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Discover the Best Cheap Flight Deals from Chicago

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Recent deals from Chicago:

$386 to 🇸🇪 Gothenburg, Sweden $426 to 🇳🇴 Oslo, Norway $758 to 🇮🇳 Chennai, India See more deals from Chicago

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Latest cheap flight deals departing from Chicago.

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$386

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Mar - Mar 2027
💰 $193
🇺🇸 Chicago, United States
🇸🇪 Gothenburg, Sweden
Travel Between:

$426

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Mar - Mar 2027
💰 $213
🇺🇸 Chicago, United States
🇳🇴 Oslo, Norway
Travel Between:

$758

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Nov - Nov 2026
💰 $379
🇺🇸 Chicago, United States
🇮🇳 Chennai, India
Travel Between:

$872

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Sep - Sep 2026
💰 $436
🇺🇸 Chicago, United States
🇵🇭 Manila, Philippines
Travel Between:

$859

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Sep - Sep 2026
💰 $429
🇺🇸 Chicago, United States
🇸🇬 Singapore, Singapore
Travel Between:

$427

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💰 $213
🇺🇸 Chicago, United States
🇳🇴 Trondheim, Norway
Travel Between:

$862

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Sep - Sep 2026
💰 $431
🇺🇸 Chicago, United States
🇺🇿 Tashkent, Uzbekistan
Travel Between:

$830

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Sep - Sep 2026
💰 $415
🇺🇸 Chicago, United States
🇻🇳 Ho Chi Minh City, Vietnam
Travel Between:

$378

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Nov - Nov 2026
💰 $189
🇺🇸 Chicago, United States
🇺🇸 Kahului, United States
Travel Between:

$796

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Sep - Sep 2026
💰 $398
🇺🇸 Chicago, United States
🇱🇰 Colombo, Sri Lanka
Travel Between:

$919

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Nov - Nov 2026
💰 $459
🇺🇸 Chicago, United States
🇵🇭 Lapu-Lapu City, Philippines
Travel Between:

$487

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Oct - Oct 2026
💰 $243
🇺🇸 Chicago, United States
🇫🇷 Paris, France
Travel Between:

$395

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Oct - Oct 2026
💰 $197
🇺🇸 Chicago, United States
🇮🇸 Reykjavik, Iceland
Travel Between:

$388

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Mar - Mar 2027
💰 $194
🇺🇸 Chicago, United States
🇸🇪 Stockholm, Sweden
Travel Between:

$468

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Apr - Apr 2027
💰 $234
🇺🇸 Chicago, United States
🇳🇴 Stavanger, Norway
Travel Between:

$426

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Feb - Feb 2027
💰 $213
🇺🇸 Chicago, United States
🇳🇴 Bergen, Norway
Travel Between:

$474

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Oct - Oct 2026
💰 $237
🇺🇸 Chicago, United States
🇫🇮 Helsinki, Finland
Travel Between:

$909

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Nov - Nov 2026
💰 $454
🇺🇸 Chicago, United States
🇹🇭 Bangkok, Thailand
Travel Between:

$300

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Sep - Sep 2026
💰 $150
🇺🇸 Chicago, United States
🇨🇷 Liberia, Costa Rica
Travel Between:

$527

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Oct - Oct 2027
💰 $263
🇺🇸 Chicago, United States
🇳🇴 Stavanger, Norway
Travel Between:

$527

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Oct - Oct 2026
💰 $263
🇺🇸 Chicago, United States
🇳🇴 Bergen, Norway
Travel Between:

$325

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Sep - Sep 2026
💰 $162
🇺🇸 Chicago, United States
🇸🇽 Saint Martin, Sint Maarten
Travel Between:

$934

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Oct - Oct 2026
💰 $467
🇺🇸 Chicago, United States
🇮🇩 Denpasar-Bali Island, Indonesia
Travel Between:

$465

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Aug - Aug 2026
💰 $232
🇺🇸 Chicago, United States
🇮🇪 Dublin, Ireland
Travel Between: