Chicago

Southwest Airlines Offers 72-Hour Sale With Round-Trip Fares Below $100

Got the travel itch? Now might be a good time to scratch it. 

Southwest Airlines' bi-annual major fare sale is back, bringing round-trip fares to several locations for below $100. 

Flights begin at $49 each way for the airline company's shortest routes, and go up to $129 each for longer flights. 

The sale began Tuesday morning and ends on Thursday at 11:59 p.m. (local time). 

It includes domestic flights from Oct. 31 through Dec. 19 and Jan. 3 through Feb. 14. In addition, travel to and from San Juan, Puerto Rico will be offered from Oct. 31 through Dec. 7 and Jan. 16 through March 1. International flights must be booked between Oct. 31 and Dec. 13 and Jan. 10 through March 2. 

Some dates are "blacked out" for travel, however, and flights on Fridays and Sundays are not included. 

Here's a look at the flights from Midway Airport:

  • to Albany, NY one-way starting at $ 99
  • to Atlanta, GA one-way starting at $79
  • to Austin, TX one-way starting at $94
  • to Baltimore/Washington, MD one-way starting at $79
  • to Birmingham, AL one-way starting at $99
  • to Boston Logan, MA one-way starting at $79
  • to Buffalo/Niagara, NY one-way starting at $59
  • to Cancun, Mexico one-way starting at $189
  • to Charleston, SC one-way starting at $79
  • to Charlotte, NC one-way starting at $99
  • to Cincinnati, OH one-way starting at $49
  • to Cleveland, OH one-way starting at $49
  • to Columbus, OH one-way starting at$49
  • to Dallas (Love Field), TX one-way starting at $99
  • to Detroit, MI one-way starting at $49
  • to Flint, MI one-way starting at $49
  • to Grand Rapids, MI one-way starting at $49
  • to Hartford, CT one-way starting at $99
  • to Houston (Hobby), TX one-way starting at $99
  • to Indianapolis, IN one-way starting at $49
  • to Jacksonville, FL one-way starting at $99
  • to Kansas City, MO one-way starting at $49
  • to Louisville, KY one-way starting at $49
  • to Manchester, NH one-way starting at $79
  • to Memphis, TN one-way starting at $49
  • to Minneapolis/St. Paul, MN one-way starting at $49
  • to Nashville, TN one-way starting at$79
  • to New Orleans, LA one-way starting at $79
  • to New York/Newark, NJ one-way starting at $64
  • to Norfolk, VA one-way starting at $94
  • to Oakland, CA one-way starting at $122
  • to Oklahoma City, OK one-way starting at $79
  • to Omaha, NE one-way starting at $49
  • to Philadelphia, PA one-way starting at $99
  • to Phoenix, AZ one-way starting at $114
  • to Pittsburgh, PA one-way starting at $49
  • to Portland, OR one-way starting at $129
  • to Providence, RI one-way starting at $79
  • to Punta Cana, DO one-way starting at $199
  • to Raleigh/Durham, NC one-way starting at $99
  • to Sacramento, CA one-way starting at $121
  • to San Antonio, TX one-way starting at $99
  • to San Diego, CA one-way starting at $149
  • to San Francisco, CA one-way starting at $129
  • to San Jose, CA one-way starting at $129
  • to Seattle/Tacoma, WA one-way starting at $129
  • to St. Louis, MO one-way starting at $49
  • to Washington (Reagan National), DCone-way starting at $79
Contact Us