$76 Cheap flight deals from Milwaukee (MKE) to Winter Park (DEN)

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This Weekend's Flight Deals from Milwaukee to Winter Park

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Feb 20 - Tue, Feb 24
MKE
General Mitchell Intl.
DEN
Denver Intl.
$274 Roundtrip, found 7 hours ago
$274
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Feb 20 from General Mitchell Intl. to Denver Intl., returning Tue, Feb 24, priced at $274 found 7 hours ago

Airfares from $76 One Way, $150 Round Trip from Milwaukee to Winter Park

Prices starting at $150 for return flights and $76 for one-way flights to Winter Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Mar 7 - Mon, Mar 9
MKE
Milwaukee
DEN
Denver
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Mar 7 from Milwaukee to Denver, returning Mon, Mar 9, priced at $150 found 5 days ago
Fri, Mar 6 - Fri, Mar 13
MKE
Milwaukee
DEN
Denver
$152 Roundtrip, found 3 hours ago
$152
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Mar 6 from Milwaukee to Denver, returning Fri, Mar 13, priced at $152 found 3 hours ago
Fri, Apr 24 - Mon, Apr 27
MKE
Milwaukee
DEN
Denver
$154 Roundtrip, just found
$154
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Apr 24 from Milwaukee to Denver, returning Mon, Apr 27, priced at $154 just found
Mon, Apr 13 - Mon, Apr 20
MKE
Milwaukee
DEN
Denver
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Milwaukee to Denver, returning Mon, Apr 20, priced at $156 found 2 days ago
Wed, May 13 - Wed, May 20
MKE
Milwaukee
DEN
Denver
$296 Roundtrip, found 2 days ago
$296
Roundtrip
found 2 days ago
Select United flight, departing Wed, May 13 from Milwaukee to Denver, returning Wed, May 20, priced at $296 found 2 days ago

Winter Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Denver Downtown by IHG
3.0-star property

Holiday Inn Express Denver Downtown by IHG

7/10 Good! (1,558 reviews)

Mar 18 - Mar 22

4 night stay

Milwaukee (MKE) to Denver (DEN)

Delta • Non-stop • Coach

Denver (DEN) to Milwaukee (MKE)

Frontier Airlines • Non-stop • Coach
Price was $878, price is now $619 per person
$619
per person
found 1 day ago
Breakfast was ok.the bacon was burnt. Eggs were cool

Reviewed on Dec 22, 2025

Manor Vail Lodge
4.5-star property

Manor Vail Lodge

9.6/10 Exceptional! (714 reviews)

Apr 10 - Apr 15

5 night stay

Milwaukee (MKE) to Denver (DEN)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,370, price is now $1,042 per person
$1,042
per person
found 1 hour ago
5 stars for a great location, extremely clean facility, friendly staff, spacious 1 bedroom unit, bar & grill on site and complimentary hot/cold breakfast & hot chocolate and cookies after skiing. Located on the east end of Vail, it's perfectly situated if you want to be walking distance to the Village and the Ski School. Free bus shuttle into the village & lionshead if you don't want to walk and very simple to navigate. Lionshead is approx 1.5 miles. Complimentary ski valet at the base of Golden Peak. A great location for easily accessing the back bowls at the Vail ski resort. We stayed in LionsHead last trip and it took some effort to get in the back area of the mountain. The complimentary breakfast buffet from 7-9am was fantastic-included an omelet station along with 4-5 buffet trays that had take out options if you didn't want to dine in. 4 stars for my 1 bedroom condo (081) which was in the basement facing the back creek in a building where the only elevator getting downstairs was broken. (not a platinum or diamond level if you care). Location within complex made up for it as it was steps from the Riva Bahn lift and close to pool/hot tub. Comfy bed, great shower but bathroom tight considering the size of the unit. Even though its a condo, there are hotel like qualities - daily garbage removal-fresh towels-bed making. Service was great and the cleaning crew was nice! Manor Lodge pays attention to the small details, we would stay again for sure!

Reviewed on Feb 17, 2025

Laurelwood Condominiums
3.0-star property

Laurelwood Condominiums

9.2/10 Wonderful! (1,425 reviews)

Mar 27 - Mar 30

3 night stay

Milwaukee (MKE) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,139, price is now $831 per person
$831
per person
found 4 hours ago
Close to skiing,nice access

Reviewed on Dec 12, 2025

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More About Flying To Winter Park from Milwaukee

Route Information for Flights from Milwaukee to Winter Park

Origin Airport IATA Code
MKE
Destination Airport IATA Code
DEN
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Milwaukee to Winter Park

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.