Cheap flights To Tewksbury (BOS) from $53
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Cheap Flights to Tewksbury from $53 One Way, $105 Round Trip
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
ORD
O'Hare Intl.
BOS
Logan Intl.
$105 Roundtrip, found 4 days ago
$105
Roundtrip
found 4 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$106 Roundtrip, found 4 days ago
$106
Roundtrip
found 4 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$107 Roundtrip, found 6 days ago
$107
Roundtrip
found 6 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$107 Roundtrip, found 6 days ago
$107
Roundtrip
found 6 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$115 Roundtrip, found 4 days ago
$115
Roundtrip
found 4 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
ORD
O'Hare Intl.
BOS
Logan Intl.
$121 Roundtrip, found 4 days ago
$121
Roundtrip
found 4 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$123 Roundtrip, found 2 hours ago
$123
Roundtrip
found 2 hours ago
Tewksbury Flight Information
Traveling To | Tewksbury |
|---|---|
Destination Airport IATA Code | BOS |
Number of Airlines Serving | |
Airlines | Spirit Airlines, Frontier Airlines, JetBlue Airways, American Airlines, United, Delta, Southwest Airlines |
Flight Price | $105 |
Earliest Departing Flight | |
Latest Departing Flight |
Book Your Flight & Hotel Together & Save
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- First Class Flight + Hotel Deals
Tewksbury economy flight packages
Price found within the past 48 hours. Click for updated prices.
Tewksbury premium economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
The Revolution Hotel
9/10 Wonderful! (2,241 reviews)
Feb 19 - Feb 22
3 night stay
Chicago (ORD) to Boston (BOS)
Delta • Roundtrip • PremiumEconomy
Price was $604, price is now $469 per person
$469
per person
found 23 hours ago
Great location, lovely and fun revolution-themed decor, friendly staff. Would definitely stay there again!
Reviewed on Dec 23, 2025
4.0-star property
The Whitney Hotel
9.6/10 Exceptional! (482 reviews)
Feb 19 - Feb 22
3 night stay
Chicago (ORD) to Boston (BOS)
Delta • Roundtrip • PremiumEconomy
Price was $1,051, price is now $807 per person
$807
per person
found 23 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
Tewksbury first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Whitney Hotel
9.6/10 Exceptional! (482 reviews)
Feb 12 - Feb 14
2 night stay
Houston (IAH) to Boston (BOS)
United • FirstClass
Boston (BOS) to Houston (IAH)
American Airlines • FirstClass
Price was $1,712, price is now $1,573 per person
$1,573
per person
found 1 day 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
4.0-star property
The Charles Hotel
9.4/10 Exceptional! (1,003 reviews)
Feb 12 - Feb 14
2 night stay
Houston (IAH) to Boston (BOS)
United • FirstClass
Boston (BOS) to Houston (IAH)
American Airlines • FirstClass
Price was $1,823, price is now $1,632 per person
$1,632
per person
found 1 day 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
5.0-star property
The Langham, Boston
9.6/10 Exceptional! (1,004 reviews)
Feb 12 - Feb 14
2 night stay
Houston (IAH) to Boston (BOS)
United • FirstClass
Boston (BOS) to Houston (IAH)
American Airlines • FirstClass
Price was $1,900, price is now $1,798 per person
$1,798
per person
found 1 day ago
No complaints , everything . I would go back again and again.
Reviewed on Jan 12, 2026
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.