Flight deals from Chicago - Book cheap flights

February 17, 2023

Chicago to Tel Aviv, Israel for only $583 roundtrip (Feb-Mar dates)

Cheap flights from Chicago to Tel Aviv, Israel for only $583 roundtrip with LOT Polish Airlines.

January 24, 2023

Chicago to Abu Dhabi, UAE for only $617 roundtrip (Apr-May dates)

Cheap flights from Chicago to Abu Dhabi, UAE for only $617 roundtrip with Turkish Airlines.

January 14, 2023

Chicago to Alicante, Spain for only $326 roundtrip (Feb-Mar dates)

Cheap flights from Chicago to Alicante, Spain for only $326 roundtrip with TAP Air Portugal.

December 28, 2022

Austin or Chicago to San Juan, Puerto Rico from only $273 roundtrip (Jan-May dates)

Cheap flights from Austin or Chicago to San Juan, Puerto Rico from only $273 roundtrip with JetBlue.

December 20, 2022

Chicago to Riga, Latvia for only $394 roundtrip (Apr-Oct dates)

Cheap flights from Chicago to Riga, Latvia for only $394 roundtrip with Finnair.

December 19, 2022

Chicago to Bucharest, Romania for only $399 roundtrip (Jan-Mar dates)

Cheap flights from Chicago to Bucharest, Romania for only $399 roundtrip with LOT Polish Airlines.

December 16, 2022

New York or Chicago to Rome, Italy from only $359 roundtrip (Jan-Mar dates)

Cheap flights from New York or Chicago to Rome, Italy from only $359 roundtrip with TAP Air Portugal.

November 28, 2022

US cities to German cities from only $333 roundtrip (Jan-Mar dates)

Cheap flights from US cities to German cities from only $333 roundtrip with Scandinavian Airlines.

November 23, 2022

Chicago to Gdansk, Poland for only $353 roundtrip (Jan-Feb dates)

Cheap flights from Chicago to Gdansk, Poland for only $353 roundtrip with Scandinavian Airlines.