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[2751 Deals were found in chicago]

Random (maybe expired) Sponsored Flight Deal

  Cheap flights from Chicago & New York to Hawaii from $372
  Southwest: Chicago – Honolulu, Hawaii (and vice versa) $379. Roundtrip, including all Taxes
  Southwest: Chicago – Kona, Hawaii (and vice versa) $375. Roundtrip, including all Taxes
  Southwest: Chicago – Maui, Hawaii (and vice versa). $380. Roundtrip, including all Taxes
  Southwest: Chicago – Kauai, Hawaii (and vice versa). $375. Roundtrip, including all Taxes
  Summer! Cheap non-stop flights from Chicago to Cancun from $209
  Copa: Chicago – Bogota, Colombia. $331 (Basic Economy / $411 (Regular Economy). Roundtrip, including all Taxes
  Alaska Air: Chicago – Fairbanks, Alaska (and vice versa). $352 (Basic Economy) / $412 (Regular Economy). Roundtrip, including all Taxes
  Summer! Cheap non-stop flights from Chicago to Punta Cana, Dominican Republic from $299
  United: Chicago – Paris, France. $545 (Basic Economy) / $715 (Regular Economy). Roundtrip, including all Taxes
  Direct flights from Dublin to CHICAGO for €347
  American: Chicago – Cartagena, Colombia. $360 (Basic Economy) / $450 (Regular Economy). Roundtrip, including all Taxes
  American: Chicago – New Delhi, India. $662. Roundtrip, including all Taxes
  Non-stop from Chicago to San Juan, Puerto Rico for only $256 roundtrip (Oct-Mar dates)
  🔥 Non-stop from Chicago to Las Vegas (& vice versa) for only $96 roundtrip (Oct-Nov dates)
  American: Chicago – San Juan, Puerto Rico. $256 (Basic Economy) / $286 (Regular Economy). Roundtrip, including all Taxes
  Qatar Airways: Chicago – Da Nang, Vietnam. $643. Roundtrip, including all Taxes
  🔥 US cities to Lima, Peru from only $178 roundtrip (Oct-Jun dates)
  🔥 US cities to Cartagena, Colombia from only $158 roundtrip (Dec-Jan dates)
  Non-stop from Chicago to Tampa, Florida (& vice versa) for only $70 roundtrip (Sep-Oct dates)
  Non-stop from Chicago to New Orleans (& vice versa) for only $70 roundtrip (Oct-Feb dates)
  Non-stop from Chicago to Austin, Texas (& vice versa) for only $70 roundtrip (Oct-Feb dates)
  XMAS & NEW YEAR: Non-stop from Chicago to Philadelphia (& vice versa) for only $70 roundtrip (Oct-Feb dates)
  The Shorthaul – American: Philadelphia – Chicago (and vice versa). $70 (Basic Economy) / $110 (Regular Economy). Roundtrip, including all Taxes
  🔥 Chicago to Bogota, Colombia for only $179 roundtrip (Nov-May dates)
  Copa: Chicago – Bogota, Colombia. $209. Roundtrip, including all Taxes
  MEGA POST: US cities to Osaka, Japan from only $475 roundtrip (Sep-May dates)
  US cities to Nagoya, Japan from only $488 roundtrip (Oct-Feb dates)
  Chicago to Cartagena, Colombia for only $313 roundtrip (Nov-May dates)
  Copa: Chicago – Cartagena, Colombia. $344. Roundtrip, including all Taxes
  Chicago to Dar Es Salaam, Tanzania for only $588 roundtrip (Jan-Mar dates)
  Swiss: Chicago – Dar es Salaam, Tanzania. $594. Roundtrip, including all Taxes
  Chicago to Lima, Peru for only $343 roundtrip (Oct-Jul dates)
  American / Japan Airlines: Washington D.C. / Chicago / Newark – Bangkok, Thailand. $447. Roundtrip, including all Taxes
  Non-stop from Boston to Chicago (& vice versa) for only $50 roundtrip (Aug-Oct dates)
  Fly from Prague to Chicago for only €310 return! New York, Miami and Washington DC too! (Oct 20 to Mar 21)
  Chicago to Bangkok, Thailand for only $402 roundtrip (Oct-May dates)
  American / Japan Airlines: Chicago – Bangkok, Thailand. $497. Roundtrip, including all Taxes
  NEW YEAR: Non-stop from Charlotte, North Carolina to Chicago (& vice versa) for only $86 roundtrip (Aug-Feb dates)
  Non-stop from Chicago to Denver, Colorado (& vice versa) for only $70 roundtrip (Aug-Jan dates)
  Non-stop from Chicago to Miami (& vice versa) for only $74 roundtrip (Oct-Dec dates)
  Non-stop from Chicago to Houston, Texas (& vice versa) for only $71 roundtrip (Oct-Feb dates)
  🔥 Non-stop from Chicago to San Diego (& vice versa) for only $70 roundtrip (Oct-Feb dates)
  Chicago to Nairobi, Kenya for only $584 roundtrip (Jan-Mar dates)
  Swiss: Chicago – Nairobi, Kenya. $590. Roundtrip, including all Taxes
  HOT! 3 day sale! Amsterdam and Paris to 7 cities in USA and Canada for €161 return! (Sep 20 to May 21)
  CHEAP! Late Summer & Autumn flights from many East Coast cities to Hawaii from only $325!
  US cities to San Juan, Puerto Rico from only $185 roundtrip (Oct-Dec dates)
  United: Chicago – Kauai, Hawaii (and vice versa). $415 (Basic Economy) / $545 (Regular Economy). Roundtrip, including all Taxes
  United: Chicago – Maui, Hawaii (and vice versa). $415 (Basic Economy) / $545 (Regular Economy). Roundtrip, including all Taxes