Southwest® flights to Boston starting at $64

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Popular flights to Boston on Southwest Airlines

$

Baltimore/Washington (BWI)to

Boston (BOS)
Depart: 01/01/2026
From
$127
Seen: 10 hrs ago
One-way
Basic

Chicago (Midway) (MDW)to

Boston (BOS)
Depart: 12/11/2025
From
$64
Seen: 12 hrs ago
One-way
Basic

Denver (DEN)to

Boston (BOS)
Depart: 12/25/2025
From
$119
Seen: 9 hrs ago
One-way
Basic

Nashville (BNA)to

Boston (BOS)
Depart: 12/25/2025
From
$89
Seen: 6 hrs ago
One-way
Basic

St. Louis (STL)to

Boston (BOS)
Depart: 01/04/2026
From
$241
Seen: 2 hrs ago
One-way
Basic

Dallas (Love Field) (DAL)to

Boston (BOS)
Depart: 12/25/2025
From
$139
Seen: 18 hrs ago
One-way
Basic

Houston (Hobby) (HOU)to

Boston (BOS)
Depart: 12/31/2025
From
$149
Seen: 10 hrs ago
One-way
Basic

Austin (AUS)to

Boston (BOS)
Depart: 12/25/2025
From
$109
Seen: 10 minutes ago
One-way
Basic

Orlando (MCO)to

Boston (BOS)
Depart: 12/18/2025
From
$114
Seen: 18 hrs ago
One-way
Basic

Kansas City (MCI)to

Boston (BOS)
Depart: 12/30/2025
From
$246
Seen: 22 hrs ago
One-way
Basic

Atlanta (ATL)to

Boston (BOS)
Depart: 12/25/2025
From
$104
Seen: 8 hrs ago
One-way
Basic

Phoenix (PHX)to

Boston (BOS)
Depart: 12/18/2025
From
$136
Seen: 17 hrs ago
One-way
Basic

Los Angeles (LAX)to

Boston (BOS)
Depart: 12/25/2025
From
$105
Seen: 10 hrs ago
One-way
Basic

Tampa (TPA)to

Boston (BOS)
Depart: 12/11/2025
From
$104
Seen: 8 hrs ago
One-way
Basic

Washington, D.C. (Reagan National) (DCA)to

Boston (BOS)
Depart: 12/30/2025
From
$227
Seen: 18 hrs ago
One-way
Basic

Chicago (O'Hare) (ORD)to

Boston (BOS)
Depart: 12/17/2025
From
$74
Seen: 9 hrs ago
One-way
Basic

San Antonio (SAT)to

Boston (BOS)
Depart: 12/30/2025
From
$220
Seen: 1 hour ago
One-way
Basic

Fort Lauderdale (FLL)to

Boston (BOS)
Depart: 12/25/2025
From
$109
Seen: 4 hrs ago
One-way
Basic

San Diego (SAN)to

Boston (BOS)
Depart: 12/18/2025
From
$167
Seen: 21 hrs ago
One-way
Basic

San Francisco (SFO)to

Boston (BOS)
Depart: 12/26/2025
From
$167
Seen: 7 hrs ago
One-way
Basic

*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

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Use our Low Fare Calendar to find the lowest fares on flights to Cancun available inside your travel window.

Find flights

Details about Logan International Airport

Boston airport
Airport code:
BOS
City:
Boston
State:
Massachusetts
Concourse:
Terminal B, Pier A
Gates:
Gates 31A-35
Airport-provided WiFi
Cities with weekly flights from BOS:
115†
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

$

Chicago (Midway) (MDW)to

Boston (BOS)
Depart: 12/12/2025

One-way

Basic

From
$64
Seen: 17 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 01/20/2026

One-way

Basic

From
$67
Seen: 21 hrs ago

Chicago (O'Hare) (ORD)to

Boston (BOS)
Depart: 12/16/2025

One-way

Basic

From
$74
Seen: 8 hrs ago

New Orleans (MSY)to

Boston (BOS)
Depart: 01/26/2026

One-way

Basic

From
$74
Seen: 23 hrs ago

Los Angeles (LAX)to

Boston (BOS)
Depart: 01/29/2026

One-way

Basic

From
$75
Seen: 22 hrs ago

Tampa (TPA)to

Boston (BOS)
Depart: 02/18/2026

One-way

Basic

From
$76
Seen: 18 hrs ago

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