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.

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$496

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Dec - Dec 2024
πŸ’° $248

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡Ή Lisbon, Portugal

Travel Between:

$191

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Apr - Apr 2025
πŸ’° $95

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡· San Juan, Puerto Rico

Travel Between:

$876

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Mar - Mar 2025
πŸ’° $438

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡­ Manila, Philippines

Travel Between:

$405

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Mar - Mar 2025
πŸ’° $202

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡³πŸ‡΄ Stavanger, Norway

Travel Between:

$369

*** - *** 2025
πŸ’° $184 ⚑

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ΊπŸ‡Έ Lihue, United States

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$405

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Mar - Mar 2025
πŸ’° $202

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡³πŸ‡΄ Bergen, Norway

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$836

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Jan - Jan 2025
πŸ’° $418

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ΉπŸ‡Ό Kaohsiung City, Taiwan

Travel Between:

$870

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Feb - Feb 2025
πŸ’° $435

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ΈπŸ‡¬ Singapore, Singapore

Travel Between:

$496

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Nov - Nov 2024
πŸ’° $248

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ͺπŸ‡Έ Barcelona, Spain

Travel Between:

$832

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Feb - Feb 2025
πŸ’° $416

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡¦πŸ‡Ί Brisbane, Australia

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$180

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Nov - Nov 2024
πŸ’° $90

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡· Aguadilla, Puerto Rico

Travel Between:

$517

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Nov - Nov 2024
πŸ’° $258

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡§πŸ‡· Rio De Janeiro, Brazil

Travel Between:

$421

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Nov - Nov 2024
πŸ’° $210

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ͺπŸ‡Έ Madrid, Spain

Travel Between:

$474

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Nov - Nov 2024
πŸ’° $237

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡Ή Porto, Portugal

Travel Between:

$823

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Oct - Oct 2024
πŸ’° $411

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ΉπŸ‡Ό Taipei, Taiwan

Travel Between:

$810

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Oct - Oct 2024
πŸ’° $405

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡­ Manila, Philippines

Travel Between:

$874

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Oct - Oct 2024
πŸ’° $437

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡­ Manila, Philippines

Travel Between:

$477

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Nov - Nov 2024
πŸ’° $238

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡«πŸ‡· Nice, France

Travel Between:

$341

*** - *** 2024
πŸ’° $170 ⚑

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ΊπŸ‡Έ Kahului, United States

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$398

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Nov - Nov 2024
πŸ’° $199

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡©πŸ‡° Copenhagen, Denmark

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$399

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πŸ’° $199

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡«πŸ‡· Paris, France

Travel Between:

$403

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Mar - Mar 2025
πŸ’° $201

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡±πŸ‡Ί Luxembourg, Luxembourg

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$399

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Jan - Jan 2025
πŸ’° $199

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡΅πŸ‡± Warsaw, Poland

Travel Between:

$455

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Nov - Nov 2024
πŸ’° $227

πŸ‡ΊπŸ‡Έ Chicago, United States
πŸ‡ͺπŸ‡Έ Barcelona, Spain

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