$89 Cheap flight deals from Boston (BOS) to Windsor (DEN)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Boston to Windsor
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.
PVD
T.F. Green
DEN
Denver Intl.
$397 Roundtrip, found 1 day ago
$397
Roundtrip
found 1 day ago
BOS
Logan Intl.
DEN
Denver Intl.
$403 Roundtrip, just found
$403
Roundtrip
just found
Airfares from $89 One Way, $191 Round Trip from Boston to Windsor
Prices starting at $191 for return flights and $89 for one-way flights to Windsor were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
BOS
Boston
DEN
Denver
$191 Roundtrip, found 2 hours ago
$191
Roundtrip
found 2 hours ago
BOS
Boston
DEN
Denver
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
BOS
Boston
DEN
Denver
$220 Roundtrip, found 2 hours ago
$220
Roundtrip
found 2 hours ago
BOS
Boston
DEN
Denver
$226 Roundtrip, just found
$226
Roundtrip
just found
BOS
Boston
DEN
Denver
$237 Roundtrip, found 2 hours ago
$237
Roundtrip
found 2 hours ago
Windsor economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
The Maven Hotel at Dairy Block
9.4/10 Exceptional! (1,133 reviews)
Oct 16 - Oct 19
3 night stay
Boston (BOS) to Denver (DEN)
Southwest Airlines • Coach
Denver (DEN) to Boston (BOS)
JetBlue Airways • Coach
Price was $787, price is now $563 per person
$563
per person
found 9 hours ago
This was the best place to stay! Super clean and very comfortable beds.Great service as well with friendly and helpful staff.
Reviewed on Aug 23, 2026
4.5-star property
The Rally Hotel at McGregor Square
9.6/10 Exceptional! (1,604 reviews)
Oct 16 - Oct 19
3 night stay
Boston (BOS) to Denver (DEN)
Southwest Airlines • Coach
Denver (DEN) to Boston (BOS)
JetBlue Airways • Coach
Save 100% on your flight
Price was $921, price is now $660 per person
$660
per person
found 9 hours ago
Me and my family stayed here and we had a blast. The pool was awesome and the hot tub was hot. The area around it was spectacular. And the ice cream came in helmet cups and it was free like fortnight.
Reviewed on Aug 24, 2026
4.5-star property
The Source Hotel
8.8/10 Excellent! (1,006 reviews)
Oct 9 - Oct 15
6 night stay
Boston (BOS) to Denver (DEN)
JetBlue Airways • Coach
Denver (DEN) to Boston (BOS)
American Airlines • Coach
Price was $1,309, price is now $951 per person
$951
per person
found 1 day ago
Great location when visiting the RiNo district.
Reviewed on Aug 22, 2026
Windsor packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
The Source Hotel
8.8/10 Excellent! (1,006 reviews)
Oct 9 - Oct 11
2 night stay
Boston (BOS) to Denver (DEN)
JetBlue Airways • Non-stop roundtrip • PremiumEconomy
Price was $1,080, price is now $936 per person
$936
per person
found 1 day ago
Great location when visiting the RiNo district.
Reviewed on Aug 22, 2026
4.5-star property
The Brown Palace Hotel and Spa, Autograph Collection
8.4/10 Very Good! (1,005 reviews)
Oct 9 - Oct 11
2 night stay
Boston (BOS) to Denver (DEN)
JetBlue Airways • Non-stop roundtrip • PremiumEconomy
Price was $1,080, price is now $957 per person
$957
per person
found 1 day ago
The staff and service was great. The air conditioning in our room didn't work. The rooms are old and not quiet. The bed wasn't very comfortable. Overall, it was nice, but not worth the price.
Reviewed on Aug 23, 2026
4.5-star property
Hotel Teatro
9/10 Wonderful! (1,398 reviews)
Oct 9 - Oct 11
2 night stay
Boston (BOS) to Denver (DEN)
JetBlue Airways • Non-stop roundtrip • PremiumEconomy
Price was $1,067, price is now $955 per person
$955
per person
found 1 day ago
The staff told me when I arrived that their policy is to let them know if you want your room cleaned. I told them immediately I did at noon daily. They never cleaned my room over a 3 night stay. I texted to ask them to do so and they said they acted as if I did not ask them to clean the room at check in and said they had only two cleaning people for the property. They never cleaned the room or got back to me.
They also have this confusing “tassel” instead of a standard card on the door that usually says “privacy”, “clean my room” etc. Apparently the tassel means privacy. It seems the confusion behind the tassel is part of their scheme to skimp on cleaning rooms.
