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Stops
- Nonstopfrom $231
- Up to 1 stop$210
- Up to 2 stops$250
Airlines
- Air Canada$210
- American Airlines$231
- Delta Air Lines$301
- United Airlines$258
- WestJet$426
Cabin Class
- Economy$210
Departure Airports
- Chicago Midway Airport$306
- Chicago O Hare Airport$210
Arrival Airports
- Toronto Pearson Airport$210
Layover Airports
- Charlotte Douglas International Airport$240
- Detroit Metropolitan Airport$301
- General Edward Lawrence Logan International Airport$308
- Hartsfield Jackson Atlanta International Airport$426
- Minneapolis-St Paul International/Wold-Chamberlain Airport$301
- Montreal Trudeau Airport$229
- New York LaGuardia Airport$240
- Newark Liberty Airport$210
- Ottawa Macdonald-Cartier International Airport$229
- Philadelphia International Airport$240
- Reagan Washington National Airport$240
- Toronto Pearson Airport$407
- Washington Dulles Airport$239
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On average save $240 per traveler
06/11/25
ORD
2h 42m
Direct
06/11/25
YYZ
06/11/25
YYZ
6h 12m
EWR
06/11/25
ORD
$210
Free cancellation within 83 hours of booking
06/02/25
ORD
2h 59m
Direct
06/02/25
YYZ
06/20/25
YYZ
3h 59m
YUL
06/20/25
ORD
$229
Free cancellation within 83 hours of booking
06/05/25
ORD
2h 42m
Direct
06/05/25
YYZ
06/24/25
YYZ
3h 6m
YOW
06/24/25
ORD
$229
Free cancellation within 83 hours of booking
06/17/25
ORD
2h 46m
Direct
06/17/25
YYZ
06/20/25
YYZ
3h 59m
YUL
06/20/25
ORD
$229
Free cancellation within 83 hours of booking
06/12/25
ORD
2h 54m
Direct
06/12/25
YYZ
06/18/25
YYZ
3h 6m
YOW
06/18/25
ORD
$229
Free cancellation within 83 hours of booking
06/08/25
ORD
2h 59m
Direct
06/08/25
YYZ
06/13/25
YYZ
55m
Direct
06/13/25
ORD
$231
Free cancellation within 83 hours of booking
06/14/25
ORD
2h 49m
Direct
06/14/25
YYZ
06/20/25
YYZ
55m
Direct
06/20/25
ORD
$231
Free cancellation within 83 hours of booking
06/12/25
ORD
2h 49m
Direct
06/12/25
YYZ
06/16/25
YYZ
55m
Direct
06/16/25
ORD
$231
Free cancellation within 83 hours of booking
05/25/25
ORD
5h 27m
IAD
05/25/25
YYZ
06/04/25
YYZ
5h 56m
YUL
06/04/25
ORD
$239
Free cancellation within 83 hours of booking
06/06/25
ORD
5h 46m
IAD
06/06/25
YYZ
06/14/25
YYZ
4h 55m
YUL
06/14/25
ORD
$239
Free cancellation within 83 hours of booking
05/27/25
ORD
5h 55m
DCA
05/27/25
YYZ
05/30/25
YYZ
55m
Direct
05/30/25
ORD
$240
Free cancellation within 83 hours of booking
06/05/25
ORD
5h 54m
LGA
06/05/25
YYZ
06/13/25
YYZ
55m
Direct
06/13/25
ORD
$240
Free cancellation within 83 hours of booking
06/14/25
ORD
5h 44m
CLT
06/14/25
YYZ
06/20/25
YYZ
1h
Direct
06/20/25
ORD
$240
Free cancellation within 83 hours of booking
06/07/25
ORD
8h 34m
PHL
06/07/25
YYZ
06/11/25
YYZ
55m
Direct
06/11/25
ORD
$240
Free cancellation within 83 hours of booking
05/28/25
ORD
6h 27m
CLT
05/28/25
YYZ
05/31/25
YYZ
55m
Direct
05/31/25
ORD
$240
Free cancellation within 83 hours of booking
06/15/25
ORD
5h 43m
DCA
06/15/25
YYZ
06/21/25
YYZ
55m
Direct
06/21/25
ORD
$240
