Title: CA $361 Cheap Flights from Charlottetown (YYG) to Chicago (ORD) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $361 Cheap Flights from Charlottetown (YYG) to Chicago (ORD) [View CA $361 flight on Wed, Feb 18, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYG,to:ORD,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:360.86&airProductToken=AQpmCjEIwYYBEgQ4MjE1GJg2IJhdKPO_hQMw3MCFAzhHQABYAWoFQkFTSUNyCEdOQTVBMEJBCjEIwYYBEgQ4OTYxGJhdIK4cKKLBhQMwx8KFAzhHQAFYAWoFQkFTSUNyCEdOQTVBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Charlottetown, PE (YYG) to Chicago O'Hare International Airport (ORD) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:yyg,to:ord,departure:30/10/2025TANYT&leg2=from:ord,to:yyg,departure:06/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:yyg,to:ord,departure:30/10/2025TANYT&leg2=from:ord,to:yyg,departure:06/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Charlottetown (YYG) to Chicago (ORD) Prices were available within the past 7 days and start at CA $361 for one-way flights and CA $669 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Jun 16 - Tue, Jun 23 YYG Charlottetown ORD Chicago CA $669 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:16/06/2026TANYT&leg2=from:ORD,to:YYG,departure:23/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:668.21&airProductToken=AQpoCjIIwYYBEgQxNTQzGJg2IJjOASjC748DMNPwjwM4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQoyCMGGARIEODkwORiYzgEgrhwo7vGPAzDj8o8DOEdAAVgBagVCQVNJQ3IIR05BNUEwQkEKZgoxCMGGARIEODk2MBiuHCCYXSi0vZADML--kAM4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQoxCMGGARIEMTU2OBiYXSCYNij8vpADMNa_kAM4R0ABWAFqBUJBU0lDcghHTkE1QTBCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Jun 16 - Tue, Jun 23 YYG Charlottetown ORD Chicago CA $678 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:16/06/2026TANYT&leg2=from:ORD,to:YYG,departure:23/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:677.25&airProductToken=AQpoCjIIwYYBEgQxNTQzGJg2IJjOASjC748DMNPwjwM4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQoyCMGGARIEODkwORiYzgEgrhwo7vGPAzDj8o8DOEdAAVgBagVCQVNJQ3IIR05BNUEwQkEKaAoyCMGGARIEODkxMBiuHCCYzgEo3cCQAzDGwZADOEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMgjBhgESBDE1NDQYmM4BIJg2KNLCkAMw08OQAzhHQAFYAWoFQkFTSUNyCEdOQTVBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Feb 18 - Tue, Feb 24 YYG Charlottetown ORD Chicago CA $697 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:18/02/2026TANYT&leg2=from:ORD,to:YYG,departure:24/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:696.37&airProductToken=AQpECiAIwYYBEgQ4MjE1GJg2IJhdKPO_hQMw3MCFAzhHQABYAQogCMGGARIEODk2MRiYXSCuHCiiwYUDMMfChQM4R0ABWAEKRQogCMGGARIDNTA4GK4cIJjOASjDhoYDMKaHhgM4S0AAWAEKIQjBhgESBDE1NDQYmM4BIJg2KMKIhgMwxImGAzhLQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Feb 4 - Wed, Feb 18 YYG Charlottetown ORD Chicago CA $697 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:04/02/2026TANYT&leg2=from:ORD,to:YYG,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:696.56&airProductToken=AQpECiAIwYYBEgQ4MjE1GJg2IJhdKLOihAMwnKOEAzhHQABYAQogCMGGARIEODk2MRiYXSCuHCjio4QDMIelhAM4R0ABWAEKRgohCMGGARIEODkwNBiuHCCYzgEooMCFAzCEwYUDOEtAAFgBCiEIwYYBEgQxNTQyGJjOASCYNijywYUDMPTChQM4S0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Jan 9 - Tue, Jan 13 YYG Charlottetown ORD Chicago CA $706 