$70 Cheap flight deals from Chicago (CHI) to Alameda (SJC)

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This Weekend's Flight Deals from Chicago to Alameda

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.

Sat, Nov 15 - Sun, Dec 7
MDW
Midway Intl.
SFO
San Francisco Intl.
$223 Roundtrip, found 8 hours ago
$223
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Midway Intl. to San Francisco Intl., returning Sun, Dec 7, priced at $223 found 8 hours ago
Sat, Nov 15 - Mon, Nov 17
ORD
O'Hare Intl.
SJC
Norman Y. Mineta San Jose Intl.
$451 Roundtrip, found 2 days ago
$451
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Nov 15 from O'Hare Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Nov 17, priced at $451 found 2 days ago
Sat, Nov 15 - Sat, Nov 15
ORD
O'Hare Intl.
OAK
Oakland Intl.
$480 Roundtrip, found 6 days ago
$480
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sat, Nov 15 from O'Hare Intl. to Oakland Intl., returning Sat, Nov 15, priced at $480 found 6 days ago
Fri, Nov 14 - Thu, Nov 20
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$535 Roundtrip, just found
$535
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 14 from O'Hare Intl. to San Francisco Intl., returning Thu, Nov 20, priced at $535 just found

Airfares from $70 One Way, $142 Round Trip from Chicago to Alameda

Prices starting at $142 for return flights and $70 for one-way flights to Alameda were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jan 8 - Mon, Jan 12
MDW
Chicago
SFO
San Francisco
$142 Roundtrip, found 2 hours ago
$142
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Chicago to San Francisco, returning Mon, Jan 12, priced at $142 found 2 hours ago
Sat, Dec 6 - Mon, Dec 8
ORD
Chicago
SFO
San Francisco
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Dec 6 from Chicago to San Francisco, returning Mon, Dec 8, priced at $142 just found
Mon, Dec 15 - Thu, Jan 8
ORD
Chicago
SJC
San Jose
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Dec 15 from Chicago to San Jose, returning Thu, Jan 8, priced at $204 found 5 days ago
Tue, Dec 16 - Wed, Dec 17
ORD
Chicago
SFO
San Francisco
$221 Roundtrip, found 4 hours ago
$221
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Tue, Dec 16 from Chicago to San Francisco, returning Wed, Dec 17, priced at $221 found 4 hours ago
Wed, Jan 7 - Tue, Jan 27
ORD
Chicago
SJC
San Jose
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Wed, Jan 7 from Chicago to San Jose, returning Tue, Jan 27, priced at $222 found 4 days ago

Alameda economy flight packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina
4.0-star property

DoubleTree by Hilton Hotel Berkeley Marina

8.2/10 Very Good! (3,521 reviews)

Dec 23 - Dec 27

4 night stay

Chicago (ORD) to Oakland (OAK)

United • Roundtrip • Coach
Price was $735, price is now $529 per person
$529
per person
found 1 day ago
Noisy- the laundry machine was running the whole evening

Reviewed on Nov 10, 2025

Claremont Resort & Club
5.0-star property

Claremont Resort & Club

8.8/10 Excellent! (1,016 reviews)

Dec 22 - Dec 28

6 night stay

Chicago (ORD) to Oakland (OAK)

Delta • Non-stop • Coach

Oakland (OAK) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,661, price is now $919 per person
$919
per person
found 1 day ago
50$/night facility fee is charged for every night I stayed there. This was not clear to me at the time of booking. Overall a good hotel.

Reviewed on May 25, 2024

Fairmont Sonoma Mission Inn & Spa
4.0-star property

Fairmont Sonoma Mission Inn & Spa

8.6/10 Excellent! (1,002 reviews)

Jan 1 - Jan 4

3 night stay

Chicago (CHI) to Oakland (OAK)

United • Coach

Oakland (OAK) to Chicago (CHI)

Spirit Airlines • Coach
Price was $836, price is now $620 per person
$620
per person
found 7 hours ago
Great property with many options for entertainment. There were outside games and activities for families. It was too cold for the pool but it looked really nice. My only complaint was that there was a gurgling sound in the room we stayed in. It was located next to a utility room so that was likely the cause. The front desk said we could move but we had just settled in. When the fan was on we couldn’t hear it but I would have switched if I’d learned of it earlier.

Reviewed on May 31, 2023

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More About Flying To Alameda from Chicago

Route Information for Flights from Chicago to Alameda

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SJC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Alameda

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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.