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.

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July 23, 2021
Chicago to Honolulu Oahu Hawaii or Vice Versa $468 RT NONSTOP Airfares on United Airlines BE (Travel August - November 2021)
Slickdeals
July 23, 2021
Chicago or Washington DC to Reykjavik, Iceland for only $248 roundtrip
Secret Flying
July 23, 2021
American: Chicago – West Palm Beach, Florida (and vice versa). $97. Roundtrip, including all Taxes
Flight Deals – The Flight Deal
July 23, 2021
Chicago to Tokyo, Japan for only $492 roundtrip
Secret Flying
July 23, 2021
Chicago to Dubai, UAE for only $575 roundtrip
Secret Flying
July 22, 2021
Air Canada: Chicago – Dubai, United Arab Emirates. $602. Roundtrip, including all Taxes
Flight Deals – The Flight Deal
July 22, 2021
Chicago to Hamburg, Germany for only $326 roundtrip
Secret Flying
July 21, 2021
Chicago to Moscow, Russia for only $329 roundtrip
Secret Flying
July 21, 2021
Chicago to Tokyo, Japan for only $510 roundtrip
Secret Flying
July 21, 2021
Chicago to San Juan Puerto Rico or Vice Versa $209 RT Nonstop Airfares on United Airlines BE (Travel January - February 2022)
Slickdeals
July 21, 2021
London, UK to Chicago, USA for only £234 roundtrip
Secret Flying
July 21, 2021
Air Canada: Chicago – Tokyo, Japan. $500. Roundtrip, including all Taxes
Flight Deals – The Flight Deal
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