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:09/01/2026TANYT&leg2=from:ORD,to:YYG,departure:13/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:705.41&airProductToken=AQpGCiEIwYYBEgQxNTQxGJg2IJjOASiB-4EDMKb8gQM4S0AAWAEKIQjBhgESBDg5MDEYmM4BIK4cKPv8gQMw8f2BAzhLQAFYAQpGCiEIwYYBEgQ4OTA0GK4cIJjOASigq4IDMISsggM4R0AAWAEKIQjBhgESBDE1NDIYmM4BIJg2KPKsggMw9K2CAzhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Jan 30 - Wed, Feb 18 YYG Charlottetown ORD Chicago CA $706 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:30/01/2026TANYT&leg2=from:ORD,to:YYG,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:705.60&airProductToken=AQpGCiEIwYYBEgQxNTQxGJg2IJjOASih54MDMMbogwM4R0AAWAEKIQjBhgESBDg5MDEYmM4BIK4cKJvpgwMwkeqDAzhHQAFYAQpGCiEIwYYBEgQ4OTA0GK4cIJjOASigwIUDMITBhQM4S0AAWAEKIQjBhgESBDE1NDIYmM4BIJg2KPLBhQMw9MKFAzhLQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Feb 18 - Thu, Feb 26 YYG Charlottetown ORD Chicago CA $718 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:18/02/2026TANYT&leg2=from:ORD,to:YYG,departure:26/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:717.68&airProductToken=AQpmCjEIwYYBEgQ4MjE1GJg2IJhdKPO_hQMw3MCFAzhHQABYAWoFQkFTSUNyCEdOQTVBMEJBCjEIwYYBEgQ4OTYxGJhdIK4cKKLBhQMwx8KFAzhHQAFYAWoFQkFTSUNyCEdOQTVBMEJBCmcKMQjBhgESAzUwNhiuHCCYzgEokJyGAzDznIYDOEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMgjBhgESBDE1NDQYmM4BIJg2KIKfhgMwhKCGAzhHQAFYAWoFQkFTSUNyCEdOQTVBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Feb 7 - Tue, Feb 24 YYG Charlottetown ORD Chicago CA $725 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:07/02/2026TANYT&leg2=from:ORD,to:YYG,departure:24/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:724.91&airProductToken=AQpECiAIwYYBEgQ4MjE1GJg2IJhdKJPEhAMw_MSEAzhLQABYAQogCMGGARIEODk2MRiYXSCuHCjCxYQDMOfGhAM4S0ABWAEKRgohCMGGARIEODkwNBiuHCCYzgEo4IOGAzDEhIYDOEtAAFgBCiEIwYYBEgQxNTQyGJjOASCYNiiyhYYDMLSGhgM4S0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Jun 16 - Tue, Jun 23 YYG Charlottetown ORD Chicago CA $727 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:16/06/2026TANYT&leg2=from:ORD,to:YYG,departure:23/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:726.91&airProductToken=AQpoCjIIwYYBEgQxNTQzGJg2IJjOASjC748DMNPwjwM4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQoyCMGGARIEODkxMRiYzgEgrhwo6_KPAzDd848DOEdAAVgBagVCQVNJQ3IIR05BNUEwQkEKaAoyCMGGARIEODkxMBiuHCCYzgEo3cCQAzDGwZADOEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMgjBhgESBDE1NDQYmM4BIJg2KNLCkAMw08OQAzhHQAFYAWoFQkFTSUNyCEdOQTVBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Feb 18 - Thu, Feb 26 YYG Charlottetown ORD Chicago CA $742 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYG,to:ORD,departure:18/02/2026TANYT&leg2=from:ORD,to:YYG,departure:26/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:741.52&airProductToken=AQpmCjEI1YIBEgQ4MjY0GJg2IJhdKPO_hQMw3MCFAzhHQABYAWoFMl9lY29yCEdOQTVBMFRHCjEI1YIBEgQ4MDk0GJhdIK4cKKLBhQMwx8KFAzhHQABYAWoFMl9lY29yCEdOQTVBMFRHCmgKMgjVggESBDgzMDgYrhwgmM4BKIOdhgMw5p2GAzhHQABYAWoFMl9lY29yCEdOQTVBMFRHCjII1YIBEgQ4Mjc1GJjOASCYNiiCn4YDMISghgM4R0AAWAFqBTJfZWNvcghHTkE1QTBURxIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) Flight from Charlottetown to Chicago (YYG - ORD) route information | Origin airport | Charlottetown | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, United | | Roundtrip price | CA $668 | | Distance | 2013 km | ## Charlottetown to Chicago Flights **The easy way to book your flights from Charlottetown to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Charlottetown whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Charlottetown to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Charlottetown, YYG to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Charlottetown to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Charlottetown currently is just CA $669 rising to CA $742.   