Flights from Chicago to Toronto

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jun 9 - Wed, Jun 18

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$189 Roundtrip, found 2 days ago

$189

Roundtrip

found 2 days ago

Select Air Canada flight, departing Mon, Jun 9 from O'Hare Intl. to Pearson Intl., returning Wed, Jun 18, priced at $189 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$194 Roundtrip, found 2 days ago

$194

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $194 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$204 Roundtrip, found 2 days ago

$204

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $204 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$211 Roundtrip, found 2 days ago

$211

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $211 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$222 Roundtrip, found 2 days ago

$222

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $222 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$228 Roundtrip, found 2 days ago

$228

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $228 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$233 Roundtrip, found 2 days ago

$233

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $233 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$236 Roundtrip, found 2 days ago

$236

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $236 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$238 Roundtrip, found 2 days ago

$238

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $238 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$241 Roundtrip, found 2 days ago

$241

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $241 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$245 Roundtrip, found 2 days ago

$245

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $245 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$249 Roundtrip, found 2 days ago

$249

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $249 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$249 Roundtrip, found 2 days ago

$249

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $249 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$251 Roundtrip, found 2 days ago

$251

Roundtrip

found 2 days ago

Select Air Canada flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $251 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$260 Roundtrip, found 2 days ago

$260

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $260 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$283 Roundtrip, found 2 days ago

$283

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $283 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$283 Roundtrip, found 2 days ago

$283

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $283 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

MDW

Midway Intl.

YYZ

Pearson Intl.

$308 Roundtrip, found 2 days ago

$308

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 5 from Midway Intl. to Pearson Intl., returning Tue, Jun 10, priced at $308 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$308 Roundtrip, found 2 days ago

$308

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $308 found 2 days ago

Thu, Jun 5 - Tue, Jun 10

ORD

O'Hare Intl.

YYZ

Pearson Intl.

$384 Roundtrip, found 2 days ago

$384

Roundtrip

found 2 days ago

Select WestJet flight, departing Thu, Jun 5 from O'Hare Intl. to Pearson Intl., returning Tue, Jun 10, priced at $384 found 2 days ago