A river with a yellow boat, surrounded by tall buildings and a bridge.

Flights from Billy Bishop Toronto City Airport (YTZ) to Chicago, IL (CHI-All Airports)
Flights to Illinois
United States of America
Flights
Expedia.co.nz

Popular airlines from Billy Bishop Toronto City Airport (YTZ) to Chicago

Porter Airlines
Air Transat
Air Canada
United

Be in the know
Get alerts if flight prices drop or rise*
Book smarter
Save up to 35% on select hotels after you book a flight*
Earn twice
Earn your airline miles on top of our rewards
Sign in

Cheap Flights from Toronto to Chicago (YTZ-CHI)

Prices were available within the past 7 days and start at NZ$226 for one-way flights and NZ$378 for return, for the period specified. Prices and availability are subject to change.

All deals

One way

Return

Mon, 14 Sept - Mon, 21 Sept

YTZ

Toronto

ORD

Chicago

NZ$378

Return

Found 10 hours ago

Select Air Canada flight, departing Mon, 14 Sept from Toronto to Chicago, returning Mon, 21 Sept, priced at NZ$378 Found 10 hours ago

Mon, 14 Sept - Mon, 21 Sept

YTZ

Toronto

ORD

Chicago

NZ$384

Return

Found 10 hours ago

Select Air Canada flight, departing Mon, 14 Sept from Toronto to Chicago, returning Mon, 21 Sept, priced at NZ$384 Found 10 hours ago

Mon, 14 Sept - Mon, 21 Sept

YTZ

Toronto

MDW

Chicago

NZ$389

Return

Found 10 hours ago

Select Porter Airlines flight, departing Mon, 14 Sept from Toronto to Chicago, returning Mon, 21 Sept, priced at NZ$389 Found 10 hours ago

Wed, 9 Sept - Wed, 16 Sept

YTZ

Toronto

ORD

Chicago

NZ$395

Return

Found 5 days ago

Select Air Canada flight, departing Wed, 9 Sept from Toronto to Chicago, returning Wed, 16 Sept, priced at NZ$395 Found 5 days ago

Wed, 9 Sept - Wed, 16 Sept

YTZ

Toronto

ORD

Chicago

NZ$401

Return

Found 5 days ago

Select Air Canada flight, departing Wed, 9 Sept from Toronto to Chicago, returning Wed, 16 Sept, priced at NZ$401 Found 5 days ago

Wed, 9 Sept - Wed, 16 Sept

YTZ

Toronto

MDW

Chicago

NZ$406

Return

Found 5 days ago

Select Porter Airlines flight, departing Wed, 9 Sept from Toronto to Chicago, returning Wed, 16 Sept, priced at NZ$406 Found 5 days ago

Wed, 9 Sept - Wed, 16 Sept

YTZ

Toronto

ORD

Chicago

NZ$452

Return

Found 5 days ago

Select Air Canada flight, departing Wed, 9 Sept from Toronto to Chicago, returning Wed, 16 Sept, priced at NZ$452 Found 5 days ago

Wed, 9 Sept - Wed, 16 Sept

YTZ

Toronto

ORD

Chicago

NZ$457

Return

Found 5 days ago

Select Air Canada flight, departing Wed, 9 Sept from Toronto to Chicago, returning Wed, 16 Sept, priced at NZ$457 Found 5 days ago

Wed, 9 Sept - Wed, 16 Sept

YTZ

Toronto

ORD

Chicago

NZ$458

Return

Found 5 days ago

Select Air Canada flight, departing Wed, 9 Sept from Toronto to Chicago, returning Wed, 16 Sept, priced at NZ$458 Found 5 days ago

Mon, 14 Sept - Mon, 21 Sept

YTZ

Toronto

ORD

Chicago

NZ$460

Return

Found 10 hours ago

Select United flight, departing Mon, 14 Sept from Toronto to Chicago, returning Mon, 21 Sept, priced at NZ$460 Found 10 hours ago

Travel information

Origin airport	Billy Bishop Toronto City Airport
Destination airport	Chicago Midway Airport
Distance	711 km away
Airlines serving	PD, Air Transat
Popular airline	PD
Return price	NZ$378
Average flight time	1 hour 50 mins

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
Holiday Rentals
Things to do

