$71 Cheap flight deals from Chicago (CHI) to Millbrae (SJC)
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This Weekend's Flight Deals from Chicago to Millbrae
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.
$339 Roundtrip, found 21 hours ago
$339
Roundtrip
found 21 hours ago
ORD
O'Hare Intl.
OAK
Oakland Intl.
$482 Roundtrip, found 1 day ago
$482
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$493 Roundtrip, just found
$493
Roundtrip
just found
RFD
Greater Rockford
SFO
San Francisco Intl.
$513 Roundtrip, found 5 days ago
$513
Roundtrip
found 5 days ago
Airfares from $71 One Way, $141 Round Trip from Chicago to Millbrae
Prices starting at $141 for return flights and $71 for one-way flights to Millbrae 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
$141 Roundtrip, found 5 days ago
$141
Roundtrip
found 5 days ago
ORD
Chicago
SFO
San Francisco
$156 Roundtrip, just found
$156
Roundtrip
just found
ORD
Chicago
SJC
San Jose
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
ORD
Chicago
SFO
San Francisco
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
MDW
Chicago
SFO
San Francisco
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Millbrae economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Bay Landing San Francisco Airport Hotel
18/10 Exceptional! (4,699 reviews)
Dec 18 - Dec 21
3 night stay
Chicago (CHI) to San Francisco (SFO)
United • Coach
San Francisco (SFO) to Chicago (CHI)
Frontier Airlines • Coach
Price was $717, price is now $539 per person
$539
per person
found 1 day ago
The room was spotless. Beautiful hotel.
Reviewed on Nov 3, 2025
3.0-star property
Fitzgerald Hotel
7.8/10 Good! (466 reviews)
Dec 30 - Jan 7
8 night stay
Chicago (CHI) to San Francisco (SFO)
Frontier Airlines • Non-stop • Coach
San Francisco (SFO) to Chicago (CHI)
Alaska Airlines • Non-stop • Coach
Price was $1,064, price is now $694 per person
$694
per person
found 22 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
4.0-star property
San Francisco Proper Hotel
8.8/10 Excellent! (779 reviews)
Dec 26 - Dec 30
4 night stay
Chicago (CHI) to San Francisco (SFO)
Frontier Airlines • Non-stop • Coach
San Francisco (SFO) to Chicago (CHI)
United • Non-stop • Coach
Price was $759, price is now $547 per person
$547
per person
found 21 hours ago
This hotel is adorable! The artwork and the decor are wonderful. The room was very quiet and had a great nights sleep.
Reviewed on Oct 7, 2023
Millbrae first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Stanford Court San Francisco
18/10 Exceptional! (1,341 reviews)
Dec 30 - Jan 7
8 night stay
Chicago (CHI) to San Francisco (SFO)
Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $2,003, price is now $1,637 per person
$1,637
per person
found 22 hours ago
This property is a great place to stay in Nob Hill. The rooms are super clean, the staff is exceptionally friendly and the hotel is laid out very nicely. My biggest complaint is that they had one functioning elevator for the six nights that we stayed. And I was told by other guest that this was a frequent problem. So if you’re planning on staying there, I recommend you ask for a lower floor.
Reviewed on Oct 5, 2025
5.0-star property
The Ritz-Carlton, San Francisco
18.8/10 Exceptional! (1,001 reviews)
Dec 30 - Jan 7
8 night stay
Chicago (CHI) to San Francisco (SFO)
Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $3,338, price is now $2,404 per person
$2,404
per person
found 22 hours ago
Absolutely love staying here! Club level is wonderful, staff is top notch!
Reviewed on Aug 13, 2025
4.0-star property
Casa Madrona Hotel & Spa
18/10 Exceptional! (1,000 reviews)
Dec 30 - Jan 7
8 night stay
Chicago (CHI) to San Francisco (SFO)
Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $3,237, price is now $2,571 per person
$2,571
per person
found 22 hours ago
Beautiful setting and welcoming staff.
Reviewed on Jul 26, 2025
More About Flying To Millbrae from Chicago
Route Information for Flights from Chicago to Millbrae
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SJC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Millbrae
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Millbrae Airports
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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.