Free cancellation within 83 hours of booking
05/29/25
ORD
5h 55m
PHL
05/29/25
YYZ
06/02/25
YYZ
55m
Direct
06/02/25
ORD
$240
Free cancellation within 83 hours of booking
06/17/25
ORD
6h 4m
LGA
06/17/25
YYZ
06/18/25
YYZ
55m
Direct
06/18/25
ORD
$241
Free cancellation within 83 hours of booking
06/04/25
ORD
6h 51m
YOW
06/04/25
YYZ
06/18/25
YYZ
7h 10m
YOW
IAD
06/18/25
ORD
$250
Free cancellation within 83 hours of booking
06/03/25
ORD
6h 51m
YOW
06/03/25
YYZ
06/18/25
YYZ
7h 10m
YOW
IAD
06/18/25
ORD
$250
Free cancellation within 83 hours of booking
06/11/25
ORD
2h 42m
Direct
06/11/25
YYZ
06/11/25
YYZ
6h 12m
EWR
06/11/25
ORD
$258
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 42m
Direct
05/29/25
YYZ
06/02/25
YYZ
3h 59m
YUL
06/02/25
ORD
$277
Free cancellation within 83 hours of booking
05/29/25
ORD
6h 10m
DTW
05/29/25
YYZ
06/12/25
YYZ
4h 56m
DTW
06/12/25
ORD
$301
Free cancellation within 83 hours of booking
06/11/25
ORD
5h 55m
MSP
06/11/25
YYZ
06/12/25
YYZ
3h 10m
DTW
06/12/25
ORD
$301
Free cancellation within 83 hours of booking
05/25/25
MDW
4h 33m
DTW
05/25/25
YYZ
05/28/25
YYZ
2h 55m
DTW
05/28/25
MDW
$306
Free cancellation within 83 hours of booking
06/12/25
ORD
5h 55m
MSP
06/12/25
YYZ
06/15/25
YYZ
3h 33m
DTW
06/15/25
ORD
$306
Free cancellation within 83 hours of booking
05/30/25
ORD
7h 33m
PHL
LGA
05/30/25
YYZ
06/02/25
YYZ
8h 26m
LGA
BOS
06/02/25
ORD
$308
Free cancellation within 83 hours of booking
06/06/25
ORD
7h 45m
BOS
LGA
06/06/25
YYZ
06/09/25
YYZ
5h 40m
CLT
06/09/25
ORD
$313
Free cancellation within 83 hours of booking
05/26/25
ORD
8h 20m
YUL
YOW
05/26/25
YYZ
05/29/25
YYZ
4h 41m
YYZ
05/29/25
ORD
$407
Free cancellation within 83 hours of booking
05/30/25
MDW
9h 19m
MSP
05/30/25
YYZ
05/31/25
YYZ
7h 48m
ATL
05/31/25
MDW
$426
Free cancellation within 83 hours of booking
Top Deals on flights from Chicago to Toronto Pearson Airport
Chicago, US (CHI) - Toronto, CA (YTO)
Jun 15
ORD
3h
Direct
Jun 15
YYZ
as low as
$90
Chicago, US (CHI) - Toronto, CA (YTO)
Jun 3
ORD
2h 44m
Direct
Jun 3
YYZ
as low as
$90
Chicago, US (CHI) - Toronto, CA (YTO)
May 28
ORD
8h 20m
YUL
YOW
May 28
YYZ
as low as
$100
Chicago, US (CHI) - Toronto, CA (YTO)
Jun 7
ORD
8h 34m
PHL
Jun 7
YYZ
as low as
$100
Chicago, US (CHI) - Toronto, CA (YTO)
May 28
ORD
6h 23m
LGA
May 28
YYZ
as low as
$100
Chicago, US (CHI) - Toronto, CA (YTO)
Jun 8
ORD
5h 43m
CLT
Jun 8
YYZ
as low as
$100
Chicago, US (CHI) - Toronto, CA (YTO)
Jun 10
ORD
5h 43m
DCA
Jun 10
YYZ
as low as
$100
Chicago, US (CHI) - Toronto, CA (YTO)
Jun 10
ORD
8h 41m
BOS
LGA
Jun 10
YYZ
as low as
$105
Chicago, US (CHI) - Toronto, CA (YTO)
May 24
ORD
9h 13m
DTW
May 24
YYZ
as low as
$128
Chicago, US (CHI) - Toronto, CA (YTO)
May 30
ORD
5h 16m
MSP
May 30
YYZ
as low as
$128
Chicago, US (CHI) - Toronto, CA (YTO)
May 30
ORD
2h 44m
Direct
May 30
YYZ
as low as
$137
Chicago, US (CHI) - Toronto, CA (YTO)
Jun 13
ORD
2h 49m
Direct
Jun 13
YYZ
as low as
$139
Frequently Asked Questions
What is the typical flight duration from Chicago to Toronto Pearson Airport?