Algonquin Hotels
Standard Link for Algonquin Hotels
Rockford Hotels
Standard Link for Rockford Hotels
Union Hotels
Standard Link for Union Hotels
Sycamore Hotels
Standard Link for Sycamore Hotels
Hotels near Greater Rockford
Standard Link for Hotels near Greater Rockford
Machesney Park Hotels
Standard Link for Machesney Park Hotels
Esmond Hotels
Standard Link for Esmond Hotels
Malta Hotels
Standard Link for Malta Hotels
Hampshire Hotels
Standard Link for Hampshire Hotels
Hotels near CoCo Key Water Resort
Standard Link for Hotels near CoCo Key Water Resort
Maple Park Hotels
Standard Link for Maple Park Hotels
Loves Park Hotels
Standard Link for Loves Park Hotels
Pingree Grove Hotels
Standard Link for Pingree Grove Hotels
Belvidere Hotels
Standard Link for Belvidere Hotels
West Dundee Hotels
Standard Link for West Dundee Hotels
Hotels near CHI-All Airports
Standard Link for Hotels near CHI-All Airports
Huntley Hotels
Standard Link for Huntley Hotels
Roscoe Hotels
Standard Link for Roscoe Hotels
Caledonia Hotels
Standard Link for Caledonia Hotels
Genoa Hotels
Standard Link for Genoa Hotels
Sleepy Hollow Hotels
Standard Link for Sleepy Hollow Hotels
Kirkland Hotels
Standard Link for Kirkland Hotels
Crystal Lake Hotels
Standard Link for Crystal Lake Hotels
Downtown Rockford Hotels
Standard Link for Downtown Rockford Hotels
Marengo Hotels
Standard Link for Marengo Hotels
Harvard Hotels
Standard Link for Harvard Hotels
Hotels near Bull Valley Golf Club
Standard Link for Hotels near Bull Valley Golf Club
Burlington Hotels
Standard Link for Burlington Hotels
Hotels near Epic Air Trampoline Park
Standard Link for Hotels near Epic Air Trampoline Park
Rochelle Hotels
Standard Link for Rochelle Hotels
Woodstock Hotels
Standard Link for Woodstock Hotels
Dekalb Hotels
Standard Link for Dekalb Hotels
Resort in Village of Lakewood
Standard Link for Resort in Village of Lakewood
Apartments in Harvard
Standard Link for Apartments in Harvard
B&B in Sleepy Hollow
Standard Link for B&B in Sleepy Hollow
Resort in Sleepy Hollow
Standard Link for Resort in Sleepy Hollow
Holiday Homes in Huntley
Standard Link for Holiday Homes in Huntley
Holiday Homes in Elgin
Standard Link for Holiday Homes in Elgin
Cabin Rentals in Woodstock
Standard Link for Cabin Rentals in Woodstock
Motels in Rockford
Standard Link for Motels in Rockford
Apartments in Rockford
Standard Link for Apartments in Rockford
Lgbt Welcoming Hotels in Rockford
Standard Link for Lgbt Welcoming Hotels in Rockford
Family Hotels in Rockford
Standard Link for Family Hotels in Rockford
Spa Hotels in Rockford
Standard Link for Spa Hotels in Rockford
Hilton Hotels in Village of Lakewood
Standard Link for Hilton Hotels in Village of Lakewood

