Flights from Nantucket to Chicago

Cheapest flights from Nantucket

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.

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 1 hour ago

$137

Roundtrip

found 1 hour ago

Select American Airlines flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $137 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 1 hour ago

$137

Roundtrip

found 1 hour ago

Select Delta flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $137 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 1 hour ago

$137

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $137 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$137 Roundtrip, found 1 hour ago

$137

Roundtrip

found 1 hour ago

Select JetBlue Airways flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $137 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$139 Roundtrip, found 1 hour ago

$139

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $139 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$149 Roundtrip, found 1 hour ago

$149

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $149 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$153 Roundtrip, found 1 hour ago

$153

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $153 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$154 Roundtrip, found 1 hour ago

$154

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $154 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$155 Roundtrip, found 1 hour ago

$155

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $155 found 1 hour ago

Sun, Dec 7 - Sat, Dec 13

BOS

Logan Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 1 day ago

$160

Roundtrip

found 1 day ago

Select United flight, departing Sun, Dec 7 from Logan Intl. to O'Hare Intl., returning Sat, Dec 13, priced at $160 found 1 day ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$165 Roundtrip, found 1 hour ago

$165

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $165 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$167 Roundtrip, found 1 hour ago

$167

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $167 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$172 Roundtrip, found 1 hour ago

$172

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $172 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$177 Roundtrip, found 1 hour ago

$177

Roundtrip

found 1 hour ago

Select JetBlue Airways flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $177 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$183 Roundtrip, found 1 hour ago

$183

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $183 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$185 Roundtrip, found 1 hour ago

$185

Roundtrip

found 1 hour ago

Select American Airlines flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $185 found 1 hour ago

Sun, Dec 7 - Sat, Dec 13

BOS

Logan Intl.

ORD

O'Hare Intl.

$187 Roundtrip, found 1 day ago

$187

Roundtrip

found 1 day ago

Select United flight, departing Sun, Dec 7 from Logan Intl. to O'Hare Intl., returning Sat, Dec 13, priced at $187 found 1 day ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$188 Roundtrip, found 1 hour ago

$188

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $188 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$191 Roundtrip, found 1 hour ago

$191

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $191 found 1 hour ago

Tue, Nov 4 - Thu, Nov 6

BOS

Logan Intl.

ORD

O'Hare Intl.

$192 Roundtrip, found 1 hour ago

$192

Roundtrip

found 1 hour ago

Select JetBlue Airways flight, departing Tue, Nov 4 from Logan Intl. to O'Hare Intl., returning Thu, Nov 6, priced at $192 found 1 hour ago