Title: CA $726 Cheap Flights from Tel Aviv (TLV) 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 $726 Cheap Flights from Tel Aviv (TLV) to Chicago (ORD) [View CA $726 flight on Mon, Dec 22, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:TLV,to:ORD,departure:22/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:725.30&airProductToken=AQplCjIIxbIBEgM2MTAY86oBIIA9KNaugAMwhbCAAzhFQABYAWoGWUJBU0lDcghFTk4wMEgzVAovCMWyARIBORiAPSCuHCjrtoADMO-9gAM4RUABWAFqBllCQVNJQ3IIRU5OMDBIM1QSCggBEAEYASoCRVkYASIECAEQASgCKAMoBDAB) - [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 Ben Gurion Airport (TLV) to Chicago O'Hare International Airport (ORD) - ![Etihad Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_EY.svg) Etihad Airways [](https://www.expedia.ca/Flights-Search?leg1=from:TLV,to:ORD,departure:19/12/2025TANYT&leg2=from:ORD,to:TLV,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"EY"}}]) - ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg) British Airways [](https://www.expedia.ca/Flights-Search?leg1=from:TLV,to:ORD,departure:19/12/2025TANYT&leg2=from:ORD,to:TLV,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"BA"}}]) - ![LOT-Polish Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LO.svg) LOT-Polish Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:TLV,to:ORD,departure:19/12/2025TANYT&leg2=from:ORD,to:TLV,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LO"}}]) - ![Iberia](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_IB.svg) Iberia [](https://www.expedia.ca/Flights-Search?leg1=from:TLV,to:ORD,departure:19/12/2025TANYT&leg2=from:ORD,to:TLV,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"IB"}}]) - ![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:TLV,to:ORD,departure:19/12/2025TANYT&leg2=from:ORD,to:TLV,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![EL AL Israel Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LY.svg) EL AL Israel Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:TLV,to:ORD,departure:19/12/2025TANYT&leg2=from:ORD,to:TLV,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LY"}}]) - ![Lufthansa](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LH.svg) Lufthansa [](https://www.expedia.ca/Flights-Search?leg1=from:TLV,to:ORD,departure:19/12/2025TANYT&leg2=from:ORD,to:TLV,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LH"}}]) - ![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 Tel Aviv (TLV) to Chicago (ORD) Prices were available within the past 7 days and start at CA $726 for one-way flights and CA $1,144 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,144 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1144.00&airProductToken=AQplCjIIxbIBEgM2MTAY86oBIIA9KKT3hAMw0_iEAzhFQABYAWoGWUJBU0lDcghFTk4wNUgzVAovCMWyARIBORiAPSCuHCjr_4QDMO-GhQM4RUABWAFqBllCQVNJQ3IIRU5OMDVIM1QKZgowCMWyARICMTAYrhwggD0o_syFAzCe04UDOEVAAFgBagZZQkFTSUNyCEVOTjA1SDNUCjIIxbIBEgM1OTMYgD0g86oBKOfchQMwzd6FAzhFQAFYAWoGWUJBU0lDcghFTk4wNUgzVBIKCAEQARgBKgJFWRgBIgQIARABKAIoAygEMAE) ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,158 