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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Destination Airport(s)
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$232

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Oct - Oct 2024
💰 $116

🇺🇸 Chicago, United States
🇬🇹 Guatemala City, Guatemala

Travel Between:

$795

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Sep - Sep 2024
💰 $397

🇺🇸 Chicago, United States
🇭🇰 Hong Kong, Hong Kong SAR China

Travel Between:

$517

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Nov - Nov 2024
💰 $258

🇺🇸 Chicago, United States
🇧🇷 Rio De Janeiro, Brazil

Travel Between:

$459

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Oct - Oct 2024
💰 $229

🇺🇸 Chicago, United States
🇬🇧 Inverness, United Kingdom

Travel Between:

$498

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Nov - Nov 2024
💰 $249

🇺🇸 Chicago, United States
🇵🇹 Lisbon, Portugal

Travel Between:

$879

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Jan - Jan 2025
💰 $439

🇺🇸 Chicago, United States
🇿🇦 Olifants River Bridge, South Africa

Travel Between:

$480

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Nov - Nov 2024
💰 $240

🇺🇸 Chicago, United States
🇫🇷 Paris, France

Travel Between:

$445

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Nov - Nov 2024
💰 $222

🇺🇸 Chicago, United States
🇪🇸 Barcelona, Spain

Travel Between:

$464

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Nov - Nov 2024
💰 $232

🇺🇸 Chicago, United States
🇵🇹 Porto, Portugal

Travel Between:

$465

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Nov - Nov 2024
💰 $232

🇺🇸 Chicago, United States
🇨🇭 Geneva, Switzerland

Travel Between:

$920

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Oct - Oct 2024
💰 $460

🇺🇸 Chicago, United States
🇸🇬 Singapore, Singapore

Travel Between:

$397

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Nov - Nov 2024
💰 $198

🇺🇸 Chicago, United States
🇨🇭 Zurich, Switzerland

Travel Between:

$283

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Jan - Jan 2025
💰 $141

🇺🇸 Chicago, United States
🇨🇴 Cartagena, Colombia

Travel Between:

$867

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Feb - Feb 2025
💰 $433

🇺🇸 Chicago, United States
🇵🇭 Lapu-Lapu City, Philippines

Travel Between:

$385

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Jan - Jan 2025
💰 $192

🇺🇸 Chicago, United States
🇵🇪 Lima, Peru

Travel Between:

$858

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Feb - Feb 2025
💰 $429

🇺🇸 Chicago, United States
🇹🇭 Bangkok, Thailand

Travel Between:

$680

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Feb - Feb 2025
💰 $340

🇺🇸 Chicago, United States
🇦🇺 Brisbane, Australia

Travel Between:

$823

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Feb - Feb 2025
💰 $411

🇺🇸 Chicago, United States
🇦🇺 Sydney, Australia

Travel Between:

$713

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💰 $356

🇺🇸 Chicago, United States
🇦🇺 Brisbane, Australia

Travel Between:

$506

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Mar - Mar 2025
💰 $253

🇺🇸 Chicago, United States
🇪🇸 Bilbao, Spain

Travel Between:

$850

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Feb - Feb 2025
💰 $425

🇺🇸 Chicago, United States
🇦🇺 Sydney, Australia

Travel Between:

$881

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Nov - Nov 2024
💰 $440

🇺🇸 Chicago, United States
🇿🇦 Olifants River Bridge, South Africa

Travel Between:

$849

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Nov - Nov 2024
💰 $424

🇺🇸 Chicago, United States
🇲🇾 Kuala Lumpur, Malaysia

Travel Between:

$814

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Feb - Feb 2025
💰 $407

🇺🇸 Chicago, United States
🇮🇩 Jakarta, Indonesia

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