Very disappointing and definitely not a luxury experience.
Reviewed on Aug 22, 2026
Windsor first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
The Brown Palace Hotel and Spa, Autograph Collection
8.4/10 Very Good! (1,005 reviews)
Oct 16 - Oct 18
2 night stay
Boston (BOS) to Denver (DEN)
American Airlines • Non-stop • FirstClass
Denver (DEN) to Boston (BOS)
United • Non-stop • FirstClass
Price was $1,257, price is now $1,141 per person
$1,141
per person
found 1 day ago
The staff and service was great. The air conditioning in our room didn't work. The rooms are old and not quiet. The bed wasn't very comfortable. Overall, it was nice, but not worth the price.
Reviewed on Aug 23, 2026
4.0-star property
Table Mountain Inn
9.4/10 Exceptional! (1,226 reviews)
Oct 16 - Oct 18
2 night stay
Boston (BOS) to Denver (DEN)
American Airlines • Non-stop • FirstClass
Denver (DEN) to Boston (BOS)
United • Non-stop • FirstClass
Price was $1,554, price is now $1,425 per person
$1,425
per person
found 1 day ago
4.5-star property
Hotel Teatro
9/10 Wonderful! (1,398 reviews)
Oct 16 - Oct 18
2 night stay
Boston (BOS) to Denver (DEN)
American Airlines • Non-stop • FirstClass
Denver (DEN) to Boston (BOS)
United • Non-stop • FirstClass
Price was $1,262, price is now $1,163 per person
$1,163
per person
found 1 day ago
The staff told me when I arrived that their policy is to let them know if you want your room cleaned. I told them immediately I did at noon daily. They never cleaned my room over a 3 night stay. I texted to ask them to do so and they said they acted as if I did not ask them to clean the room at check in and said they had only two cleaning people for the property. They never cleaned the room or got back to me.
They also have this confusing “tassel” instead of a standard card on the door that usually says “privacy”, “clean my room” etc. Apparently the tassel means privacy. It seems the confusion behind the tassel is part of their scheme to skimp on cleaning rooms.
Very disappointing and definitely not a luxury experience.
Reviewed on Aug 22, 2026
More About Flying To Windsor from Boston
Route Information for Flights from Boston to Windsor
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | DEN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Windsor
Rack up your savings with low-cost flights from Boston to Windsor with Orbitz On-the-Go. Orbitz On-the-Go offers mobile-only deals and cutting edge mobile tools to help you find bargain flights from Boston to Windsor.
Mobile-Only Deals on Boston to Windsor flights
Find guaranteed low prices on Boston to Windsor flights using Orbitz On-the-Go. You can book discount domestic flights from Boston to Windsor, and international tickets on Boston to Windsor flights using our mobile site and apps.
Free Alerts Are No Surprise
Not only will you find cheap tickets on flights from Boston to Windsor, but Orbitz free alerts will keep you up to speed on flight status, plus gate and baggage claim details. Receive instant updates via your choice of email, voice or text. Orbitz keeps you easily on task and on budget.
Share Itineraries on Flights from Boston to Windsor
Are you traveling for business, pleasure or a combination of both? Keep family, friends and business contacts posted on flight and gate info. Just use MyTrips for iPhone, Android and web phones like Blackberry and Windows.
Add Smiles to Your Miles with Sales and Deals on Boston to Windsor Flights
Travel planning is easy when you store your frequent flyer and loyalty program information on your Orbitz account. Then snag a low-fare air ticket on Boston to Windsor flights, and you’re done. No muss, no fuss. Your miles will fly by with Orbitz On-the-Go cutting edge mobile tools and guaranteed low prices.