Here are more money-saving tips:  - Fly in June when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Chicago from Charlottetown**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today. ## Frequently asked questions ### How much is a flight from YYG to ORD? > Round-trip flights from Charlottetown Airport to O'Hare Intl. Airport (ORD) start from CA $669. This is based on fares listed within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP so you don't miss out. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Charlottetown Airport (YYG) to O'Hare Airport? > Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from YYG to O'Hare Airport that have flexible change policies? > Select our "No change fees" filter to find flexible ticketing options for your flight from Charlottetown Airport to O'Hare Intl. Airport (ORD). This allows you to lock in a great deal in advance and still have the freedom to make changes without any extra fees. If the new flight costs more, you'll just cover the difference. ### How many hours is the flight from Charlottetown Airport to O'Hare Intl. Airport (ORD)? > There are lots of ways to make the 4 hours and 29 minutes between Charlottetown Airport and O'Hare Intl. Airport (ORD) fly by. Be productive and organize your camera roll or delete all those backed-up emails. A snooze also helps pass the time! ### How far is the flight from Charlottetown Airport to O'Hare Intl. Airport (ORD)? > The flying distance between Charlottetown Airport (YYG) (YYG) and O'Hare Airport (ORD) is 2,000 kilometres. Sneak in a nap or finish that novel and the trip will zip by. ### Which airlines fly direct from Charlottetown Airport (YYG) to ORD? > Direct flights aren't available, so you'll need to make at least one stop between Charlottetown Airport (YYG) and O'Hare Intl. Airport (ORD). Take advantage of the layover time to stretch your legs and take a break. ### Are YYG to ORD flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from Charlottetown Airport to O'Hare Intl. Airport (ORD) can be hit-or-miss. You might be lucky and score a bargain, but you could also miss out entirely! If you'd prefer to play it safe and start your travel planning early, Expedia compares flight deals up to 12 months in advance. Just keep in mind that not all airlines issue their prices so far in advance. Our top tip? Check back often as prices are updated frequently. ## Explore a world of travel with Expedia - Flights ### Flights - [Flights from Calgary to Rosemont](https://www.expedia.ca/lp/flights/178245/7581/calgary-to-rosemont) - [Flights from Denver to Northwest Chicago](https://www.expedia.ca/lp/flights/178254/6350697/denver-to-northwest-chicago) - [Flights from Los Angeles to Evanston](https://www.expedia.ca/lp/flights/178280/8049/los-angeles-to-evanston) - [Flights from Mexico City to Northwest Chicago](https://www.expedia.ca/lp/flights/178285/6350697/mexico-city-to-northwest-chicago) - [Flights from New York to Evanston](https://www.expedia.ca/lp/flights/178293/8049/new-york-to-evanston) - [Flights from Ottawa to Evanston](https://www.expedia.ca/lp/flights/178296/8049/ottawa-to-evanston) - [Flights from Philadelphia to Rosemont](https://www.expedia.ca/lp/flights/178297/7581/philadelphia-to-rosemont) - [Flights from Portland to Rosemont](https://www.expedia.ca/lp/flights/178299/7581/portland-to-rosemont) - 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