
$83 Cheap flight deals from Chicago (CHI) to Guerneville (OAK)
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This Weekend's Flight Deals from Chicago to Guerneville
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $83 One Way, $160 Round Trip from Chicago to Guerneville
Prices starting at $160 for return flights and $83 for one-way flights to Guerneville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Guerneville economy flight packages

Bay Landing San Francisco Airport Hotel
May 16 - May 20
Chicago (CHI) to San Francisco (SFO)
Reviewed on Jan 12, 2026

Sonesta Emeryville - San Francisco Bay Bridge
Jun 1 - Jun 7
Chicago (CHI) to Oakland (OAK)
Reviewed on Mar 12, 2026

Casa Sonoma by Avantstay Private Pool + Hot Tub + Theater Minutes to Sonoma Plaza + Top Wineries
May 21 - May 24
Chicago (ORD) to Oakland (OAK)
Oakland (OAK) to Chicago (ORD)
Guerneville packages with premium economy flights

Bay Landing San Francisco Airport Hotel
May 23 - May 29
Chicago (ORD) to San Francisco (SFO)
Reviewed on Jan 12, 2026

Hotel Riu Plaza Fisherman's Wharf
May 23 - May 29
Chicago (ORD) to San Francisco (SFO)
Reviewed on Feb 13, 2026

Guerneville first class flight packages

Bay Landing San Francisco Airport Hotel
May 22 - May 29
Chicago (ORD) to San Francisco (SFO)
Reviewed on Jan 12, 2026

Fairmont Heritage Place, Ghirardelli Square
May 22 - May 29
Chicago (ORD) to San Francisco (SFO)
Reviewed on Jun 30, 2025

Hotel Riu Plaza Fisherman's Wharf
May 22 - May 29
Chicago (ORD) to San Francisco (SFO)
Reviewed on Feb 13, 2026
More About Flying To Guerneville from Chicago
Route Information for Flights from Chicago to Guerneville
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | OAK |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Guerneville
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.




