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 ?January 17, 2021 ![]()
Chicago to the US Virgin Islands for only $204 roundtrip
Secret Flying
January 17, 2021 ![]()
American: Chicago – Denver (and vice versa). $83 (Basic Economy) / $95 (Regular Economy). Roundtrip, including all Taxes
Flight Deals – The Flight Deal
January 16, 2021 ![]()
Non-stop from Chicago to Denver, Colorado (& vice versa) for only $83 roundtrip (Mar-May dates)
Secret Flying
January 16, 2021 ![]()
Air Canada: Chicago – Dubai, United Arab Emirates. $610. Roundtrip, including all Taxes
Flight Deals – The Flight Deal
January 16, 2021 ![]()
SUMMER: Chicago to Dubai, UAE for only $569 roundtrip
Secret Flying
January 15, 2021 ![]()
American: Chicago – San Diego (and vice versa). $83 (Basic Economy) / $89 (Regular Economy). Roundtrip, including all Taxes
Flight Deals – The Flight Deal
January 15, 2021 ![]()
Chicago to Phoenix or Vice Versa $83 RT Nonstop Airfares on United Airlines BE (Spring Travel February - May 2021)
Slickdeals
January 15, 2021 ![]()
Chicago to San Diego or Vice Versa $83 RT Nonstop Airfares on United Airlines BE (Spring Travel February - May 2021)
Slickdeals
January 15, 2021 $83
Chicago to New Orleans or Vice Versa $83 RT Nonstop Airfares on United Airlines BE (Travel February - April 2021)
Slickdeals
January 15, 2021 ![]()
Non-stop from Chicago to San Diego (& vice versa) for only $83 roundtrip (Jan-Apr dates)
Secret Flying
January 14, 2021 ![]()
American: Chicago – Punta Cana, Dominican Republic. $248. Roundtrip, including all Taxes
Flight Deals – The Flight Deal
January 14, 2021 ![]()
Non-stop from Chicago to Baltimore (& vice versa) for only $89 roundtrip (Mar-Apr dates)
Secret Flying