Flights from Chicago to Gorham

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, Sep 8 - Tue, Sep 16

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$193 Roundtrip, found 3 days ago

$193

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Mon, Sep 8 from O'Hare Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $193 found 3 days ago

Sun, Sep 7 - Tue, Sep 16

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$208 Roundtrip, found 3 days ago

$208

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sun, Sep 7 from O'Hare Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $208 found 3 days ago

Mon, Sep 8 - Mon, Sep 15

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$210 Roundtrip, found 3 days ago

$210

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Mon, Sep 8 from O'Hare Intl. to Portland Intl. Jetport, returning Mon, Sep 15, priced at $210 found 3 days ago

Thu, Sep 11 - Tue, Sep 16

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$220 Roundtrip, found 3 days ago

$220

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Thu, Sep 11 from O'Hare Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $220 found 3 days ago

Sun, Sep 7 - Mon, Sep 15

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$225 Roundtrip, found 3 days ago

$225

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sun, Sep 7 from O'Hare Intl. to Portland Intl. Jetport, returning Mon, Sep 15, priced at $225 found 3 days ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$237 Roundtrip, found 3 days ago

$237

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Thu, Sep 11 from O'Hare Intl. to Portland Intl. Jetport, returning Mon, Sep 15, priced at $237 found 3 days ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$243 Roundtrip, found 3 days ago

$243

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Fri, Sep 12 from O'Hare Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $243 found 3 days ago

Mon, Sep 8 - Sat, Sep 13

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$243 Roundtrip, found 3 days ago

$243

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Mon, Sep 8 from O'Hare Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $243 found 3 days ago

Sat, Sep 6 - Tue, Sep 16

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$253 Roundtrip, found 3 days ago

$253

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sat, Sep 6 from O'Hare Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $253 found 3 days ago

Sun, Sep 7 - Sat, Sep 13

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$258 Roundtrip, found 3 days ago

$258

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sun, Sep 7 from O'Hare Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $258 found 3 days ago

Wed, Sep 10 - Fri, Sep 19

MDW

Midway Intl.

PWM

Portland Intl. Jetport

$279 Roundtrip, found 3 days ago

$279

Roundtrip

found 3 days ago

Select Delta flight, departing Wed, Sep 10 from Midway Intl. to Portland Intl. Jetport, returning Fri, Sep 19, priced at $279 found 3 days ago

Tue, Sep 9 - Wed, Sep 17

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$279 Roundtrip, found 3 days ago

$279

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Sep 9 from O'Hare Intl. to Portland Intl. Jetport, returning Wed, Sep 17, priced at $279 found 3 days ago

Thu, Sep 11 - Sat, Sep 13

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$280 Roundtrip, found 3 days ago

$280

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Thu, Sep 11 from O'Hare Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $280 found 3 days ago

Fri, Sep 12 - Sat, Sep 13

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$303 Roundtrip, found 3 days ago

$303

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Fri, Sep 12 from O'Hare Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $303 found 3 days ago

Thu, Sep 11 - Wed, Sep 17

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$327 Roundtrip, found 3 days ago

$327

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Sep 11 from O'Hare Intl. to Portland Intl. Jetport, returning Wed, Sep 17, priced at $327 found 3 days ago

Mon, Sep 8 - Sun, Sep 14

ORD

O'Hare Intl.

PWM

Portland Intl. Jetport

$353 Roundtrip, found 3 days ago

$353

Roundtrip

found 3 days ago

Select American Airlines flight, departing Mon, Sep 8 from O'Hare Intl. to Portland Intl. Jetport, returning Sun, Sep 14, priced at $353 found 3 days ago

Wed, Sep 17 - Sun, Sep 21

MDW

Midway Intl.

PWM

Portland Intl. Jetport

$458 Roundtrip, found 17 hours ago

$458

Roundtrip

found 17 hours ago

Select Delta flight, departing Wed, Sep 17 from Midway Intl. to Portland Intl. Jetport, returning Sun, Sep 21, priced at $458 found 17 hours ago

Wed, Sep 17 - Sun, Sep 21

MDW

Midway Intl.

PWM

Portland Intl. Jetport

$504 Roundtrip, found 17 hours ago

$504

Roundtrip

found 17 hours ago

Select Delta flight, departing Wed, Sep 17 from Midway Intl. to Portland Intl. Jetport, returning Sun, Sep 21, priced at $504 found 17 hours ago

Wed, Sep 17 - Sun, Sep 21

MDW

Midway Intl.

PWM

Portland Intl. Jetport

$508 Roundtrip, found 17 hours ago

$508

Roundtrip

found 17 hours ago

Select Delta flight, departing Wed, Sep 17 from Midway Intl. to Portland Intl. Jetport, returning Sun, Sep 21, priced at $508 found 17 hours ago

Wed, Sep 17 - Sun, Sep 21

MDW

Midway Intl.

PWM

Portland Intl. Jetport

$540 Roundtrip, found 17 hours ago

$540

Roundtrip

found 17 hours ago

Select Delta flight, departing Wed, Sep 17 from Midway Intl. to Portland Intl. Jetport, returning Sun, Sep 21, priced at $540 found 17 hours ago