Search Cheap Flights to
Hopkinton

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Hopkinton Flights as Low as $126

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

Spirit Airlines
Tue, Jul 29 - Wed, Aug 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$126 Roundtrip, found 3 days ago
$126
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $126 found 3 days ago
Spirit Airlines
Tue, Jul 29 - Wed, Aug 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $127 found 3 days ago
American Airlines
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
Delta
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
United
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
JetBlue Airways
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
Spirit Airlines
Wed, Sep 10 - Mon, Sep 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$139 Roundtrip, found 2 days ago
$139
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Logan Intl., returning Mon, Sep 15, priced at $139 found 2 days ago
Delta
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $139 found 1 day ago
American Airlines
Fri, Jul 11 - Wed, Jul 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Wed, Jul 16, priced at $141 found 1 day ago
United
Tue, Jul 29 - Wed, Aug 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jul 29 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $148 found 3 days ago
United
Wed, Sep 10 - Mon, Sep 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 10 from O'Hare Intl. to Logan Intl., returning Mon, Sep 15, priced at $150 found 2 days ago
Spirit Airlines
Sat, Jul 12 - Tue, Jul 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jul 12 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $152 found 2 days ago
American Airlines
Fri, Jul 11 - Wed, Jul 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Wed, Jul 16, priced at $152 found 1 day ago
Spirit Airlines
Fri, Aug 15 - Sat, Aug 16
CAE
Columbia Metropolitan
BOS
Logan Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Aug 15 from Columbia Metropolitan to Logan Intl., returning Sat, Aug 16, priced at $170 found 1 day ago
Frontier Airlines
Mon, Aug 4 - Thu, Aug 7
ORD
O'Hare Intl.
BOS
Logan Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 4 from O'Hare Intl. to Logan Intl., returning Thu, Aug 7, priced at $263 found 1 day ago
United
Thu, Aug 14 - Thu, Aug 21
DEC
Decatur
BOS
Logan Intl.
$324 Roundtrip, found 10 hours ago
$324
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Aug 14 from Decatur to Logan Intl., returning Thu, Aug 21, priced at $324 found 10 hours ago

Cheap Flights to Hopkinton

Fall in love at first flight with your vacation to Hopkinton by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Hopkinton on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Hopkinton, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Hopkinton

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Hopkinton with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ORH airport.

What is the cheapest month to fly to Hopkinton?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Hopkinton are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Hopkinton?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Hopkinton.

What airport is best to fly into Hopkinton?

When you’re planning your trip to Hopkinton, convenience is the name of the game. Luckily, Hopkinton Worcester Regional Airport is nearby so you can deplane and get going on checking off everything on your Hopkinton must-do list.

How much are flights to Hopkinton?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Hopkinton on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $126, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Hopkinton?

The trick to saving a stack of cash on your flight to Hopkinton? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $126 right now, why wait?

Hopkinton Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$125

Last Minute Hotel Deals in Hopkinton

Embassy Suites by Hilton Boston Waltham
Embassy Suites by Hilton Boston Waltham
3.5 out of 5
550 Winter Street, Waltham, MA
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,061 reviews)
"Very friendly when I called the front desk. Curtains in the room were torn and lamp shade had water damaged. They did offer to move me but I didn’t want to because I was right next door to my son and daughter in law. I think the cleaning staff should have a cleaning check list to turn in for each ..."

Reviewed on Jul 1, 2025

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Embassy Suites by Hilton Boston Waltham
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,854 reviews)
Really Comfortable
"Bed was very comfortable, room was large and very quiet, nice blackout shades, and a great breakfast! The only thing I didn't like was there were some obvious signs of wear in the room such as water stained ceiling."

Reviewed on Jul 2, 2025

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Four Points by Sheraton Boston Newton
Motel 6 Framingham, MA - Boston West
Motel 6 Framingham, MA - Boston West
2 out of 5
1668 Worcester Rd, Framingham, MA
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,009 reviews)
"Friendly staff, helpful"

Reviewed on Jun 28, 2025

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Motel 6 Framingham, MA - Boston West
enVision Hotel & Conference Center Mansfield-Foxboro
enVision Hotel & Conference Center Mansfield-Foxboro
2.5 out of 5
31 Hampshire St, Mansfield, MA
Book a stay at this business-friendly hotel in Mansfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7/10 Good! (1,001 reviews)
"It was very family friendly. The pool was clean. The rooms were clean."

Reviewed on Jun 29, 2025

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enVision Hotel & Conference Center Mansfield-Foxboro
DoubleTree by Hilton Hotel Boston - Westborough
DoubleTree by Hilton Hotel Boston - Westborough
4 out of 5
5400 Computer Dr, Westborough, MA
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
"I didn't like the idea that breakfast was not inclusive."

Reviewed on Jun 29, 2025

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DoubleTree by Hilton Hotel Boston - Westborough
Hampton Inn & Suites Boston/Waltham
Hampton Inn & Suites Boston/Waltham
2.5 out of 5
135 2nd Ave, Waltham, MA
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,228 reviews)
"Second time I’ve stayed here , would come back again , was going to Red Sox game and was able to get an upgraded room that was early for minimal price , staff friendly and very clean"

Reviewed on Jul 1, 2025

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Hampton Inn & Suites Boston/Waltham
Courtyard by Marriott Boston Marlborough
Courtyard by Marriott Boston Marlborough
3 out of 5
75 Felton St, Marlborough, MA
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,004 reviews)
"Liked"

Reviewed on Jun 29, 2025

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Courtyard by Marriott Boston Marlborough
Holiday Inn Boston - Dedham Hotel & Conference Center by IHG
Holiday Inn Boston - Dedham Hotel & Conference Center by IHG
3 out of 5
55 Ariadne Rd, Dedham, MA
Stay at this 3-star hotel in Dedham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (1,002 reviews)
"Not what I expected- noisy and there are lights around all night and the window shades didn’t make the room dark,"

Reviewed on Jul 2, 2025

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Holiday Inn Boston - Dedham Hotel & Conference Center by IHG
See all 771 properties in Hopkinton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.