Cheap flights To Holyoke (SFY) from $38

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Cheap Flights to Holyoke from $38 One Way, $95 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Dec 8 - Mon, Dec 15
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$95 Roundtrip, found 21 hours ago
$95
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Raleigh - Durham Intl. to Logan Intl., returning Mon, Dec 15, priced at $95 found 21 hours ago
Sat, Oct 11 - Mon, Oct 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$99 Roundtrip, found 5 days ago
$99
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Oct 11 from Orlando Intl. to Bradley Intl., returning Mon, Oct 20, priced at $99 found 5 days ago
Sat, Dec 6 - Sat, Dec 13
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 20 hours ago
$102
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, Dec 6 from Southwest Florida Intl. to Portsmouth Intl., returning Sat, Dec 13, priced at $102 found 20 hours ago
Thu, Dec 11 - Sun, Dec 14
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 11 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 14, priced at $102 found 1 day ago
Wed, Oct 22 - Sat, Oct 25
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 25, priced at $102 found 3 hours ago
Sat, Oct 4 - Sat, Oct 25
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Oct 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 25, priced at $106 found 2 days ago
Sat, Dec 6 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, just found
$107
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Dec 6 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $107 just found
Sat, Oct 18 - Sat, Oct 25
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 2 hours ago
$107
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Oct 18 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 25, priced at $107 found 2 hours ago
Wed, Oct 8 - Tue, Oct 21
MCO
Orlando Intl.
BOS
Logan Intl.
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Oct 8 from Orlando Intl. to Logan Intl., returning Tue, Oct 21, priced at $114 just found
Fri, Jan 16 - Mon, Jan 19
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$123 Roundtrip, found 22 hours ago
$123
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Jan 16 from Raleigh - Durham Intl. to Bradley Intl., returning Mon, Jan 19, priced at $123 found 22 hours ago

Holyoke Flight Information

Traveling To
Holyoke
Destination Airport IATA Code
SFY
Number of Airlines Serving
Airlines
Breeze Airways, Frontier Airlines, Spirit Airlines, JetBlue Airways
Flight Price
$95
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Holyoke economy flight packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston North Station
4.0-star property

citizenM Boston North Station

Oct 24 - Oct 27

3 night stay

Los Angeles (LAX) to Boston (BOS)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $984, price is now $737 per person
$737
per person
found 1 day ago
Raffles Boston
5.0-star property

Raffles Boston

Oct 24 - Oct 27

3 night stay

Los Angeles (LAX) to Boston (BOS)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,043, price is now $1,437 per person
$1,437
per person
found 1 day ago
Briar Barn Inn
3.5-star property

Briar Barn Inn

Oct 25 - Oct 31

6 night stay

Los Angeles (LAX) to Boston (BOS)

Spirit Airlines • Non-stop • Coach

Boston (BOS) to Los Angeles (LAX)

JetBlue Airways • Non-stop • Coach
Save 100% on your flight
Price was $1,513, price is now $1,143 per person
$1,143
per person
found 15 hours ago
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Holyoke premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston North Station
4.0-star property

citizenM Boston North Station

9.2/10 Wonderful! (3,784 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $1,118, price is now $870 per person
$870
per person
found 16 hours ago
The property itself was quite good. Standouts were the lobby area and the view from the room. Not-so-nice were the cubicle bathrooms that had minimal privacy and the extra soft beds (personal preference though I understand). Overall I would recommend but be aware the beds are very soft, the bathrooms aren't too private, and you need your mobile phone or an iPad to get the most out of the room controls. The staff was wonderful and the rooms were clean and quiet.

Reviewed on Sep 11, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.8/10 Exceptional! (160 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,177, price is now $1,570 per person
$1,570
per person
found 16 hours ago
Excellent services.

Reviewed on Dec 29, 2024

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,002 reviews)

Oct 24 - Oct 27

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,775, price is now $1,386 per person
$1,386
per person
found 16 hours ago
Was hoping for more.

Reviewed on Jul 31, 2025

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Holyoke first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel
4.0-star property

The Charles Hotel

9.4/10 Exceptional! (1,005 reviews)

Oct 27 - Oct 31

4 night stay

Tampa (TPA) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to Tampa (TPA)

American Airlines • FirstClass
Price was $2,053, price is now $1,666 per person
$1,666
per person
found 18 hours ago
Great Cambridge hotel. Close to T stop and great location in Harvard Square. Lobby is a great place to read or get some work done. Rooms very comfortable.

Reviewed on Mar 31, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.8/10 Exceptional! (160 reviews)

Oct 27 - Oct 31

4 night stay

Tampa (TPA) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to Tampa (TPA)

American Airlines • FirstClass
Save 100% on your flight
Price was $3,118, price is now $2,294 per person
$2,294
per person
found 18 hours ago
Excellent services.