The typical direct flight from Chicago to Toronto Pearson Airport takes between 1.5 to 2.5 hours, depending on weather conditions and chosen flight schedules. This duration covers only the airborne segment, so additional time for boarding and security can extend the overall travel time. Travelers from Chicago should also factor in airport transit times and potential delays. It is advisable to check the flight status in advance, ensuring a smooth journey to Toronto's international hub and providing plenty of time to explore the city's vibrant offerings.
Are there any direct flights from Chicago to Toronto Pearson Airport?
Yes, there are direct flights available from Chicago to Toronto Pearson Airport. Several airlines operate nonstop services that typically take between 1.5 to 2.5 hours, offering a convenient and efficient travel option. For travelers from Chicago, direct flights minimize travel time and reduce the hassles associated with layovers. It’s best to book early and check multiple carriers for the best pricing. Always verify the schedule as flight availability may vary seasonally, ensuring you secure a direct option that meets your travel requirements.
What are the best transportation options from Toronto Pearson Airport to downtown Toronto?
Travelers arriving at Toronto Pearson Airport have several transportation methods to reach downtown. The UP Express train is a popular choice, taking about 25 to 35 minutes with fares generally ranging between $12 to $15. Taxis and rideshares are also available, with trips typically lasting about 40 minutes and costing between $30 and $60, depending on traffic. Alternatively, conventional buses or car rentals provide flexible options. Assess your schedule and budget to choose the best option, ensuring a smooth transition from the airport to the heart of Toronto.
What are the must-see attractions in Toronto for travelers arriving from Chicago?
Travelers arriving from Chicago should not miss exploring Toronto’s iconic highlights. Key attractions include the CN Tower, offering panoramic city views, and the Royal Ontario Museum, known for its impressive collections. Additionally, the historic Distillery District provides a blend of art and architecture, while St. Lawrence Market offers a taste of local culinary delights. For a scenic experience, take a stroll along the Harbourfront Centre. Each destination captures elements of Toronto’s culture and history, providing a diverse set of experiences that complement the vibrant urban dynamics found in Chicago.
Which local dishes should travelers from Chicago try when visiting Toronto?
Travelers from Chicago should explore Toronto’s unique culinary scene by sampling local specialties. One must-try dish is the peameal bacon sandwich, a regional favorite. Accompany this with Canadian classics such as butter tarts and poutine, which reflect the city’s fusion of diverse flavors. Areas like Kensington Market offer a variety of ethnic cuisines and street food options. For an enhanced dining experience, try pairing these dishes with locally brewed craft beers. Embracing Toronto’s food scene provides a delightful contrast to Chicago’s famous culinary offerings.
What are the best family-friendly activities in Toronto for visitors from Chicago?
Toronto offers a host of family-friendly activities ensuring a memorable trip for visitors from Chicago. For engaging educational experiences, consider the Ontario Science Centre or Ripley’s Aquarium of Canada. The Toronto Zoo caters to animal lovers, while parks such as High Park provide outdoor recreation and picnic areas. Seasonal festivals and interactive exhibits further enrich the visit, appealing to children and adults alike. Planning transportation from Toronto Pearson Airport to these attractions is also straightforward, making the city an ideal destination for families seeking diverse and entertaining experiences.
Are there any seasonal events in Toronto that travelers from Chicago should not miss?
Yes, Toronto hosts several seasonal events that are well worth attending. In the winter, festivals like the Toronto Light Festival and winterlicious food events add a magical touch to the city, while in the summer, vibrant street festivals and cultural celebrations such as Caribana bring the city to life. These events offer travelers from Chicago a chance to indulge in the local arts, music, and culinary scenes. To make the most of your visit, plan your itinerary around these events and book accommodations in advance during peak seasons.
What are the customs requirements for travelers flying from Chicago to Toronto?