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1158.00&airProductToken=AQplCjIIxbIBEgM1OTYY86oBIIA9KMz3hAMw-_iEAzhFQABYAWoGWUJBU0lDcghFTk4wNUgzVAovCMWyARIBORiAPSCuHCjr_4QDMO-GhQM4RUABWAFqBllCQVNJQ3IIRU5OMDVIM1QKZgowCMWyARICMTAYrhwggD0o_syFAzCe04UDOEVAAFgBagZZQkFTSUNyCEVOTjA1SDNUCjIIxbIBEgM2MDkYgD0g86oBKPXZhQMw29uFAzhFQAFYAWoGWUJBU0lDcghFTk4wNUgzVBIKCAEQARgBKgJFWRgBIgQIARABKAIoAygEMAE) ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,213 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1213.00&airProductToken=AQplCjIIxbIBEgM2MTAY86oBIIA9KKT3hAMw0_iEAzhFQABYAWoGWVZBTFVFcghFTk4wNVYzVAovCMWyARIBORiAPSCuHCjr_4QDMO-GhQM4RUABWAFqBllWQUxVRXIIRU5OMDVWM1QKZgowCMWyARICMTAYrhwggD0o_syFAzCe04UDOEVAAFgBagZZVkFMVUVyCEVOTjA1VjNUCjIIxbIBEgM1OTMYgD0g86oBKOfchQMwzd6FAzhFQAFYAWoGWVZBTFVFcghFTk4wNVYzVBIKCAEQARgBKgJFWRgBIgQIARABKAIoAygEMAE) ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,227 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1227.00&airProductToken=AQplCjIIxbIBEgM1OTYY86oBIIA9KMz3hAMw-_iEAzhFQABYAWoGWVZBTFVFcghFTk4wNVYzVAovCMWyARIBORiAPSCuHCjr_4QDMO-GhQM4RUABWAFqBllWQUxVRXIIRU5OMDVWM1QKZgowCMWyARICMTAYrhwggD0o_syFAzCe04UDOEVAAFgBagZZVkFMVUVyCEVOTjA1VjNUCjIIxbIBEgM2MDkYgD0g86oBKPXZhQMw29uFAzhFQAFYAWoGWVZBTFVFcghFTk4wNVYzVBIKCAEQARgBKgJFWRgBIgQIARABKAIoAygEMAE) ![British Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BA.gif) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,311 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1310.80&airProductToken=AQprCjQIwoIBEgM0MDcY86oBIOuJASip94QDMPP5hAM4T0AAWAFqB0VDT05TRUxyCE9MTjdDOFM2CjMIwoIBEgMyOTUY64kBIK4cKLT6hAMwxv6EAzhPQAFYAWoHRUNPTlNFTHIIT0xON0M4UzYKeApACMKCARIEMTU0MRiuHCDriQEoxdCFAzCR1IUDOE9AAFgBagdFQ09OU0VMcghPTE43QzhTNnoKCMGCARIEMTU0MQo0CMKCARIDNDA2GOuJASDzqgEo5NiFAzCV24UDOE9AAVgBagdFQ09OU0VMcghPTE43QzhTNhIKCAEQARgBKgJCQRgBIgQIARABKAIoAzAN) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,313 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1312.64&airProductToken=AQqiAQo8CMGGARIENjE3MxjzqgEglSIoi_eEAzDs-IQDOEtAAFgBagRGTEVYcghLTDZRS1lSQ3oJCM-mARIDMDg0CjAIwYYBEgM4ODcYlSIgmM4BKN_5hAMwiv6EAzhLQAFYAWoERkxFWHIIS0w2UUtZUkMKMAjBhgESAzUwORiYzgEgrhwosYCFAzCpgYUDOEtAAVgBagRGTEVYcghLTDZRS1lSQwpnCjAIzLABEgE5GK4cILk8KNLPhQMw5NOFAzhLQABYAWoHRUNPQkFTRXIIS0w2UUtZUkMKMwjMsAESAzI1Mhi5PCDzqgEokdSFAzD81YUDOEtAAVgBagdFQ09CQVNFcghLTDZRS1lSQxIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,324 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1323.14&airProductToken=AQqvAQo8CMGGARIEOTAyMRjzqgEgpQQo4_aEAzD7-IQDOEtAAFgBagRGTEVYcghLTDZRS1lSQ3oJCMyQARIDNjkxCj0IwYYBEgQ5MTA1GKUEIJjOASiY-4QDMJv_hAM4S0ABWAFqBEZMRVhyCEtMNlFLWVJDegoIzJABEgQ5MTA1CjAIwYYBEgM1MDkYmM4BIK4cKLGAhQMwqYGFAzhLQAFYAWoERkxFWHIIS0w2UUtZUkMKZwowCMywARIBORiuHCC5PCjSz4UDMOTThQM4S0AAWAFqB0VDT0JBU0VyCEtMNlFLWVJDCjMIzLABEgMyNTIYuTwg86oBKJHUhQMw_NWFAzhLQAFYAWoHRUNPQkFTRXIIS0w2UUtZUkMSCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) ![Swiss International Air Lines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LX.gif) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,326 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1326.00&airProductToken=AQpnCjMIzLABEgMyNTMY86oBILk8KPn8hAMw_f6EAzhLQABYAWoHRUNPQkFTRXIIS0w2UUtZUkMKMAjMsAESATgYuTwgrhwomoaFAzD8ioUDOEtAAVgBagdFQ09CQVNFcghLTDZRS1lSQwpnCjAIzLABEgE5GK4cILk8KNLPhQMw5NOFAzhLQABYAWoHRUNPQkFTRXIIS0w2UUtZUkMKMwjMsAESAzI1Mhi5PCDzqgEokdSFAzD81YUDOEtAAVgBagdFQ09CQVNFcghLTDZRS1lSQxIKCAEQARgBKgJMWBgBIgQIARABKAIoAygEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,328 