$79 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.

Sun, Oct 26 - Mon, Nov 3
MDW
Midway Intl.
SFO
San Francisco Intl.
$277 Roundtrip, found 3 days ago
$277
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Oct 26 from Midway Intl. to San Francisco Intl., returning Mon, Nov 3, priced at $277 found 3 days ago
Sun, Oct 26 - Mon, Oct 27
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$394 Roundtrip, found 1 hour ago
$394
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Oct 26 from O'Hare Intl. to San Francisco Intl., returning Mon, Oct 27, priced at $394 found 1 hour ago
Sun, Oct 26 - Mon, Nov 3
ORD
O'Hare Intl.
STS
Sonoma County
$613 Roundtrip, found 1 day ago
$613
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Sun, Oct 26 from O'Hare Intl. to Sonoma County, returning Mon, Nov 3, priced at $613 found 1 day ago
Fri, Oct 24 - Sat, Oct 25
RFD
Greater Rockford
SFO
San Francisco Intl.
$1,040 Roundtrip, found 1 day ago
$1,040
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 24 from Greater Rockford to San Francisco Intl., returning Sat, Oct 25, priced at $1,040 found 1 day ago

Airfares from $79 One Way, $154 Round Trip from Chicago to Santa Rosa

Prices starting at $154 for return flights and $79 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.

Wed, Dec 3 - Tue, Dec 9
ORD
Chicago
SFO
San Francisco
$154 Roundtrip, found 5 hours ago
$154
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Wed, Dec 3 from Chicago to San Francisco, returning Tue, Dec 9, priced at $154 found 5 hours ago
Thu, Nov 6 - Mon, Nov 10
MDW
Chicago
SFO
San Francisco
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 6 from Chicago to San Francisco, returning Mon, Nov 10, priced at $180 found 1 day ago
Sat, Jan 17 - Tue, Jan 20
ORD
Chicago
SFO
San Francisco
$191 Roundtrip, found 9 hours ago
$191
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Jan 17 from Chicago to San Francisco, returning Tue, Jan 20, priced at $191 found 9 hours ago
Tue, Jan 20 - Wed, Feb 11
ORD
Chicago
SFO
San Francisco
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select United flight, departing Tue, Jan 20 from Chicago to San Francisco, returning Wed, Feb 11, priced at $197 found 12 hours ago
Wed, Dec 17 - Thu, Dec 25
MDW
Chicago
SFO
San Francisco
$199 Roundtrip, found 10 hours ago
$199
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Wed, Dec 17 from Chicago to San Francisco, returning Thu, Dec 25, priced at $199 found 10 hours ago

Santa Rosa economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fitzgerald Hotel
3.0-star property

Fitzgerald Hotel

7.8/10 Good! (466 reviews)

Dec 11 - Dec 16

5 night stay

Chicago (CHI) to San Francisco (SFO)

American Airlines • Coach

San Francisco (SFO) to Chicago (CHI)

Southwest Airlines • Coach
Price was $541, price is now $372 per person
$372
per person
found 16 hours ago
Extremely well priced in a great area right in the heart of Union Sq/San Francisco and the room was very clean with the bedding & towels having that laundry fresh room smell. Yes, the room was quite small but perfectly manageable. If you want a bigger room in SF, be prepared to pay five times more. Staff all super friendly. And all the complaints about a free - yes FREE!! - breakfast in a 2 * hotel are baffling. What do you expect - vintage champagne, lobster and caviar? Besides, you really should be eating at one on San Francisco's countless superb eateries instead of filling up on dry muffins and cornflakes. Great hotel, 5 * all the way.

Reviewed on Dec 8, 2024

1 Hotel San Francisco
5.0-star property

1 Hotel San Francisco

9.2/10 Wonderful! (462 reviews)

Dec 11 - Dec 16

5 night stay

Chicago (CHI) to San Francisco (SFO)

American Airlines • Coach

San Francisco (SFO) to Chicago (CHI)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,908, price is now $1,100 per person
$1,100
per person
found 16 hours ago
Excellent hotel in a great location

Reviewed on Sep 23, 2024

SureStay by Best Western San Francisco Marina District
2.5-star property

SureStay by Best Western San Francisco Marina District

7.6/10 Good! (480 reviews)

Dec 11 - Dec 16

5 night stay

Chicago (CHI) to San Francisco (SFO)

American Airlines • Coach

San Francisco (SFO) to Chicago (CHI)

Southwest Airlines • Coach
Save 100% on your flight
Price was $657, price is now $453 per person
$453
per person
found 16 hours ago
Room was somewhat smoky, but I only stayed one night, so I didn't bother to ask to change. No hot breakfast was a little disappointing.

Reviewed on Feb 6, 2025

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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

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Travel Planning Made Easy

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Frequently asked questions

Are there non-stop flights from Chicago to Santa Rosa?
You'll find 3 airlines that fly directly from ORD to San Francisco Intl. Airport (SFO), so get ready to hit that beautiful "book" button. One of these popular carriers will have the flight you're looking for:

  • United Airlines
  • American Airlines
  • Alaska Airlines

What is the shortest flight from Chicago to Santa Rosa?
The quickest flight time from Midway Intl. Airport (MDW) to San Francisco Intl. Airport (SFO) is 5 hours and 15 minutes. Order your favorite wine from the cabin crew, start your travel journal or make friends with your seat mate — you'll have the time on this medium-haul trip.
What airlines fly from Chicago to Santa Rosa most frequently?
United Airlines (UA) operates 243 flights every month between O'Hare Intl. Airport (ORD) to SFO. Your next great adventure is just a few clicks away. Also research the great deals from American Airlines (AA). Offering 126 flights each month between Chicago and Santa Rosa, they'll ensure your journey is just as delightful as the destination.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

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.