Cheap flights from Chicago MDW
Showing you the latest cheap flights deals for Chicago (MDW) sourced from all around the web. Let's get ready to travel.
Want to see other airports ?October 26, 2021 ![]()
SUMMER: Chicago to Cartagena, Colombia for only $395 roundtrip
Secret Flying
October 25, 2021 ![]()
Chicago to Malaga, Spain for only $329 roundtrip
Secret Flying
October 25, 2021 ![]()
American: Chicago – Cancun, Mexico. $160 (Basic Economy) / $180 (Regular Economy). Roundtrip, including all Taxes
Flight Deals – The Flight Deal
October 25, 2021 ![]()
SUMMER: Chicago to Bogota, Colombia for only $304 roundtrip
Secret Flying
October 24, 2021 ![]()
Non-stop from Chicago to Orlando, Florida (& vice versa) for only $97 roundtrip
Secret Flying
October 24, 2021 ![]()
Warsaw, Poland to Chicago, USA for only €271 roundtrip
Secret Flying
October 24, 2021 ![]()
American: Chicago – Las Vegas (and vice versa). $97. Roundtrip, including all Taxes
Flight Deals – The Flight Deal
October 23, 2021 ![]()
Chicago to Quito, Ecuador for only $315 roundtrip
Secret Flying
October 23, 2021 ![]()
SUMMER: Chicago to Lima, Peru for only $363 roundtrip
Secret Flying
October 23, 2021 ![]()
Non-stop from Chicago to Denver, Colorado (& vice versa) for only $97 roundtrip
Secret Flying
October 23, 2021 ![]()
Chicago or Austin to Cozumel, Mexico from only $196 roundtrip
Secret Flying
October 23, 2021 ![]()
American: Chicago – Denver (and vice versa). $97. Roundtrip, including all Taxes
Flight Deals – The Flight Deal