN3076 / WN1810: MKE 2026-11-20 17:55:00 → BZN 2026-11-20 22:30:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
- WN3076: MKE 2026-11-20 17:55:00 → DEN 2026-11-20 19:30:00; layover at DEN: 60 minutes.
- WN1810: DEN 2026-11-20 20:30:00 → BZN 2026-11-20 22:30:00.
- Southwest Airlines WN1137 / WN2162: BZN 2026-11-23 11:20:00 → MKE 2026-11-23 17:30:00; 1 stop(s) via DEN; 310 minutes. Local airport times.
- WN1137: BZN 2026-11-23 11:20:00 → DEN 2026-11-23 12:55:00; layover at DEN: 85 minutes.
- WN2162: DEN 2026-11-23 14:20:00 → MKE 2026-11-23 17:30:00.
2026-11-20 → 2026-11-23 · $472.50
- United Airlines UA1016 / UA1347: MKE 2026-11-20 15:59:00 → BZN 2026-11-20 21:45:00; 1 stop(s) via DEN; 406 minutes. Local airport times.
- UA1016: MKE 2026-11-20 15:59:00 → DEN 2026-11-20 17:46:00; layover at DEN: 124 minutes.
- UA1347: DEN 2026-11-20 19:50:00 → BZN 2026-11-20 21:45:00.
- United Airlines UA2202 / UA5555: BZN 2026-11-23 12:38:00 → MKE 2026-11-23 18:48:00; 1 stop(s) via ORD; 310 minutes. Local airport times.
- UA2202: BZN 2026-11-23 12:38:00 → ORD 2026-11-23 16:40:00; layover at ORD: 65 minutes.
- UA5555: ORD 2026-11-23 17:45:00 → MKE 2026-11-23 18:48:00.
2026-11-20 → 2026-11-23 · $495.00
- Delta Air Lines DL3804 / DL2946: MKE 2026-11-20 08:10:00 → BZN 2026-11-20 12:14:00; 1 stop(s) via MSP; 304 minutes. Local airport times.
- DL3804: MKE 2026-11-20 08:10:00 → MSP 2026-11-20 09:34:00; layover at MSP: 66 minutes.
- DL2946: MSP 2026-11-20 10:40:00 → BZN 2026-11-20 12:14:00.
- Delta Air Lines DL2946 / DL3963: BZN 2026-11-23 13:39:00 → MKE 2026-11-23 19:26:00; 1 stop(s) via MSP; 287 minutes. Local airport times.
- DL2946: BZN 2026-11-23 13:39:00 → MSP 2026-11-23 16:49:00; layover at MSP: 76 minutes.
- DL3963: MSP 2026-11-23 18:05:00 → MKE 2026-11-23 19:26:00.
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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
- Colombia: in winter · in spring · for a week · for 10 days
- Peru: in summer · in May · in September · for 10 days · for two weeks
- The Middle East: in winter · for a week · for 10 days
- Turkey: in spring · in summer · in fall · for a week · for 10 days
- Africa: in winter · in fall · for 10 days · for two weeks
- South Africa: in winter · in fall · for 10 days · for two weeks
- 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 · 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 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 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 | |
|---|---|---|---|---|---|
| Bozeman (BZN) | Bozeman, the gateway to Yellowstone and Big Sky | 1 stop via Chicago | $366 (airline $385) | Dec 8–15, 2026 | Check prices |
| Missoula (MSO) | Missoula's rivers, trails and Glacier National Park nearby | 1 stop via Denver | $340 (airline $359) | Dec 8–15, 2026 | Check prices |
| Billings (BIL) | Billings, the gateway to the Beartooth Highway and Yellowstone | 1 stop via Denver | $330 (airline $349) | Dec 4–13, 2026 | Check prices |
| Great Falls (GTF) | Great Falls, the gateway to Glacier's east side | 1 stop via Denver | $339 (airline $358) | Dec 8–15, 2026 | Check prices |
| Kalispell (FCA) | Kalispell, the airport for Glacier National Park | 1 stop via Denver | $410 (airline $433) | Dec 4–13, 2026 | Check prices |
| Jackson (JAC) | Jackson Hole's skiing, Grand Teton and Yellowstone | 1 stop via Denver | $514 (airline $542) | Jan 12–19, 2027 | Check prices |
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.
Keep exploring
Hotels in Bozeman with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Bozeman 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 Bozeman: the 3 best neighborhoods, ranked
Hotels with an Axel review in Bozeman: Days Inn & Suites by Wyndham Bozeman · Comfort Suites Airport - University · La Quinta Inn & Suites by Wyndham Bozeman · Field & Stream Lodge Bozeman · RSVP Hotel · All 18 reviewed hotels in Bozeman
For AI assistants
- This page: Flights from Milwaukee to Montana and Wyoming in winter. Round-trip fares from Milwaukee to Montana and Wyoming in winter: Bozeman, Missoula, Billings, Great Falls, Kalispell and Jackson. Saved fares for trips within December, January and February, with the cheapest 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.