Travelers flying from Chicago to Toronto must have valid travel documents, including a passport and, if applicable, the required visas. Canadian border security mandates that you declare any goods and adhere to duty-free limits when entering the country. It is important to be familiar with customs policies, including restrictions on agricultural products and high-value items. Consulting official Canadian customs and immigration sources before departure can help you prepare correctly. Being well-informed and organized with your documentation will ensure a seamless transition between the two cities.
What are the most affordable dining options in Toronto for travelers from Chicago?
Toronto offers many affordable dining experiences that appeal to visitors from Chicago. Neighborhoods such as Kensington Market and Little Italy offer a variety of budget-friendly eateries serving authentic local and international dishes, with meals typically costing between $10 to $20 per person. Street food vendors and casual diners provide hearty options without straining your budget. Additionally, local food festivals and happy hour deals frequently feature discounted menus. These options ensure that you can explore Toronto’s culinary scene without compromising on taste or authenticity while keeping expenses manageable.
What are the best car rental options in Toronto for travelers from Chicago?
Travelers from Chicago looking to rent a car in Toronto can choose from many well-known rental agencies such as Enterprise, Hertz, and Avis. These companies offer a broad spectrum of vehicles, from compact models to spacious SUVs, with daily rates ranging from approximately $40 to $100 depending on the vehicle type and rental duration. Early reservation is advised, particularly during busy travel periods, to secure the most suitable option. Always review insurance policies and cross-border rental terms, as these can affect the overall rental experience in both practicality and cost.
Is there a specific time of year when Toronto is best visited by travelers from Chicago?
Travelers from Chicago will find Toronto particularly appealing from late spring through early fall, typically between May and September. During these months, the weather is generally mild with temperatures ranging from 65°F to 80°F, perfect for enjoying outdoor activities and cultural events. The city’s street festivals, markets, and outdoor attractions flourish during this period. Although winter brings its own charm with festive markets and lights, the colder weather may require extra preparation. Choosing the right time based on your preferred activities can enhance your overall travel experience.
What are the unique cultural attractions in Toronto for travelers from Chicago?
Toronto is a vibrant cultural melting pot offering a mix of historical and modern attractions that suit travelers from Chicago. Key cultural sites include the Art Gallery of Ontario and the historic Distillery District, which provide a glimpse into the city’s artistic heritage and architectural evolution. Neighborhoods such as Chinatown and Greektown showcase diverse cultural influences through food, festivals, and local art. Additionally, visiting community cultural centers and local theatres can enhance your appreciation of Toronto’s multicultural landscape. These experiences combine to offer a rich narrative distinct yet intriguingly complementary to Chicago’s cultural scene.
Are there any health precautions travelers from Chicago should take before visiting Toronto?
Travelers from Chicago should consider a few important health precautions before visiting Toronto. It is advisable to review your vaccination status, including the seasonal flu shot and COVID-19 updates. Ensure you carry any required prescription medications along with a basic first-aid kit. Travel insurance that covers medical expenses is also recommended. Additionally, keep abreast of any local health advisories, particularly during seasonal changes when weather fluctuations might impact overall well-being. Consulting your healthcare provider before your trip can help tailor these precautions to your personal health needs.
What are the best seating options for families traveling from Chicago to Toronto?
When booking flights from Chicago to Toronto, families should inquire about the best seating arrangements for comfort and convenience. Many carriers offer family seating options such as bulkhead seats or designated family areas that allow extra space for children and strollers. These configurations enable easier access to onboard amenities and potentially quicker disembarkation upon arrival. Booking early or directly contacting the airline can secure the optimal seating choice. Additionally, consider airlines that provide child-friendly services and in-flight entertainment, ensuring that the travel experience is both comfortable and engaging for the entire family.
What are the unique airport amenities at Toronto Pearson Airport for travelers arriving from Chicago?
Toronto Pearson Airport provides several unique amenities to enhance the travel experience of visitors from Chicago. The airport features modern lounges equipped with Wi-Fi, comfortable seating, and workstations for business travelers. A variety of dining options—from sit-down restaurants to grab-and-go cafes—cater to diverse tastes. Retail outlets, duty-free shops, and free charging stations add convenience, while dedicated family zones help keep children entertained. These thoughtfully designed facilities ensure that both business and leisure travelers make the most of their time while waiting for their next journey into Toronto’s dynamic urban environment.
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