Flights from Chicago to Sister Bay

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, Sep 9 - Sun, Sep 14

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$199 Roundtrip, found 1 day ago

$199

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 9 from O'Hare Intl. to Austin Straubel Intl., returning Sun, Sep 14, priced at $199 found 1 day ago

Tue, Sep 9 - Thu, Sep 18

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$214 Roundtrip, found 1 day ago

$214

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 9 from O'Hare Intl. to Austin Straubel Intl., returning Thu, Sep 18, priced at $214 found 1 day ago

Tue, Sep 9 - Tue, Sep 16

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$229 Roundtrip, found 1 day ago

$229

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 9 from O'Hare Intl. to Austin Straubel Intl., returning Tue, Sep 16, priced at $229 found 1 day ago

Fri, Sep 12 - Fri, Sep 19

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$239 Roundtrip, found 1 day ago

$239

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Austin Straubel Intl., returning Fri, Sep 19, priced at $239 found 1 day ago

Thu, Sep 11 - Sat, Sep 13

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$259 Roundtrip, found 1 day ago

$259

Roundtrip

found 1 day ago

Select United flight, departing Thu, Sep 11 from O'Hare Intl. to Austin Straubel Intl., returning Sat, Sep 13, priced at $259 found 1 day ago

Fri, Sep 12 - Sun, Sep 14

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$284 Roundtrip, found 1 day ago

$284

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Austin Straubel Intl., returning Sun, Sep 14, priced at $284 found 1 day ago

Thu, Sep 11 - Sun, Sep 14

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$292 Roundtrip, found 1 day ago

$292

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from O'Hare Intl. to Austin Straubel Intl., returning Sun, Sep 14, priced at $292 found 1 day ago

Tue, Oct 28 - Tue, Nov 4

MDW

Midway Intl.

GRB

Austin Straubel Intl.

$318 Roundtrip, found 6 days ago

$318

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Oct 28 from Midway Intl. to Austin Straubel Intl., returning Tue, Nov 4, priced at $318 found 6 days ago

Fri, Sep 12 - Sat, Sep 13

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$319 Roundtrip, found 1 day ago

$319

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 12 from O'Hare Intl. to Austin Straubel Intl., returning Sat, Sep 13, priced at $319 found 1 day ago

Thu, Sep 11 - Sat, Sep 13

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$333 Roundtrip, found 1 day ago

$333

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Austin Straubel Intl., returning Sat, Sep 13, priced at $333 found 1 day ago

Thu, Sep 11 - Sat, Sep 13

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$337 Roundtrip, found 1 day ago

$337

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Austin Straubel Intl., returning Sat, Sep 13, priced at $337 found 1 day ago

Sun, Sep 14 - Fri, Sep 19

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$338 Roundtrip, found 1 day ago

$338

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Sep 14 from O'Hare Intl. to Austin Straubel Intl., returning Fri, Sep 19, priced at $338 found 1 day ago

Wed, Sep 10 - Sun, Sep 14

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$342 Roundtrip, found 1 day ago

$342

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 10 from O'Hare Intl. to Austin Straubel Intl., returning Sun, Sep 14, priced at $342 found 1 day ago

Tue, Oct 28 - Sat, Nov 1

MDW

Midway Intl.

GRB

Austin Straubel Intl.

$348 Roundtrip, found 6 days ago

$348

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Oct 28 from Midway Intl. to Austin Straubel Intl., returning Sat, Nov 1, priced at $348 found 6 days ago

Wed, Sep 10 - Tue, Sep 16

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$357 Roundtrip, found 1 day ago

$357

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 10 from O'Hare Intl. to Austin Straubel Intl., returning Tue, Sep 16, priced at $357 found 1 day ago

Tue, Oct 28 - Thu, Nov 6

MDW

Midway Intl.

GRB

Austin Straubel Intl.

$361 Roundtrip, found 6 days ago

$361

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Oct 28 from Midway Intl. to Austin Straubel Intl., returning Thu, Nov 6, priced at $361 found 6 days ago

Fri, Oct 31 - Sat, Nov 1

MDW

Midway Intl.

GRB

Austin Straubel Intl.

$368 Roundtrip, found 6 days ago

$368

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Oct 31 from Midway Intl. to Austin Straubel Intl., returning Sat, Nov 1, priced at $368 found 6 days ago

Thu, Sep 11 - Sat, Sep 13

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$375 Roundtrip, found 1 day ago

$375

Roundtrip

found 1 day ago

Select United flight, departing Thu, Sep 11 from O'Hare Intl. to Austin Straubel Intl., returning Sat, Sep 13, priced at $375 found 1 day ago

Fri, Oct 31 - Thu, Nov 6

MDW

Midway Intl.

GRB

Austin Straubel Intl.

$381 Roundtrip, found 6 days ago

$381

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Oct 31 from Midway Intl. to Austin Straubel Intl., returning Thu, Nov 6, priced at $381 found 6 days ago

Thu, Sep 11 - Sat, Sep 13

ORD

O'Hare Intl.

GRB

Austin Straubel Intl.

$393 Roundtrip, found 1 day ago

$393

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Austin Straubel Intl., returning Sat, Sep 13, priced at $393 found 1 day ago