Discover the Best Cheap Flight Deals from Chicago

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Latest cheap flight deals departing from Chicago.

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What is a premium fare? Airfare that is greater than 60% off the normal ticket price as well as airfare deals to top destinations such as Hawaii and Alaska.

Flights Options
Departure Airport(s)
Destination Airport(s)

$265

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Aug - Nov 2020 / Apr - May 2020
๐Ÿ’ฐ $136

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Palma De Mallorca, Spain

Travel Between: April to May 2020 and August to November 2020

$265

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Aug - Nov 2020 / Apr - May 2020
๐Ÿ’ฐ $136

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ฌ๐Ÿ‡ง Cardiff, United Kingdom

Travel Between: April to May 2020 and August to November 2020

$238

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Aug - Nov 2020 / Apr - May 2020
๐Ÿ’ฐ $122

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Valencia, Spain

Travel Between: April to May 2020 and August to November 2020

$239

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Oct - Dec 2020
๐Ÿ’ฐ $241

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Santiago de Compostela, Spain

Travel Between: October to December 2020

$237

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Oct - Nov 2020
๐Ÿ’ฐ $233

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Valencia, Spain

Travel Between: October to November 2020

$237

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Oct - Dec 2020
๐Ÿ’ฐ $233

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Sevilla, Spain

Travel Between: October to December 2020

$237

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Oct - Nov 2020
๐Ÿ’ฐ $233

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Bilbao, Spain

Travel Between: October to November 2020

$238

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Apr - May 2020 / Aug - Aug 2020 / Sep - Nov 2020
๐Ÿ’ฐ $122

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Bilbao, Spain

Travel Between: April to May 2020 and August to August 2020 and September to November 2020

$237

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Aug - Aug 2020 / Sep - Nov 2020 / Apr - May 2020
๐Ÿ’ฐ $0

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Tenerife Island, Spain

Travel Between: April to May 2020 and August to August 2020 and September to November 2020

$260

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Apr - May 2020 / Aug - Aug 2020
๐Ÿ’ฐ $21

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Malaga, Spain

Travel Between: April to May 2020 and August to August 2020

$358

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Apr - Apr 2020
๐Ÿ’ฐ $27

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ฎ๐Ÿ‡น Rome, Italy

Travel Between: April to April 2020

$226

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Sep - Dec 2020
๐Ÿ’ฐ $116

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Tenerife Island, Spain

Travel Between: September to December 2020

$76

*** - *** 2021
๐Ÿ’ฐ $324 โšก

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡บ๐Ÿ‡ธ Boston, United States

Travel Between: โšก Upgrade to premium plan to get access to travel dates and more.

$335

*** - *** 2020
๐Ÿ’ฐ $0 โšก

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡บ๐Ÿ‡ธ Anchorage, United States

Travel Between: โšก Upgrade to premium plan to get access to travel dates and more.

$335

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Apr - May 2020
๐Ÿ’ฐ $172

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ซ๐Ÿ‡ท Agen/La Garenne, France

Travel Between: April to May 2020

$411

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Oct - Dec 2020
๐Ÿ’ฐ $22

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ช๐Ÿ‡ธ Malaga, Spain

Travel Between: October to December 2020

$620

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Mar - Mar 2020
๐Ÿ’ฐ $0

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ฎ๐Ÿ‡ฑ Tel Aviv, Israel

Travel Between: March to March 2020

$77

*** - *** 2021
๐Ÿ’ฐ $323 โšก

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡บ๐Ÿ‡ธ Miami, United States

Travel Between: โšก Upgrade to premium plan to get access to travel dates and more.

$320

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Sep - Oct 2020
๐Ÿ’ฐ $7

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ซ๐Ÿ‡ท Paris, France

Travel Between: September to October 2020

$345

*** - *** 2020
๐Ÿ’ฐ $555 โšก

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ซ๐Ÿ‡ฎ Helsinki, Finland

Travel Between: โšก Upgrade to premium plan to get access to travel dates and more.

$337

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Feb - Dec 2020
๐Ÿ’ฐ $313

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ฒ๐Ÿ‡ฝ Cozumel, Mexico

Travel Between: Availability varies by origin. Play with Google flights between February and December 2020.

$307

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Oct - Dec 2020
๐Ÿ’ฐ $303

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ฎ๐Ÿ‡ช Dublin, Ireland

Travel Between: ย October to December 2020

$308

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Oct - Dec 2020
๐Ÿ’ฐ $158

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡ฎ๐Ÿ‡ช Dublin, Ireland

Travel Between: October to December 2020

$308

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Oct - Dec 2020
๐Ÿ’ฐ $158

๐Ÿ‡บ๐Ÿ‡ธ Chicago, United States
๐Ÿ‡น๐Ÿ‡ท Istanbul, Turkey

Travel Between: October to December 2020
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