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1327.34&airProductToken=AQqjAQo8CMGGARIENjE3MxjzqgEglSIoi_eEAzDs-IQDOEtAAFgBagRGTEVYcghLTDZRS1lSQ3oJCM-mARIDMDg0CjAIwYYBEgM4ODcYlSIgmM4BKN_5hAMwiv6EAzhLQAFYAWoERkxFWHIIS0w2UUtZUkMKMQjBhgESBDg5MDkYmM4BIK4cKL7_hAMwtICFAzhLQAFYAWoERkxFWHIIS0w2UUtZUkMKdQo-CMyQARIEOTE1MRiuHCClBCi5z4UDMLfThQM4S0AAWAFqB0VDT0JBU0VyCEtMNlFLWVJDegkI1YIBEgM5MDcKMwjMkAESAzY5NBilBCDzqgEottWFAzCw14UDOEtAAVgBagdFQ09CQVNFcghLTDZRS1lSQxIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMAE) ![Lufthansa](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LH.gif) Thu, Feb 12 - Thu, Feb 19 TLV Tel Aviv ORD Chicago CA $1,340 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TLV,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:TLV,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1339.60&airProductToken=AQp1CjMIzJABEgM2OTUY86oBIKUEKNH3hAMw6fmEAzhLQABYAWoHRUNPQkFTRXIIS0w2UUtZUkMKPgjMkAESBDkxNTAYpQQgrhwo5vqEAzCg_4QDOEtAAVgBagdFQ09CQVNFcghLTDZRS1lSQ3oJCNWCARIDOTA2CmcKMAjMsAESATkYrhwguTwo0s-FAzDk04UDOEtAAFgBagdFQ09CQVNFcghLTDZRS1lSQwozCMywARIDMjUyGLk8IPOqASiR1IUDMPzVhQM4S0ABWAFqB0VDT0JBU0VyCEtMNlFLWVJDEgoIARABGAEqAkxIGAEiBAgBEAEoAigDKAQwAQ) ## Find the cheapest month to fly from Tel Aviv (TLV) to Chicago (ORD) ### November is typically the cheapest month to fly From CA $971 - CA $1,779 per traveller. __Flight from Tel Aviv to Chicago (TLV - ORD) route information__ | Origin airport | Ben Gurion | | ------------------- | ---------------- | | Destination airport | O'Hare Intl. | | Roundtrip price | CA $1,144 | | Distance | 9865 km | | Average flight time | 12 hours 50 mins | ## Tel Aviv to Chicago Flights **The easy way to book your flights from Tel Aviv to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Tel Aviv 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 Tel Aviv to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Ben Gurion, TLV to O'Hare Intl., ORD** Sort your search results by price to find great deals on your flight from Tel Aviv to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Tel Aviv currently is just CA $1,144 rising to CA $1,683\. Here are more money-saving tips: - Fly in February 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 Tel Aviv** 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 Ben Gurion Airport (TLV) to ORD? ### Do I need to pay a cancellation fee if I cancel my flight from TLV to ORD? ### How do I find cheap flights from TLV to O'Hare Intl. Airport (ORD) that have flexible change policies? ### How far is the flight from Natbag to O'Hare Intl. Airport (ORD)? ### Which airlines fly direct from TLV to ORD? ### Are Natbag to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? ## 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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[Flights from Toronto (YYZ) to Chicago (PWK) ](https://www.expedia.ca/lp/flights/yyz/pwk/toronto-to-chicago) \*Available to Expedia members.