Flights from Chicago to Redwood City

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.

Fri, Aug 29 - Sat, Aug 30

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$198 Roundtrip, found 21 hours ago

$198

Roundtrip

found 21 hours ago

Select United flight, departing Fri, Aug 29 from O'Hare Intl. to San Francisco Intl., returning Sat, Aug 30, priced at $198 found 21 hours ago

Sun, Nov 23 - Tue, Dec 2

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$207 Roundtrip, found 1 day ago

$207

Roundtrip

found 1 day ago

Select United flight, departing Sun, Nov 23 from O'Hare Intl. to San Francisco Intl., returning Tue, Dec 2, priced at $207 found 1 day ago

Sun, Nov 23 - Tue, Dec 2

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$207 Roundtrip, found 1 day ago

$207

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sun, Nov 23 from O'Hare Intl. to San Francisco Intl., returning Tue, Dec 2, priced at $207 found 1 day ago

Fri, Aug 15 - Fri, Aug 22

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$217 Roundtrip, found 6 days ago

$217

Roundtrip

found 6 days ago

Select Alaska Airlines flight, departing Fri, Aug 15 from O'Hare Intl. to San Francisco Intl., returning Fri, Aug 22, priced at $217 found 6 days ago

Fri, Aug 29 - Sat, Aug 30

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$218 Roundtrip, found 21 hours ago

$218

Roundtrip

found 21 hours ago

Select Delta flight, departing Fri, Aug 29 from O'Hare Intl. to San Francisco Intl., returning Sat, Aug 30, priced at $218 found 21 hours ago

Tue, Oct 21 - Tue, Oct 28

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$220 Roundtrip, found 3 days ago

$220

Roundtrip

found 3 days ago

Select Hawaiian Airlines flight, departing Tue, Oct 21 from O'Hare Intl. to San Francisco Intl., returning Tue, Oct 28, priced at $220 found 3 days ago

Fri, Aug 29 - Sat, Aug 30

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$224 Roundtrip, found 21 hours ago

$224

Roundtrip

found 21 hours ago

Select Frontier Airlines flight, departing Fri, Aug 29 from O'Hare Intl. to San Francisco Intl., returning Sat, Aug 30, priced at $224 found 21 hours ago

Fri, Aug 29 - Sat, Aug 30

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$224 Roundtrip, found 21 hours ago

$224

Roundtrip

found 21 hours ago

Select American Airlines flight, departing Fri, Aug 29 from O'Hare Intl. to San Francisco Intl., returning Sat, Aug 30, priced at $224 found 21 hours ago

Tue, Oct 21 - Mon, Oct 27

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$226 Roundtrip, found 3 days ago

$226

Roundtrip

found 3 days ago

Select Hawaiian Airlines flight, departing Tue, Oct 21 from O'Hare Intl. to San Francisco Intl., returning Mon, Oct 27, priced at $226 found 3 days ago

Sun, Nov 23 - Tue, Dec 2

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$227 Roundtrip, found 1 day ago

$227

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Nov 23 from O'Hare Intl. to San Francisco Intl., returning Tue, Dec 2, priced at $227 found 1 day ago

Fri, Aug 29 - Sat, Aug 30

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$229 Roundtrip, found 21 hours ago

$229

Roundtrip

found 21 hours ago

Select United flight, departing Fri, Aug 29 from O'Hare Intl. to San Francisco Intl., returning Sat, Aug 30, priced at $229 found 21 hours ago

Sat, Oct 25 - Tue, Oct 28

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$230 Roundtrip, found 3 days ago

$230

Roundtrip

found 3 days ago

Select Alaska Airlines flight, departing Sat, Oct 25 from O'Hare Intl. to San Francisco Intl., returning Tue, Oct 28, priced at $230 found 3 days ago

Fri, Aug 29 - Sat, Aug 30

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$233 Roundtrip, found 21 hours ago

$233

Roundtrip

found 21 hours ago

Select United flight, departing Fri, Aug 29 from O'Hare Intl. to San Francisco Intl., returning Sat, Aug 30, priced at $233 found 21 hours ago

Sat, Oct 4 - Tue, Oct 7

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$234 Roundtrip, found 5 days ago

$234

Roundtrip

found 5 days ago

Select Hawaiian Airlines flight, departing Sat, Oct 4 from O'Hare Intl. to San Francisco Intl., returning Tue, Oct 7, priced at $234 found 5 days ago

Wed, Oct 1 - Sun, Oct 5

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$234 Roundtrip, found 5 days ago

$234

Roundtrip

found 5 days ago

Select United flight, departing Wed, Oct 1 from O'Hare Intl. to San Francisco Intl., returning Sun, Oct 5, priced at $234 found 5 days ago

Sat, Aug 16 - Sat, Aug 23

MDW

Midway Intl.

SFO

San Francisco Intl.

$248 Roundtrip, found 1 day ago

$248

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Aug 16 from Midway Intl. to San Francisco Intl., returning Sat, Aug 23, priced at $248 found 1 day ago

Sat, Oct 25 - Sat, Oct 25

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$248 Roundtrip, found 3 days ago

$248

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sat, Oct 25 from O'Hare Intl. to San Francisco Intl., returning Sat, Oct 25, priced at $248 found 3 days ago

Tue, Aug 26 - Tue, Sep 2

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$257 Roundtrip, found 21 hours ago

$257

Roundtrip

found 21 hours ago

Select Delta flight, departing Tue, Aug 26 from O'Hare Intl. to San Francisco Intl., returning Tue, Sep 2, priced at $257 found 21 hours ago

Tue, Sep 23 - Tue, Sep 30

MDW

Midway Intl.

SJC

Norman Y. Mineta San Jose Intl.

$319 Roundtrip, found 1 day ago

$319

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 23 from Midway Intl. to Norman Y. Mineta San Jose Intl., returning Tue, Sep 30, priced at $319 found 1 day ago

Sat, Sep 27 - Tue, Sep 30

MDW

Midway Intl.

OAK

Oakland Intl.

$393 Roundtrip, found 1 day ago

$393

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 27 from Midway Intl. to Oakland Intl., returning Tue, Sep 30, priced at $393 found 1 day ago