Flights from Chicago to Canton

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.

Sat, Oct 18 - Wed, Oct 22

ORD

O'Hare Intl.

BOS

Logan Intl.

$91 Roundtrip, found 12 hours ago

$91

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Sat, Oct 18 from O'Hare Intl. to Logan Intl., returning Wed, Oct 22, priced at $91 found 12 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$91 Roundtrip, found 12 hours ago

$91

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $91 found 12 hours ago

Fri, Oct 17 - Wed, Oct 22

ORD

O'Hare Intl.

BOS

Logan Intl.

$98 Roundtrip, found 12 hours ago

$98

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Fri, Oct 17 from O'Hare Intl. to Logan Intl., returning Wed, Oct 22, priced at $98 found 12 hours ago

Wed, Oct 15 - Fri, Oct 17

ORD

O'Hare Intl.

BOS

Logan Intl.

$114 Roundtrip, found 12 hours ago

$114

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Fri, Oct 17, priced at $114 found 12 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$116 Roundtrip, found 12 hours ago

$116

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $116 found 12 hours ago

Fri, Oct 17 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$121 Roundtrip, found 12 hours ago

$121

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Fri, Oct 17 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $121 found 12 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$124 Roundtrip, found 12 hours ago

$124

Roundtrip

found 12 hours ago

Select Delta flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $124 found 12 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$126 Roundtrip, found 12 hours ago

$126

Roundtrip

found 12 hours ago

Select United flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $126 found 12 hours ago

Mon, Sep 15 - Mon, Sep 22

ORD

O'Hare Intl.

BOS

Logan Intl.

$127 Roundtrip, found 2 days ago

$127

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 15 from O'Hare Intl. to Logan Intl., returning Mon, Sep 22, priced at $127 found 2 days ago

Sat, Aug 9 - Mon, Aug 11

ORD

O'Hare Intl.

BOS

Logan Intl.

$128 Roundtrip, found 18 hours ago

$128

Roundtrip

found 18 hours ago

Select United flight, departing Sat, Aug 9 from O'Hare Intl. to Logan Intl., returning Mon, Aug 11, priced at $128 found 18 hours ago

Mon, Sep 15 - Mon, Sep 22

ORD

O'Hare Intl.

BOS

Logan Intl.

$132 Roundtrip, found 2 days ago

$132

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Sep 15 from O'Hare Intl. to Logan Intl., returning Mon, Sep 22, priced at $132 found 2 days ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 12 hours ago

$137

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $137 found 12 hours ago

Tue, Jul 22 - Wed, Jul 23

ORD

O'Hare Intl.

BOS

Logan Intl.

$137 Roundtrip, found 17 hours ago

$137

Roundtrip

found 17 hours ago

Select Delta flight, departing Tue, Jul 22 from O'Hare Intl. to Logan Intl., returning Wed, Jul 23, priced at $137 found 17 hours ago

Mon, Sep 15 - Mon, Sep 22

ORD

O'Hare Intl.

BOS

Logan Intl.

$142 Roundtrip, found 2 days ago

$142

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 15 from O'Hare Intl. to Logan Intl., returning Mon, Sep 22, priced at $142 found 2 days ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$144 Roundtrip, found 12 hours ago

$144

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $144 found 12 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$146 Roundtrip, found 12 hours ago

$146

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $146 found 12 hours ago

Sat, Oct 18 - Sat, Oct 18

ORD

O'Hare Intl.

BOS

Logan Intl.

$147 Roundtrip, found 12 hours ago

$147

Roundtrip

found 12 hours ago

Select Delta flight, departing Sat, Oct 18 from O'Hare Intl. to Logan Intl., returning Sat, Oct 18, priced at $147 found 12 hours ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

BOS

Logan Intl.

$149 Roundtrip, found 12 hours ago

$149

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Logan Intl., returning Mon, Oct 20, priced at $149 found 12 hours ago

Tue, Aug 5 - Fri, Aug 8

ORD

O'Hare Intl.

BOS

Logan Intl.

$155 Roundtrip, found 3 days ago

$155

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Fri, Aug 8, priced at $155 found 3 days ago

Mon, Aug 4 - Tue, Aug 12

MDW

Midway Intl.

BOS

Logan Intl.

$368 Roundtrip, found 5 days ago

$368

Roundtrip

found 5 days ago

Select Delta flight, departing Mon, Aug 4 from Midway Intl. to Logan Intl., returning Tue, Aug 12, priced at $368 found 5 days ago