Southwest® flights from Boston starting at $42
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Book flights from Boston with Southwest Airlines
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$
Boston (BOS)to
Chicago (Midway) (MDW)Depart: 01/20/2026
From
$42
Seen: 44 minutes ago
One-way
Basic
Boston (BOS)to
Nashville (BNA)Depart: 02/10/2026
From
$52
Seen: 1 hour ago
One-way
Basic
Boston (BOS)to
Baltimore/Washington (BWI)Depart: 01/28/2026
From
$57
Seen: 2 hrs ago
One-way
Basic
Boston (BOS)to
Austin (AUS)Depart: 02/11/2026
From
$58
Seen: 21 minutes ago
One-way
Basic
Boston (BOS)to
Raleigh/Durham (RDU)Depart: 01/06/2026
From
$60
Seen: 1 hour ago
One-way
Basic
Boston (BOS)to
New Orleans (MSY)Depart: 02/04/2026
From
$62
Seen: 47 minutes ago
One-way
Basic
Boston (BOS)to
Charleston (CHS)Depart: 02/17/2026
From
$62
Seen: 54 minutes ago
One-way
Basic
Boston (BOS)to
Los Angeles (LAX)Depart: 02/11/2026
From
$63
Seen: 2 hrs ago
One-way
Basic
Boston (BOS)to
Dallas (Love Field) (DAL)Depart: 01/28/2026
From
$63
Seen: 2 hrs ago
One-way
Basic
Boston (BOS)to
Atlanta (ATL)Depart: 02/18/2026
From
$65
Seen: 1 hour ago
One-way
Basic
Boston (BOS)to
Chicago (O'Hare) (ORD)Depart: 01/15/2026
From
$66
Seen: 2 hrs ago
One-way
Basic
Boston (BOS)to
Fort Lauderdale (FLL)Depart: 02/03/2026
From
$67
Seen: 2 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.
Traveling from Boston
Southwest Airlines proudly serves Logan International Airport.
Trade Boston Tea Party history for a new cultural experience and board a Southwest flight departing from Logan International Airport. Flying Southwest means you can temporarily give the Athens of America a break and experience America’s heartland, instead—or the West Coast, or the South, or any number of places on your bucket list! Whether you’ve had your fair share of this booming city and are eager to spend some time relaxing in a woodland cabin or a beach cabana, now is the time to make travel a priority. Southwest can help you reach your next adventure.
Love walking through Freedom Trail? Perhaps it is time to enjoy a promenade on new shores. Trade Atlantic waters for the Great Lakes and some much-deserved small-town hospitality. Explore the rivers and streams of a Western getaway while you hike or bike. Consider an escape from the Boston winter and pack your bathing suit for a destination that’s warm year-round. Now’s your chance to leave the day-to-day behind. You can count on Southwest to help you get away with a cheap flight.
Details about Logan International 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:
116†
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.
Popular Destinations from Boston
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From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| Boston (BOS) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 01/13/2026 | From $57 Seen: 1 hour ago | |
| Boston (BOS) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 01/20/2026 | From $42 Seen: 44 minutes ago | |
| Boston (BOS) | Nashville (BNA) | One-way / Basic | Depart: 02/10/2026 | From $52 Seen: 1 hour ago | |
| Boston (BOS) | Denver (DEN) | One-way / Basic | Depart: 02/24/2026 | From $67 Seen: 1 hour ago | |
| Boston (BOS) | Orlando (MCO) | One-way / Basic | Depart: 01/27/2026 | From $79 Seen: 11 hrs ago | |
| Boston (BOS) | St. Louis (STL) | One-way / Basic | Depart: 01/06/2026 | From $95 Seen: 30 minutes ago | |
| Boston (BOS) | Fort Lauderdale (FLL) | One-way / Basic | Depart: 01/07/2026 | From $67 Seen: 2 hrs ago | |
| Boston (BOS) | Tampa (TPA) | One-way / Basic | Depart: 02/10/2026 | From $70 Seen: 2 hrs ago |
*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.
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