Reviewed on Dec 29, 2024

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (457 reviews)

Oct 27 - Oct 31

4 night stay

Tampa (TPA) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to Tampa (TPA)

American Airlines • FirstClass
Price was $2,444, price is now $2,022 per person
$2,022
per person
found 18 hours ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

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Holyoke

Orbitz uses cutting edge mobile technology to help get you the best deals on Holyoke flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Holyoke Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Holyoke, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Holyoke can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Holyoke. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Holyoke to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Holyoke?
Book a ticket with one of the 20 airlines that fly in and out of Bradley Intl. Airport (BDL) and this glorious city will be yours to explore. Whenever you're looking to head off, you're bound to find a flight that matches your schedule. Check out these leading international carriers that'll get you to Holyoke:

  • Air Canada - 17 flights to Holyoke per month
  • JetBlue - 16 flights to Holyoke per month

What is the best airport to fly to in Holyoke?
Find yourself a rewarding flight deal to Bradley Intl. Airport (BDL). It's the main airport servicing this city and is situated around 20 miles south of the downtown area. Once you've walked out of arrivals, it won't be long before you're exploring the delights of Holyoke.
How much is a flight to Holyoke?
Fares for round-trip flights dropped as low as $95 this week to Holyoke, and rose as high as $123. Several lucky travelers flying out of Orlando (MCO) managed to snare one-way flights starting from just $38.
How to book the cheapest flight to Holyoke?
Picking up cheap flights to Holyoke is as easy as booking your ticket with Orbitz. But if you want to make sure you're walking away with the best flight deals around, here are a few tips worth following:

  • Consider departing from or arriving at alternative airports to save on your airfare. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list any available options.
  • Also, click on the 'Show flexible dates' link and you'll see the prices for days around your chosen departure. It's possible to score cheaper flight deals if your dates are flexible.
  • You can also hit the 'Show options' function to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • Once you've sorted out your travel dates, don't waste time booking your flight. Prices normally get more expensive as the departure date nears.
  • Make greater savings on your trip by bundling your flights, hotels and car rental into an Orbitz package deal. Your credit card will thank you.
  • If practical, avoid traveling in high seasons. Airfares surge during school breaks, summer and other vacation periods like Thanksgiving and Christmas.

How long is a flight to Holyoke?
Your point of origin, which airport you fly out of and whether you have a layover — flight times depend on lots of factors. But we've made life simple and compiled the average times for some of the most common routes to Holyoke:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 10 minutes
  • Orlando, FL (MCO-Orlando Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 39 minutes
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Bradley Intl. Airport (BDL) - 1 hour and 25 minutes

What is the best time to book a flight to Holyoke?
On average, the cheapest month to purchase a plane ticket is January. This is followed by February then August. When looking for a cheap flight to Holyoke, it's always good to be ready to book. Cheap deals emerge in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Holyoke?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase seats to Holyoke. The vacation of your dreams starts with a terrific flight deal!
What is the cheapest day of the week to fly to Holyoke?
If you're looking for cheap flights to Holyoke, leave earlier in the week. Orbitz data from 2020 shows Monday is the most affordable day to set off, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your budget a favor.
What is the cheapest month to fly to Holyoke?
Based on Orbitz data, you'll want to fly out in August. This is generally a great month to land cheap flights to Holyoke. Be aware that the most expensive time to get on a plane is in June.
Which airlines allow free cancellation?
If you're concerned your travel plans could change, Orbitz can help you lock in a flexible ticket. All you need to do is click on "Filter by flexible change policies" when searching for your Holyoke flights. We'll show you airlines that include free cancellation within 24 hours and no change fees — along with our famous low prices.
What do I need for the flight to Holyoke?
The secret to a successful flight is preparation. Here are some useful tips to help you get ready for departure:

  • Your travel documents are the most important things you'll need to take with you on your flight. To avoid any problems during check-in, make sure that the personal info on your ticket matches your government-issued photo ID.
  • Make time fly by even faster on your short flight by packing the right things. Think a water bottle, snacks and entertainment. If you want your trip to Holyoke to pass quietly, toss some headphones or earplugs in your carry-on bag as well.
  • It can get cold on the plane. If you'd prefer not to shiver your way through the flight, wear another layer of clothing.

How many direct flights are there to Holyoke?
There are 175 direct flights every month to Holyoke. When it comes to airlines that will fly you there, you've got loads of choice. American Airlines, Delta Air Lines and Southwest Airlines are among the most popular. United Airlines, JetBlue Airways and Spirit Airlines are some other reputable carriers offering nonstop services.
How do I get cheap first-class/business deals to Holyoke?
If you think a first or business-class fare is out of your price range, you may want to think again. Here are a few practical tips to help you nab a premium flight to Holyoke for less:

  • Flexibility is everything. By being open to different travel dates, you'll have a better chance of picking up a deal on first or business-class airfares.
  • A lot of low-cost carriers have excellent business-class seating without the hefty fees.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket with frequent flyer loyalty programs.

How to get into Holyoke from the airport?
Driving is a great option. Payless, Budget and Alamo are three car rental agencies located at Bradley Intl. Airport (BDL). After picking up a Bradley Intl. Airport (BDL) car rental, you can head directly from BDL airport to downtown Holyoke, approximately 20 miles to the north. Or, if you'd prefer to rent a ride from the city center, have a look through our Holyoke car rentals.
What is the best time to go to Holyoke?
Travelers come from every direction to go to Holyoke in February, March and April. So if you want to discover this fabulous destination in the tourist season, this is the best time to go. Like most places in the Northern Hemisphere, the summer starts June 20 in Holyoke, with average daily temperatures fluctuating between 55 ºF and 80 ºF.

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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.