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)

$366

*** - *** 2022
💰 $183

🇺🇸 Chicago, United States
🇺🇸 Lihue, United States

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

$347

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Feb - May 2022
💰 $173

🇺🇸 Chicago, United States
🇨🇭 Zurich, Switzerland

Travel Between: Availability from February to May 2022

$367

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Jan - Mar 2022
💰 $183

🇺🇸 Chicago, United States
🇳🇴 Oslo, Norway

Travel Between: Availability from January to March 2022

$370

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Feb - Mar 2022
💰 $185

🇺🇸 Chicago, United States
🇳🇴 Bergen, Norway

Travel Between: Availability from February to March 2022

$369

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Feb - Mar 2022
💰 $184

🇺🇸 Chicago, United States
🇳🇴 Stavanger, Norway

Travel Between: Availability from February to March 2022

$136

*** - *** 2022
💰 $68

🇺🇸 Chicago, United States
🇺🇸 Las Vegas, United States

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$370

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Feb - Mar 2022
💰 $185

🇺🇸 Chicago, United States
🇳🇱 Amsterdam, Netherlands

Travel Between: Availability from February to March 2022

$217

*** - *** 2021
💰 $4,852 📅

🇺🇸 Chicago, United States
🇺🇸 Nashville, United States

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$353

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Feb - May 2022
💰 $176

🇺🇸 Chicago, United States
🇵🇪 Lima, Peru

Travel Between: Availability from February to May 2022

$147

*** - *** 2021
💰 $124 📅

🇺🇸 Chicago, United States
🇺🇸 Detroit, United States

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$135

*** - *** 2021
💰 $405 📅

🇺🇸 Chicago, United States
🇺🇸 San Francisco, United States

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$570

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Jan - Mar 2022
💰 $285

🇺🇸 Chicago, United States
🇰🇪 Nairobi, Kenya

Travel Between: Availability from January to March 2022

$242

*** - *** 2021
💰 $126 📅

🇺🇸 Chicago, United States
🇺🇸 Dallas, United States

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$407

*** - *** 2021
💰 $172 📅

🇺🇸 Chicago, United States
🇺🇸 Kalispell, United States

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$359

*** - *** 2021
💰 $141 📅

🇺🇸 Chicago, United States
🇺🇸 Elmira/Corning, United States

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$539

View Deal
Mar - Apr 2022 / Jan - Jan 2022 / Feb - Feb 2022 / Jan - Feb 2022 / Mar - Mar 2022 / Feb - Mar 2022
💰 $461

🇺🇸 Chicago, United States
🇪🇸 Malaga, Spain

Travel Between: January 10th, 2022 - April 5th, 2022

$273

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Mar - Apr 2022 / Mar - Mar 2022 / Apr - May 2022 / Apr - Apr 2022 / Jun - Jul 2022 / Jun - Jun 2022 / Jul - Aug 2022 / Jul - Jul 2022 / Sep - Sep 2022 / Jul - Aug 2022 / Sep - Oct 2022 / Feb - Feb 2022 / Jan - Jan 2022 / Mar - Mar 2022 / Feb - Mar 2022
💰 $427

🇺🇸 Chicago, United States
🇲🇽 Guadalajara, Mexico

Travel Between: January 21st, 2022 - October 1st, 2022

$535

View Deal
Feb - Feb 2022 / Mar - Mar 2022 / Feb - Mar 2022 / Apr - Apr 2022 / Mar - Apr 2022
💰 $465

🇺🇸 Chicago, United States
🇵🇱 Krakow, Poland

Travel Between: February 1st, 2022 - April 12th, 2022

$115

*** - *** 2021
💰 $189 📅

🇺🇸 Chicago, United States
🇺🇸 Cleveland, United States

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$215

*** - *** 2021
💰 $128 📅

🇺🇸 Chicago, United States
🇺🇸 Wichita, United States

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$366

View Deal
Jan - May 2022
💰 $183

🇺🇸 Chicago, United States
🇮🇹 Milan, Italy

Travel Between: Availability from January to May 2022

$315

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Feb - Jun 2022
💰 $157

🇺🇸 Chicago, United States
🇨🇴 Bogota, Colombia

Travel Between: Availability from February to June 2022

$366

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Jan - Mar 2022
💰 $183

🇺🇸 Chicago, United States
🇮🇪 Dublin, Ireland

Travel Between: Limited availability from January to March 2022

$215

*** - *** 2021
💰 $179 📅

🇺🇸 Chicago, United States
🇺🇸 Birmingham, United States

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