Title: CA $154 Cheap Flights from San Juan (SJU) 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 $154 Cheap Flights from San Juan (SJU) to Chicago (ORD) [View CA $154 flight on Sat, Dec 13, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:SJU,to:ORD,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:153.06&airProductToken=AQovCi0IzpYBEgQxNDgwGLKiASCuHCjs0f8CMK7U_wI4R0AAWAFqAlJQcgZHQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) - [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 Luis Munoz Marin Intl. Airport (SJU) to Chicago O'Hare International Airport (ORD) - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:sju,to:ord,departure:01/11/2025TANYT&leg2=from:ord,to:sju,departure:08/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:sju,to:ord,departure:01/11/2025TANYT&leg2=from:ord,to:sju,departure:08/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![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:sju,to:ord,departure:01/11/2025TANYT&leg2=from:ord,to:sju,departure:08/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:sju,to:ord,departure:01/11/2025TANYT&leg2=from:ord,to:sju,departure:08/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:sju,to:ord,departure:01/11/2025TANYT&leg2=from:ord,to:sju,departure:08/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:sju,to:ord,departure:01/11/2025TANYT&leg2=from:ord,to:sju,departure:08/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:sju,to:ord,departure:01/11/2025TANYT&leg2=from:ord,to:sju,departure:08/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) ![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 San Juan (SJU) to Chicago (ORD) Prices were available within the past 7 days and start at CA $154 for one-way flights and CA $306 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Nov 3 - Mon, Nov 10 SJU San Juan ORD Chicago CA $306 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:SJU,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:305.31&airProductToken=AQovCi0IzpYBEgQzMDMyGLKiASCuHCidjvwCMNOQ_AI4R0AAWAFqAlJQcgZHQTIxTlIKLwotCM6WARIEMzAzMRiuHCCyogEoqNr8AjC83PwCOEdAAFgBagJSUHIGR0EyMU5SEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Fri, Nov 7 - Fri, Nov 14 SJU San Juan ORD Chicago CA $307 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:07/11/2025TANYT&leg2=from:ORD,to:SJU,departure:14/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:306.15&airProductToken=AQovCi0IzpYBEgQzMDMyGLKiASCuHCidu_wCMNO9_AI4R0AAWAFqAlJQcgZHQTIxTlIKLwotCM6WARIEMzAzMRiuHCCyogEoqIf9AjC8if0COEdAAFgBagJSUHIGR0EyMU5SEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Nov 3 - Mon, Nov 10 SJU San Juan ORD Chicago CA $340 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:SJU,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:339.19&airProductToken=AQpeCi0IzpYBEgM1NzEYsqIBIKOxASjCkPwCMPyS_AI4V0AAWAFqAlJQcgZXQTIxTzEKLQjOlgESBDMwMzAYo7EBIK4cKP2X_AIwjZn8AjhXQAFYAWoCUlByBldBMjFPMQovCi0IzpYBEgQzMDMxGK4cILKiASio2vwCMLzc_AI4R0AAWAFqAlJQcgZHQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Fri, Nov 7 - Fri, Nov 14 SJU San Juan ORD Chicago CA $394 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:07/11/2025TANYT&leg2=from:ORD,to:SJU,departure:14/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:393.92&airProductToken=AQpaCiwIzpYBEgQxOTIwGLKiASDMcCiQvPwCMNO9_AI4VUAAWAFqAlNEcgVVQTdOUgoqCM6WARIDNjIzGMxwIK4cKJi-_AIw0r_8AjhVQAFYAWoCU0RyBVVBN05SCi8KLQjOlgESBDMwMzEYrhwgsqIBKKiH_QIwvIn9AjhHQABYAWoCUlByBkdBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Nov 3 - Mon, Nov 10 SJU San Juan ORD Chicago CA $423 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:SJU,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:422.75&airProductToken=AQo0CjIIwYIBEgQyODY1GLKiASCuHCifjvwCMPGQ_AI4QkAAWAFqBUJBU0lDcghRTk4yQURCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Nov 3 - Mon, Nov 10 SJU San Juan ORD Chicago CA $430 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:SJU,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:429.05&airProductToken=AQovCi0IzpYBEgQzMDMyGLKiASCuHCidjvwCMNOQ_AI4R0AAWAFqAlJQcgZHQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Nov 7 - Fri, Nov 14 SJU San Juan ORD Chicago CA $430 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:07/11/2025TANYT&leg2=from:ORD,to:SJU,departure:14/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:429.58&airProductToken=AQpmCjIIwYIBEgQxODcwGLKiASCMAijSvPwCMIG-_AI4QkAAWAFqBUJBU0lDcghRTk4yQURCWgowCMGCARIDODQyGIwCIK4cKNu-_AIwrcD8AjhCQAFYAWoFQkFTSUNyCFFOTjJBREJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Nov 