Flights from Chicago (ORD) to Rockford (RFD)
Standard Link for Flights from Chicago (ORD) to Rockford (RFD)
Flights from Tokyo (NRT) to Rockford (RFD)
Standard Link for Flights from Tokyo (NRT) to Rockford (RFD)
Flights from Miami (MIA) to Chicago (CHI)
Standard Link for Flights from Miami (MIA) to Chicago (CHI)
Flights from Los Angeles (QLA) to Chicago (CHI)
Standard Link for Flights from Los Angeles (QLA) to Chicago (CHI)
Flights from San José del Cabo (SJD) to Chicago (CHI)
Standard Link for Flights from San José del Cabo (SJD) to Chicago (CHI)
Flights from Honolulu (HNL) to Chicago (CHI)
Standard Link for Flights from Honolulu (HNL) to Chicago (CHI)
Flights from Las Vegas (LAS) to Chicago (CHI)
Standard Link for Flights from Las Vegas (LAS) to Chicago (CHI)
Flights from London (LON) to Chicago (CHI)
Standard Link for Flights from London (LON) to Chicago (CHI)
Flights from Amsterdam (AMS) to Chicago (CHI)
Standard Link for Flights from Amsterdam (AMS) to Chicago (CHI)
Flights from San Antonio (SAT) to Chicago (CHI)
Standard Link for Flights from San Antonio (SAT) to Chicago (CHI)
Flights from Vancouver (YVR) to Chicago (CHI)
Standard Link for Flights from Vancouver (YVR) to Chicago (CHI)
Flights from Toronto (YTO) to Chicago (CHI)
Standard Link for Flights from Toronto (YTO) to Chicago (CHI)
Flights from Las Vegas (VGT) to Chicago (CHI)
Standard Link for Flights from Las Vegas (VGT) to Chicago (CHI)
Flights from New York (NYC) to Chicago (CHI)
Standard Link for Flights from New York (NYC) to Chicago (CHI)
Flights from San Francisco (SFO) to Chicago (CHI)
Standard Link for Flights from San Francisco (SFO) to Chicago (CHI)
Flights from Houston (HOU) to Chicago (CHI)
Standard Link for Flights from Houston (HOU) to Chicago (CHI)
Flights from Washington (WAS) to Chicago (CHI)
Standard Link for Flights from Washington (WAS) to Chicago (CHI)
Flights from Cleveland (CLE) to Chicago (CHI)
Standard Link for Flights from Cleveland (CLE) to Chicago (CHI)
Flights from Auckland (AKL) to Chicago (CHI)
Standard Link for Flights from Auckland (AKL) to Chicago (CHI)
Flights from Abu Dhabi (AUH) to Chicago (CHI)
Standard Link for Flights from Abu Dhabi (AUH) to Chicago (CHI)
Flights from Minneapolis (MSP) to Chicago (CHI)
Standard Link for Flights from Minneapolis (MSP) to Chicago (CHI)
Flights from Austin (AUS) to Chicago (CHI)
Standard Link for Flights from Austin (AUS) to Chicago (CHI)
Flights from Perth (PER) to Chicago (CHI)
Standard Link for Flights from Perth (PER) to Chicago (CHI)
Flights from Toronto (YYZ) to Chicago (CHI)
Standard Link for Flights from Toronto (YYZ) to Chicago (CHI)
Flights from Washington (DCA) to Chicago (CHI)
Standard Link for Flights from Washington (DCA) to Chicago (CHI)
Flights from Boston (BOS) to Chicago (CHI)
Standard Link for Flights from Boston (BOS) to Chicago (CHI)
Flights from Christchurch (CHC) to Chicago (CHI)
Standard Link for Flights from Christchurch (CHC) to Chicago (CHI)
Flights from Baltimore (BWI) to Chicago (CHI)
Standard Link for Flights from Baltimore (BWI) to Chicago (CHI)
Flights from San Diego (SAN) to Chicago (CHI)
Standard Link for Flights from San Diego (SAN) to Chicago (CHI)
Flights from Los Angeles (LAX) to Chicago (CHI)
Standard Link for Flights from Los Angeles (LAX) to Chicago (CHI)
Flights to Hampshire
Standard Link for Flights to Hampshire
Flights from Greater Rockford
Standard Link for Flights from Greater Rockford

Visit Rockford
Standard Link for Visit Rockford
Visit Loves Park
Standard Link for Visit Loves Park
Visit Belvidere
Standard Link for Visit Belvidere
Visit Crystal Lake
Standard Link for Visit Crystal Lake
Rockford Art Museum
Standard Link for Rockford Art Museum
Crystal Lake Holidays
Standard Link for Crystal Lake Holidays
Cherryvale Mall
Standard Link for Cherryvale Mall
Epic Air Trampoline Park
Standard Link for Epic Air Trampoline Park
Stillman's Defeat Memorial Site
Standard Link for Stillman's Defeat Memorial Site
Algonquin Historic Village Hall
Standard Link for Algonquin Historic Village Hall
Roscoe Holidays
Standard Link for Roscoe Holidays
Elliot Park Skate Park
Standard Link for Elliot Park Skate Park
Hampshire Holidays
Standard Link for Hampshire Holidays
La Paloma Gardens
Standard Link for La Paloma Gardens
Burpee Museum of Natural History
Standard Link for Burpee Museum of Natural History
Rockford Holidays
Standard Link for Rockford Holidays

Car hire Hampshire
Standard Link for Car hire Hampshire
Car hire Woodstock
Standard Link for Car hire Woodstock
Car hire near Skateland
Standard Link for Car hire near Skateland
Rental cars Greater Rockford airport
Standard Link for Rental cars Greater Rockford airport
Car hire Rockford
Standard Link for Car hire Rockford

Rockford Holiday Rentals
Standard Link for Rockford Holiday Rentals

Activities in Village of Lakewood
Standard Link for Activities in Village of Lakewood

*Available to Expedia members.

NZ$226 Cheap Flights Toronto to Chicago (YTZ-CHI)

Popular airlines from Billy Bishop Toronto City Airport (YTZ) to Chicago

Be in the know

Book smarter

Earn twice

Cheap Flights from Toronto to Chicago (YTZ-CHI)

Travel information

Explore a world of travel with Expedia