Flights from Boston
- Boston to Orlando
- Boston to Los Angeles
- Boston to Chicago
- Boston to New York
- Boston to Miami
- Boston to London
- Boston to Atlanta
- Boston to Paris
- Boston to Toronto
- Boston to Houston
- Boston to Dallas
- Boston to Rome
- Boston to Montreal
- Boston to Madrid
- Boston to Detroit
- Boston to Buenos Aires
- Boston to São Paulo
- Boston to Beijing
- Boston to Kansas City
- Boston to Berlin
More Destinations
- Flights from Boston to Brighton
- Flights from Charlotte to Brighton
- Flights from Chicago to Brighton
- Flights from Detroit to Brighton
- Flights from Houston to Brighton
- Flights from Los Angeles to Brighton
- Flights from Miami to Brighton
- Flights from Minneapolis - St. Paul to Brighton
- Flights from Nashville to Brighton
- Flights from New York to Brighton
- Flights from Phoenix to Brighton
- Flights from Salt Lake City to Brighton
- Flights from Seattle to Brighton
- Flights from Washington to Brighton
- Flights from Hartford to Brighton
- Flights from Fort Lauderdale to Brighton
- Flights from Richmond to Brighton
- Flights from Tampa to Brighton
- Flights from Greenville - Spartanburg to Brighton
- Flights from Bozeman (BZN) to Fort Collins (FNL)
- Flights from Kearney (EAR) to Fort Collins (FNL)
- Flights from Fresno (FAT) to Fort Collins (FNL)
- Flights from Kalispell (FCA) to Fort Collins (FNL)
- Flights from Huntsville (HSV) to Fort Collins (FNL)
- Flights from Hays (HYS) to Fort Collins (FNL)
- Flights from Jackson Hole (JAC) to Fort Collins (FNL)
- Flights from Jamestown (JMS) to Fort Collins (FNL)
- Flights from Los Angeles (LAX) to Fort Collins (FNL)
- Flights from North Platte (LBF) to Fort Collins (FNL)
- Flights from Montrose (MTJ) to Fort Collins (FNL)
- Flights from Ontario (ONT) to Fort Collins (FNL)
- Flights from Norfolk (ORF) to Fort Collins (FNL)
- Flights from Portland (PDX) to Fort Collins (FNL)
- Flights from Palm Springs (PSP) to Fort Collins (FNL)
- Flights from Rapid City (RAP) to Fort Collins (FNL)
- Flights from Santa Fe (SAF) to Fort Collins (FNL)
- Flights from Seattle (SEA) to Fort Collins (FNL)
- Flights from Erie to Estes Park
- Flights from Evansville to Estes Park
- Flights from Helena to Estes Park
- Flights from Idaho Falls to Estes Park
- Flights from Anchorage to Estes Park
- Flights from Charlotte to Estes Park
- Flights from Las Vegas to Estes Park
- Flights from Memphis to Estes Park
- Flights from Montreal to Estes Park
- Flights from New Orleans to Estes Park
- Flights from Philadelphia to Estes Park
- Flights from Raleigh to Estes Park
- Flights from Salt Lake City to Estes Park
- Flights from San Francisco to Estes Park
- Flights from Durango to Estes Park
- Flights from Sacramento to Estes Park
- Flights from Muskegon to Estes Park
- Flights from Redding to Estes Park
- Flights from Amarillo to Estes Park
- Flights from Kalamazoo to Estes Park
- Flights from Richmond to Estes Park
- Flights from Santa Barbara to Estes Park
- Flights from Buffalo to Estes Park
- Flights from Little Rock to Estes Park
- Flights from Eugene to Estes Park
- Flights from Spokane to Estes Park
- Flights from Greensboro to Estes Park
- Flights from Akron to Estes Park
- Flights from Knoxville to Estes Park
- Flights from Mobile to Estes Park
- Flights from Tucson to Estes Park
- Flights from Fresno to Estes Park
- Flights from Pueblo to Estes Park
- Flights from Boise to Estes Park
- Flights from Baton Rouge to Estes Park
- Flights from Grand Rapids to Estes Park
- Flights from Biloxi to Estes Park
- Flights from Albany to Estes Park
- Flights from Savannah to Estes Park
- Flights from Bismarck to Estes Park
- Flights from Lubbock to Estes Park
- Flights from Bozeman to Estes Park
- Flights from Corpus Christi to Estes Park
- Flights from Greenville to Boulder
- Flights from Burlington to Boulder
- Flights from Albuquerque to Boulder
- Flights from Sarasota to Boulder
- Flights from Fort Myers to Boulder
- Flights from Shreveport to Boulder
- Flights from Albany to Boulder
- Flights from Hebron to Boulder
- Flights from Austin to Loveland
- Flights from Charlotte to Loveland
- Flights from Chicago to Loveland
- Flights from Detroit to Loveland
- Flights from Las Vegas to Loveland
- Flights from Los Angeles to Loveland
- Flights from Miami to Loveland
- Flights from Minneapolis - St. Paul to Loveland
- Flights from New York to Loveland
- Flights from Phoenix to Loveland
- Flights from San Antonio to Loveland
- Flights from Omaha to Loveland
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.