3 - Mon, Nov 10 SJU San Juan ORD Chicago CA $433 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:SJU,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:432.97&airProductToken=AQovCi0IzpYBEgQzMDMyGLKiASCuHCidjvwCMNOQ_AI4R0AAWAFqAlJQcgZHQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, Nov 3 - Mon, Nov 10 SJU San Juan ORD Chicago CA $535 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:SJU,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:534.98&airProductToken=AQpfCi4IwmwSAzE2MhiyogEgwZMBKNqK_AIw14z8AjhQQABYAWoCQU5yCFBJN0FVRVk1Ci0IwmwSAzgxMRjBkwEgrhwo-I78AjC2kPwCOFpAAVgBagJBTnIIWkk3QVVFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Nov 7 - Fri, Nov 14 SJU San Juan ORD Chicago CA $558 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SJU,to:ORD,departure:07/11/2025TANYT&leg2=from:ORD,to:SJU,departure:14/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:557.48&airProductToken=AQpvCjYIxJgBEgQxOTQ2GLKiASDgXCjTvPwCMMG-_AI4RUAAWAFqCU1BSU5CQVNJQ3IIWE5OTDBOQloKNQjEmAESBDExOTkY4FwgrhwokL_8AjCGwPwCOEVAAVgBaglNQUlOQkFTSUNyCFhOTkwwTkJaEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ## Find the cheapest month to fly from San Juan (SJU) to Chicago (ORD) ### January is typically the cheapest month to fly From CA $164 - CA $690 per traveller. Flight from San Juan to Chicago (SJU - ORD) route information | Origin airport | Luis Munoz Marin Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Roundtrip price | CA $305 | | Distance | 3317 km | | Average flight time | 4 hours 13 mins | ## San Juan to Chicago Flights **The easy way to book your flights from San Juan to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from San Juan 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 San Juan to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Luis Munoz Marin Intl., SJU to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from San Juan to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from San Juan currently is just CA $306 rising to CA $558.   Here are more money-saving tips:  - Fly in November 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 San Juan**  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 Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD)? > Pack your bags, because round-trip journeys between Luis Munoz Marin Intl. Airport (SJU) and O'Hare Airport start from CA $306. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can increase quickly, so book today to score the best deal. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Isla Verde Intl. Airport to O'Hare Airport? > We get that life can throw the odd curveball, so we've made it as simple as possible for you to cancel your flight online. Just head to the [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions. ### How do I find cheap flights from Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD) that have flexible change policies? > Many carriers offer the option to reschedule your flight without a change fee. All you pay is the cost difference between flights. When looking for SJU to ORD flights, you'll find a "No change fees" filter for you to pick. ### How many hours is the flight from SJU to ORD? > It takes around 5 hours and 24 minutes to journey from Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD). But with your favourite playlist and an interesting book, the time will go by quicker. ### How far is the flight from SJU to O'Hare Airport? > It's around 3,300 kilometres between SJU and ORD, so expect to be up in the air for a while. Keep yourself entertained by packing things like your e-reader or a thrilling novel. ### Which airlines fly direct from Isla Verde Intl. Airport to O'Hare Airport? > United Airlines (UA) is one of the top choices for many travellers flying between Isla Verde Intl. Airport and O'Hare Airport. Choose from the 39 flights it offers on this route each month. You could also have a look at the airfares with Spirit Airlines (NK). It operates 30 monthly flights between Carolina and Chicago. ### Are Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Booking last minute from Luis Munoz Marin Intl. Airport (SJU) to ORD can be hit-or-miss. It is possible to find a bargain, but you could also miss out completely! If you'd rather play it safe and start your travel planning early on, Expedia compares flight deals up to a year in advance. Just keep in mind that not all airlines advertise 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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