$44 Cheap flight deals from Detroit (DTT) to Gloucester (BOS)

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This Weekend's Flight Deals from Detroit to Gloucester

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.

Sat, Jun 7 - Thu, Jun 12
DTW
Detroit Metropolitan Wayne County
BOS
Logan Intl.
$194 Roundtrip, found 1 hour ago
$194
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jun 7 from Detroit Metropolitan Wayne County to Logan Intl., returning Thu, Jun 12, priced at $194 found 1 hour ago
Sun, Jun 8 - Wed, Jun 11
FNT
Bishop Intl.
BOS
Logan Intl.
$320 Roundtrip, found 4 days ago
$320
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Jun 8 from Bishop Intl. to Logan Intl., returning Wed, Jun 11, priced at $320 found 4 days ago

Airfares from $44 One Way, $87 Round Trip from Detroit to Gloucester

Prices starting at $87 for return flights and $44 for one-way flights to Gloucester 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, Jun 14 - Tue, Jun 17
DTW
Detroit
BOS
Boston
$87 Roundtrip, found 1 hour ago
$87
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jun 14 from Detroit to Boston, returning Tue, Jun 17, priced at $87 found 1 hour ago
Tue, Jun 17 - Tue, Jun 24
DTW
Detroit
BOS
Boston
$95 Roundtrip, just found
$95
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jun 17 from Detroit to Boston, returning Tue, Jun 24, priced at $95 just found
Fri, Jul 18 - Mon, Jul 21
DTW
Detroit
BOS
Boston
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jul 18 from Detroit to Boston, returning Mon, Jul 21, priced at $102 just found
Sat, Aug 23 - Sat, Aug 30
DTW
Detroit
BOS
Boston
$105 Roundtrip, found 22 hours ago
$105
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Sat, Aug 23 from Detroit to Boston, returning Sat, Aug 30, priced at $105 found 22 hours ago
Thu, Sep 11 - Sun, Sep 14
DTW
Detroit
BOS
Boston
$161 Roundtrip, found 7 hours ago
$161
Roundtrip
found 7 hours ago
Select United flight, departing Thu, Sep 11 from Detroit to Boston, returning Sun, Sep 14, priced at $161 found 7 hours ago

Gloucester economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort
3.0-star property

Holly Tree Resort

9/10 Wonderful! (342 reviews)

Jul 6 - Jul 11

5 night stay

Detroit (DTW) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 18 hours ago
good value for money

Reviewed on Oct 21, 2022

Sea Mist Resort
3.0-star property

Sea Mist Resort

8.8/10 Excellent! (123 reviews)

Jul 6 - Jul 11

5 night stay

Detroit (DTW) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 18 hours ago
I liked having 2 floors as it was a townhouse. Having an equipped kitchen and 2 baths was really a nice convenience for a family of 4. Plenty of closet space and a slider out to the back area where you can sit outside and also use their grills. The place does need updating. It is clearly showing wear. The furnishings and amenities like the TV's are out of date. Regardless, we enjoyed our stay and would stay again.

Reviewed on Dec 12, 2024

Ocean Club on Smuggler's Beach
2.5-star property

Ocean Club on Smuggler's Beach

9.2/10 Wonderful! (1,008 reviews)

Jul 6 - Jul 11

5 night stay

Detroit (DTW) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 18 hours ago
Beautiful hotel by the beach! You can see the sea from the pool. The room is nice, it looks like it was recently renovated. We stayed from 04/20 to 04/21/2025.I am taking a star off because the maid was EXTREMELY RUDE! I thought that the check out time was at 11:00AM, so we stayed in the pool until 10:30AM. On the way back to the room the maid asked me if we were from room #50 and when I confirmed she made a rude comment saying that the check out time was at 10:00AM. I apologized and told her that we were going to leave soon. When we were leaving she started to argue with my husband, once again saying that we were supposed to leave by 10AM and that was not her job to put a VCR tape(we got the tape the night before to watch with the kids) back in the gym. My husband once again said that he did know about the check out time and offered her to pay for the extra hour that we stayed in the room. I informed the hotel manager about the incident, She apologized, told me that was not the maid’s job to tell us the check out time or act rude with us! The manager was super nice.

Reviewed on Apr 21, 2025

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Gloucester first class flight packages

Price found within the past 48 hours. Click for updated prices.
Aloft by Marriott, Boston Seaport District
3.0-star property

Aloft by Marriott, Boston Seaport District

9/10 Wonderful! (1,227 reviews)

Jul 24 - Jul 28

4 night stay

Detroit (DTW) to Boston (BOS)

United • Non-stop • FirstClass

Boston (BOS) to Detroit (DTW)

American Airlines • Non-stop • FirstClass
per person
found 1 day ago
Clean stay with comfortable beds . Lounge/bar had a great atmosphere with trivia. The walls were thin and we could hear the neighbors and the city but that didn’t bother us. Would stay again.

Reviewed on Feb 16, 2025

The Row Hotel at Assembly Row, Autograph Collection
4.0-star property

The Row Hotel at Assembly Row, Autograph Collection

9.4/10 Exceptional! (1,007 reviews)

Jul 24 - Jul 28

4 night stay

Detroit (DTW) to Boston (BOS)

United • Non-stop • FirstClass

Boston (BOS) to Detroit (DTW)

American Airlines • Non-stop • FirstClass
per person
found 1 day ago
cute hotel and so convenient.

Reviewed on Feb 9, 2025

AC Hotel by Marriott Boston North
3.5-star property

AC Hotel by Marriott Boston North

9/10 Wonderful! (1,000 reviews)

Jul 24 - Jul 28

4 night stay

Detroit (DTW) to Boston (BOS)

United • Non-stop • FirstClass

Boston (BOS) to Detroit (DTW)

American Airlines • Non-stop • FirstClass
per person
found 1 day ago
It was a great stay! We will book again!

Reviewed on Sep 16, 2024

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More About Flying To Gloucester from Detroit

Route Information for Flights from Detroit to Gloucester

Origin Airport IATA Code
DTT
Destination Airport IATA Code
BOS
Distance
629 mi
Direct Flight Airlines
KLM, Qatar Airways, JAL, Icelandair, Aer Lingus, Air France, Delta Air Lines, Aeromexico, Etihad Airways, JetBlue, Turkish Airlines, SAS, ITA Airways, Hawaiian Airlines, Korean Air, WestJet, TAP Air Portugal, Virgin Atlantic, British Airways
Earliest Flight Arrival
1:08PM UTC
Latest Flight Arrival
3:11AM UTC

Detroit to Gloucester

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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.