*Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.
Visit Boston
Don’t Miss These Top Boston Attractions
Freedom Trail: Walk among 16 historical sites that tell the story of the American Revolution
Museum of Fine Arts: Explore a vast collection of art from ancient to contemporary periods
Fenway Park: Take a tour and catch a game at the historic home of the Boston Red Sox
Top Things to Do in Boston
Freedom Trail: Discover historic landmarks like Paul Revere’s House and Old North Church
Museum of Fine Arts: Enjoy exhibitions, art classes, and special events
Boston Common: Stroll the oldest public park in the U.S., perfect for picnics and walking tours
Must-Try Foods in Boston
Clam Chowder: Sample the city’s famous creamy seafood soup
Boston Cream Pie: Indulge in this iconic dessert at local bakeries
Lobster Roll: Fresh, buttery lobster pulled from the Atlantic and served in a toasted roll
Family-Friendly Activities in Boston
New England Aquarium: Meet marine animals and explore interactive exhibits
Boston Children’s Museum: Enjoy hands-on learning experiences for kids of all ages
USS Constitution Museum: Climb aboard the historic ship and dive into maritime history
Two happy travellers riding a scooter at sunset, promoting low-fare flights.
Got flexible travel plans?
Use our Low Fare Calendar to find the lowest fares on flights to Cancun available inside your travel window.
Cities with daily nonstop flights Monday through Friday from BOS:
7‡
Cities with daily nonstop flights Saturday through Sunday from BOS:
14§
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2025 and 10/31/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2025 and 10/31/2025.
Find cheap flights to Boston
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$
Fare Type Select...
Chicago (Midway) (MDW)to
Boston (BOS)
Depart: 04/04/2026
One-way
/
Basic
From
$46*
Seen: 19 minutes ago
Dallas (Love Field) (DAL)to
Boston (BOS)
Depart: 03/10/2026
One-way
/
Basic
From
$70*
Seen: 20 hrs ago
Chicago (O'Hare) (ORD)to
Boston (BOS)
Depart: 02/07/2026
One-way
/
Basic
From
$72*
Seen: 11 hrs ago
Denver (DEN)to
Boston (BOS)
Depart: 03/04/2026
One-way
/
Basic
From
$78*
Seen: 13 hrs ago
Nashville (BNA)to
Boston (BOS)
Depart: 03/10/2026
One-way
/
Basic
From
$79*
Seen: 22 hrs ago
Orlando (MCO)to
Boston (BOS)
Depart: 02/14/2026
One-way
/
Basic
From
$82*
Seen: 14 hrs ago
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