Flights from Chicago to Sylvan Bay Summer Home Area

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.

Tue, Jan 27 - Sat, Jan 31

ORD

O'Hare Intl.

JAC

Jackson Hole

$239 Roundtrip, found 4 days ago

$239

Roundtrip

found 4 days ago

Select United flight, departing Tue, Jan 27 from O'Hare Intl. to Jackson Hole, returning Sat, Jan 31, priced at $239 found 4 days ago

Tue, Jan 27 - Sat, Jan 31

ORD

O'Hare Intl.

JAC

Jackson Hole

$249 Roundtrip, found 4 days ago

$249

Roundtrip

found 4 days ago

Select United flight, departing Tue, Jan 27 from O'Hare Intl. to Jackson Hole, returning Sat, Jan 31, priced at $249 found 4 days ago

Tue, Jan 27 - Sat, Jan 31

ORD

O'Hare Intl.

JAC

Jackson Hole

$264 Roundtrip, found 4 days ago

$264

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Jan 27 from O'Hare Intl. to Jackson Hole, returning Sat, Jan 31, priced at $264 found 4 days ago

Tue, Jan 27 - Sat, Jan 31

ORD

O'Hare Intl.

JAC

Jackson Hole

$265 Roundtrip, found 4 days ago

$265

Roundtrip

found 4 days ago

Select United flight, departing Tue, Jan 27 from O'Hare Intl. to Jackson Hole, returning Sat, Jan 31, priced at $265 found 4 days ago

Fri, Sep 5 - Thu, Sep 11

ORD

O'Hare Intl.

JAC

Jackson Hole

$269 Roundtrip, found 1 day ago

$269

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 5 from O'Hare Intl. to Jackson Hole, returning Thu, Sep 11, priced at $269 found 1 day ago

Mon, Sep 8 - Wed, Sep 10

ORD

O'Hare Intl.

JAC

Jackson Hole

$271 Roundtrip, found 1 day ago

$271

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Sep 8 from O'Hare Intl. to Jackson Hole, returning Wed, Sep 10, priced at $271 found 1 day ago

Wed, Sep 3 - Thu, Sep 11

ORD

O'Hare Intl.

JAC

Jackson Hole

$274 Roundtrip, found 1 day ago

$274

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 3 from O'Hare Intl. to Jackson Hole, returning Thu, Sep 11, priced at $274 found 1 day ago

Sun, Sep 7 - Wed, Sep 10

ORD

O'Hare Intl.

JAC

Jackson Hole

$281 Roundtrip, found 1 day ago

$281

Roundtrip

found 1 day ago

Select United flight, departing Sun, Sep 7 from O'Hare Intl. to Jackson Hole, returning Wed, Sep 10, priced at $281 found 1 day ago

Thu, Sep 4 - Thu, Sep 11

ORD

O'Hare Intl.

JAC

Jackson Hole

$289 Roundtrip, found 1 day ago

$289

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 4 from O'Hare Intl. to Jackson Hole, returning Thu, Sep 11, priced at $289 found 1 day ago

Fri, Sep 5 - Wed, Sep 10

ORD

O'Hare Intl.

JAC

Jackson Hole

$290 Roundtrip, found 1 day ago

$290

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Jackson Hole, returning Wed, Sep 10, priced at $290 found 1 day ago

Sat, Sep 6 - Fri, Sep 12

ORD

O'Hare Intl.

JAC

Jackson Hole

$294 Roundtrip, found 1 day ago

$294

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 6 from O'Hare Intl. to Jackson Hole, returning Fri, Sep 12, priced at $294 found 1 day ago

Wed, Sep 3 - Fri, Sep 12

ORD

O'Hare Intl.

JAC

Jackson Hole

$299 Roundtrip, found 1 day ago

$299

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 3 from O'Hare Intl. to Jackson Hole, returning Fri, Sep 12, priced at $299 found 1 day ago

Wed, Sep 3 - Wed, Sep 10

ORD

O'Hare Intl.

JAC

Jackson Hole

$300 Roundtrip, found 1 day ago

$300

Roundtrip

found 1 day ago

Select United flight, departing Wed, Sep 3 from O'Hare Intl. to Jackson Hole, returning Wed, Sep 10, priced at $300 found 1 day ago

Tue, Jan 27 - Sat, Jan 31

ORD

O'Hare Intl.

JAC

Jackson Hole

$306 Roundtrip, found 4 days ago

$306

Roundtrip

found 4 days ago

Select United flight, departing Tue, Jan 27 from O'Hare Intl. to Jackson Hole, returning Sat, Jan 31, priced at $306 found 4 days ago

Mon, Jul 21 - Wed, Jul 30

ORD

O'Hare Intl.

JAC

Jackson Hole

$309 Roundtrip, found 6 days ago

$309

Roundtrip

found 6 days ago

Select American Airlines flight, departing Mon, Jul 21 from O'Hare Intl. to Jackson Hole, returning Wed, Jul 30, priced at $309 found 6 days ago

Tue, Jan 27 - Sat, Jan 31

ORD

O'Hare Intl.

JAC

Jackson Hole

$316 Roundtrip, found 4 days ago

$316

Roundtrip

found 4 days ago

Select United flight, departing Tue, Jan 27 from O'Hare Intl. to Jackson Hole, returning Sat, Jan 31, priced at $316 found 4 days ago

Wed, Sep 24 - Wed, Oct 8

ORD

O'Hare Intl.

JAC

Jackson Hole

$319 Roundtrip, found 1 day ago

$319

Roundtrip

found 1 day ago

Select United flight, departing Wed, Sep 24 from O'Hare Intl. to Jackson Hole, returning Wed, Oct 8, priced at $319 found 1 day ago

Wed, Sep 24 - Fri, Oct 3

ORD

O'Hare Intl.

JAC

Jackson Hole

$321 Roundtrip, found 1 day ago

$321

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 24 from O'Hare Intl. to Jackson Hole, returning Fri, Oct 3, priced at $321 found 1 day ago

Wed, Jul 16 - Wed, Jul 30

ORD

O'Hare Intl.

JAC

Jackson Hole

$324 Roundtrip, found 6 days ago

$324

Roundtrip

found 6 days ago

Select American Airlines flight, departing Wed, Jul 16 from O'Hare Intl. to Jackson Hole, returning Wed, Jul 30, priced at $324 found 6 days ago

Tue, Jan 27 - Sat, Jan 31

ORD

O'Hare Intl.

JAC

Jackson Hole

$325 Roundtrip, found 4 days ago

$325

Roundtrip

found 4 days ago

Select United flight, departing Tue, Jan 27 from O'Hare Intl. to Jackson Hole, returning Sat, Jan 31, priced at $325 found 4 days ago