Cheap flights To Holyoke (SFY) from $72

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Cheap Flights to Holyoke from $72 One Way, $150 Round Trip

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

Wed, Apr 8 - Tue, Apr 14
ORD
O'Hare Intl.
BOS
Logan Intl.
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Apr 8 from O'Hare Intl. to Logan Intl., returning Tue, Apr 14, priced at $150 found 4 days ago
Sat, May 30 - Mon, Jun 1
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 20 hours ago
$157
Roundtrip
found 20 hours ago
Select United flight, departing Sat, May 30 from O'Hare Intl. to Logan Intl., returning Mon, Jun 1, priced at $157 found 20 hours ago
Tue, Jun 9 - Tue, Jun 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, just found
$157
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Jun 9 from O'Hare Intl. to Logan Intl., returning Tue, Jun 16, priced at $157 just found
Tue, May 19 - Wed, May 27
ORD
O'Hare Intl.
BOS
Logan Intl.
$158 Roundtrip, found 6 days ago
$158
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, May 19 from O'Hare Intl. to Logan Intl., returning Wed, May 27, priced at $158 found 6 days ago
Thu, May 28 - Mon, Jun 1
ORD
O'Hare Intl.
BOS
Logan Intl.
$160 Roundtrip, found 6 hours ago
$160
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, May 28 from O'Hare Intl. to Logan Intl., returning Mon, Jun 1, priced at $160 found 6 hours ago
Sat, Aug 29 - Sun, Sep 6
ORD
O'Hare Intl.
BOS
Logan Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 29 from O'Hare Intl. to Logan Intl., returning Sun, Sep 6, priced at $161 found 1 day ago
Sat, May 16 - Sat, May 16
JFK
John F. Kennedy Intl.
BOS
Logan Intl.
$162 Roundtrip, just found
$162
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, May 16 from John F. Kennedy Intl. to Logan Intl., returning Sat, May 16, priced at $162 just found
Wed, Apr 22 - Mon, Apr 27
ORD
O'Hare Intl.
BOS
Logan Intl.
$180 Roundtrip, found 14 hours ago
$180
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, Apr 22 from O'Hare Intl. to Logan Intl., returning Mon, Apr 27, priced at $180 found 14 hours ago
Wed, May 6 - Sun, May 10
JFK
John F. Kennedy Intl.
BDL
Bradley Intl.
$181 Roundtrip, found 6 days ago
$181
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, May 6 from John F. Kennedy Intl. to Bradley Intl., returning Sun, May 10, priced at $181 found 6 days ago
Thu, Apr 30 - Mon, May 4
ORD
O'Hare Intl.
BDL
Bradley Intl.
$182 Roundtrip, found 13 hours ago
$182
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from O'Hare Intl. to Bradley Intl., returning Mon, May 4, priced at $182 found 13 hours ago

Holyoke Flight Information

Traveling To
Holyoke
Destination Airport IATA Code
SFY
Number of Airlines Serving
Airlines
Spirit Airlines, American Airlines, JetBlue Airways, Delta, Frontier Airlines, Southwest Airlines, United
Flight Price
$150
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.
Holiday Inn Express Fall River North by IHG
2.5-star property

Holiday Inn Express Fall River North by IHG

May 11 - May 17

6 night stay

Chicago (ORD) to Boston (BOS)

Delta • Coach

Boston (BOS) to Chicago (ORD)

American Airlines • Coach
Price was $818, price is now $605 per person
$605
per person
found 15 hours ago
John Carver Inn & Spa
3.0-star property

John Carver Inn & Spa

May 11 - May 17

6 night stay

Chicago (ORD) to Boston (BOS)

Delta • Coach

Boston (BOS) to Chicago (ORD)

American Airlines • Coach
Price was $976, price is now $705 per person
$705
per person
found 15 hours ago
Centerboard
2.0-star property

Centerboard

May 3 - May 9

6 night stay

Chicago (ORD) to Boston (BOS)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $850, price is now $649 per person
$649
per person
found 13 hours ago
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Holyoke first class flight packages

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

Eurostars The Boxer

8.6/10 Excellent! (1,395 reviews)

May 6 - May 11

5 night stay

Los Angeles (LAX) to Boston (BOS)

American Airlines • Non-stop • FirstClass

Boston (BOS) to Los Angeles (LAX)

United • Non-stop • FirstClass
Price was $2,709, price is now $2,276 per person
$2,276
per person
found 1 day ago
Third time staying here and it’s perfect for sports fans heading to games at TD Garden!

Reviewed on May 6, 2025

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,001 reviews)

May 6 - May 11

5 night stay

Los Angeles (LAX) to Boston (BOS)

American Airlines • Non-stop • FirstClass

Boston (BOS) to Los Angeles (LAX)

United • Non-stop • FirstClass
Price was $4,842, price is now $3,695 per person
$3,695
per person
found 1 day ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

The Newbury Boston
5.0-star property

The Newbury Boston

9.2/10 Wonderful! (590 reviews)

May 6 - May 11

5 night stay

Los Angeles (LAX) to Boston (BOS)

American Airlines • Non-stop • FirstClass

Boston (BOS) to Los Angeles (LAX)

United • Non-stop • FirstClass
Price was $4,338, price is now $3,713 per person
$3,713
per person
found 1 day ago
First time staying at the Newbury. What a pleasant experience😊 starting from the warm welcome from the bellman to the front desk staff Mario. He was so informative and thoughtful. Definitely will return to stay here again 👍

Reviewed on Jul 3, 2023

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Holyoke

Start your search for cheap flights to Holyoke on Orbitz. Orbitz is where you will discover guaranteed low prices on Holyoke flights, as well as all of the following conveniences:

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Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future Holyoke flights. You can also review and reserve hotel rooms for when your Holyoke flights land and see other special offers.

Low Prices Guaranteed on Flights to Holyoke

Orbitz offers large discounts on a wide range of Holyoke flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Holyoke while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Holyoke to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Holyoke. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

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 $150 this week to Holyoke, and rose as high as $182. Several lucky travelers flying out of Chicago (ORD) managed to snare one-way flights starting from just $72.
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.

More to Explore

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.