Travel
Southwest Offers Cheap Flights From Chicago
Southwest airlines is offering fares as low as $49 through Thursday, Sept. 12. Check out the deals from Chicago's Midway airport.

CHICAGO — Southwest airlines is offering one-way fares as low as $87 from Chicago Midway International airport through Thursday, Sept 12.
If you want to spend the fall and winter somewhere else, now is the perfect time to book a flight and save some serious coin in a Southwest airlines sale that offers one-way fares as low as $49. But you’ll have to book fares from YOUR CITY AIRPORT soon. The sale ends at 11:59 p.m. Pacific Time on Thursday, Sept. 12.
Southwest is offering cheap flights from Midway to the following destinations:
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- Detroit, starting at $87
- Aruba, starting at $224
- Boston, starting at $138
- Cancun, starting at $201
- Denver, starting at $111
- Fort Meyers, Florida, starting at $154
- New Orleans, starting at $163
- New York/Newark, NJ, starting at $95
- New York (LaGuardia), starting at $91
- San Antonio, starting at $143
- San Francisco, starting at $154
- Tampa, Florida, starting at $140
Seattle, starting at $181
The low fares apply to continental U.S. travel from Sept. 24 to March 4, 2020, in most areas. Exceptions are John Wayne Airport in Santa Ana, California, where travel must be completed from Jan. 7–March 4, 2020; inter-island travel in Hawaii; and travel to and from Puerto Rico. Fares do not apply to continental U.S. travel to and from the Hawaiian Islands.
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International flights must be taken from Sept. 24–Dec. 11, or from Jan. 7–March, 2020.
Some dates have been blacked out for continental U.S. travel around the Thanksgiving, Christmas and New Year’s holidays.
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