Cheap Flights To Massachusetts

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Massachusetts Flights as Low as $91

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, Sep 27 - Wed, Oct 1
ORD
O'Hare Intl.
BOS
Logan Intl.
$91 Roundtrip, found 11 hours ago
$91
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Sat, Sep 27 from O'Hare Intl. to Logan Intl., returning Wed, Oct 1, priced at $91 found 11 hours ago
JetBlue Airways
Fri, Sep 26 - Wed, Oct 1
ORD
O'Hare Intl.
BOS
Logan Intl.
$98 Roundtrip, found 11 hours ago
$98
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Fri, Sep 26 from O'Hare Intl. to Logan Intl., returning Wed, Oct 1, priced at $98 found 11 hours ago
United
Fri, Sep 26 - Mon, Sep 29
ORD
O'Hare Intl.
BOS
Logan Intl.
$98 Roundtrip, found 14 hours ago
$98
Roundtrip
found 14 hours ago
Select United flight, departing Fri, Sep 26 from O'Hare Intl. to Logan Intl., returning Mon, Sep 29, priced at $98 found 14 hours ago
JetBlue Airways
Fri, Sep 26 - Sun, Oct 5
ORD
O'Hare Intl.
BOS
Logan Intl.
$105 Roundtrip, found 11 hours ago
$105
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Fri, Sep 26 from O'Hare Intl. to Logan Intl., returning Sun, Oct 5, priced at $105 found 11 hours ago
American Airlines
Sun, Sep 28 - Fri, Oct 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$105 Roundtrip, found 8 hours ago
$105
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sun, Sep 28 from O'Hare Intl. to Logan Intl., returning Fri, Oct 3, priced at $105 found 8 hours ago
JetBlue Airways
Wed, Oct 15 - Mon, Oct 20
ORD
O'Hare Intl.
BOS
Logan Intl.
$114 Roundtrip, found 9 hours ago
$114
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $114 found 9 hours ago
Delta
Wed, Oct 15 - Mon, Oct 20
ORD
O'Hare Intl.
BOS
Logan Intl.
$127 Roundtrip, found 9 hours ago
$127
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $127 found 9 hours ago
Spirit Airlines
Wed, Oct 15 - Mon, Oct 20
ORD
O'Hare Intl.
BOS
Logan Intl.
$139 Roundtrip, found 9 hours ago
$139
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $139 found 9 hours ago

Massachusetts Flights

For seniors in search of the best deals on airfares, AARP Travel Center Powered by Expedia features low-cost flights in Massachusetts. Right here you may enter your expected travel dates to browse through the selection of cheap flights for seniors in Massachusetts. The search engine presents a variety of low-cost plane tickets, airline carriers, and travel times to ensure the Massachusetts AARP Travel Center flights suit your travel needs and preferences. And on top of affordable airline tickets, AARP members also enjoy no additional booking fees when you book your Massachusetts senior flights on AARP Travel Center Powered by Expedia. These senior flights to or from Massachusetts allow you to jet set without breaking the bank.