$107 Cheap flight deals from Chicago (CHI) to Santa Rosa (SFO)
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This Weekend's Flight Deals from Chicago to Santa Rosa
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.
MDW
Midway Intl.
SFO
San Francisco Intl.
$393 Roundtrip, found 2 days ago
$393
Roundtrip
found 2 days ago
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$393 Roundtrip, just found
$393
Roundtrip
just found
MDW
Midway Intl.
STS
Sonoma County
$583 Roundtrip, found 6 days ago
$583
Roundtrip
found 6 days ago
ORD
O'Hare Intl.
STS
Sonoma County
$731 Roundtrip, found 6 days ago
$731
Roundtrip
found 6 days ago
Airfares from $107 One Way, $213 Round Trip from Chicago to Santa Rosa
Prices starting at $213 for return flights and $107 for one-way flights to Santa Rosa were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Chicago
SFO
San Francisco
$213 Roundtrip, found 7 hours ago
$213
Roundtrip
found 7 hours ago
ORD
Chicago
SFO
San Francisco
$213 Roundtrip, just found
$213
Roundtrip
just found
ORD
Chicago
SFO
San Francisco
$213 Roundtrip, just found
$213
Roundtrip
just found
RFD
Rockford
SFO
San Francisco
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
ORD
Chicago
SFO
San Francisco
$237 Roundtrip, just found
$237
Roundtrip
just found
Santa Rosa economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Stanford Court San Francisco
9/10 Wonderful! (1,481 reviews)
Aug 26 - Aug 30
4 night stay
Chicago (CHI) to San Francisco (SFO)
Southwest Airlines • Coach
San Francisco (SFO) to Chicago (CHI)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,049, price is now $628 per person
$628
per person
found 1 day ago
Great service, clean rooms, nice location in Nob Hill. Would definitely come back…
Reviewed on Jul 8, 2026
5.0-star property
Treehouse Hotel Silicon Valley
9.6/10 Exceptional! (112 reviews)
Aug 27 - Aug 31
4 night stay
Chicago (CHI) to San Francisco (SFO)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,491, price is now $934 per person
$934
per person
found 1 day ago
Beer garden trailer was really fun, Nate was a great host, Goat restaurant excellent and you are able to dine with dog, grounds beautiful, pool fun with floats, grounds are super clean, room is also fun and decorations are cool
Reviewed on Jul 7, 2026
3.0-star property
The Grove Inn
9.2/10 Wonderful! (719 reviews)
Aug 27 - Aug 31
4 night stay
Chicago (CHI) to San Francisco (SFO)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,208, price is now $778 per person
$778
per person
found 1 day ago
The location was nice - quiet but still close to food and sights. The room itself was quite basic. Comfortable but small; nothing to write home about. No elevator (but they did have a luggage elevator). The staff was friendly and welcoming.
Reviewed on Jun 13, 2026
Santa Rosa packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Bay Landing San Francisco Airport Hotel
9/10 Wonderful! (4,892 reviews)
Aug 19 - Aug 26
7 night stay
Chicago (CHI) to San Francisco (SFO)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,180, price is now $773 per person
$773
per person
found 1 day ago
Great location for airport travel and well maintained and free parking
Reviewed on Jul 9, 2026
3.0-star property
The Grove Inn
9.2/10 Wonderful! (719 reviews)
Aug 19 - Aug 26
7 night stay
Chicago (CHI) to San Francisco (SFO)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,907, price is now $1,049 per person
$1,049
per person
found 1 day ago
The location was nice - quiet but still close to food and sights. The room itself was quite basic. Comfortable but small; nothing to write home about. No elevator (but they did have a luggage elevator). The staff was friendly and welcoming.
Reviewed on Jun 13, 2026
4.0-star property
Hotel Riu Plaza Fisherman's Wharf
9/10 Wonderful! (7,526 reviews)
Aug 19 - Aug 26
7 night stay
Chicago (CHI) to San Francisco (SFO)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,700, price is now $1,022 per person
$1,022
per person
found 1 day ago
The room is clean and breakfast is very good ! Will definitely stay here again if ever we go to SF.
Reviewed on Jul 8, 2026
More About Flying To Santa Rosa from Chicago
Route Information for Flights from Chicago to Santa Rosa
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SFO |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Santa Rosa
Great Deals on Flights From Chicago to Santa Rosa
Spend more of your time and money at Santa Rosa instead of sitting at your computer, searching for discount Chicago to Santa Rosa flights. This is why Orbitz makes it easy for you to check out destinations, plan your trip, and book your air fare, hotel, car rental, and more in just one place. Our low price guarantee means that you get great deals on flights from Chicago to Santa Rosa.
Flights That Fit Your Budget
Traveling on a budget? Not to worry if you are using Orbitz. We monitor thousands of fares to make sure we show you the best air ticket prices available for your travel dates. Besides amazing prices on Chicago to Santa Rosa flights, we offer you great deals on hotels, vacation packages, and last-minute getaways for the perfect trip.
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More Destinations
- Flights from Albany (ALB) to Santa Rosa (STS)
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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.