$114 Cheap flight deals from Chicago (CHI) to Berkeley (OAK)

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This Weekend's Flight Deals from Chicago to Berkeley

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.

Fri, May 29 - Wed, Jun 3
MDW
Midway Intl.
SFO
San Francisco Intl.
$346 Roundtrip, found 3 days ago
$346
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, May 29 from Midway Intl. to San Francisco Intl., returning Wed, Jun 3, priced at $346 found 3 days ago
Sun, May 31 - Wed, Jun 3
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$346 Roundtrip, found 3 hours ago
$346
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, May 31 from O'Hare Intl. to San Francisco Intl., returning Wed, Jun 3, priced at $346 found 3 hours ago
Sat, May 30 - Tue, Jun 2
ORD
O'Hare Intl.
OAK
Oakland Intl.
$407 Roundtrip, found 5 days ago
$407
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Sat, May 30 from O'Hare Intl. to Oakland Intl., returning Tue, Jun 2, priced at $407 found 5 days ago
Sat, May 30 - Tue, Jun 2
MDW
Midway Intl.
OAK
Oakland Intl.
$480 Roundtrip, found 5 days ago
$480
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, May 30 from Midway Intl. to Oakland Intl., returning Tue, Jun 2, priced at $480 found 5 days ago

Airfares from $114 One Way, $215 Round Trip from Chicago to Berkeley

Prices starting at $215 for return flights and $114 for one-way flights to Berkeley 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, Jul 22 - Sat, Jul 25
ORD
Chicago
SFO
San Francisco
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jul 22 from Chicago to San Francisco, returning Sat, Jul 25, priced at $215 found 3 days ago
Sat, Aug 22 - Sun, Aug 30
MDW
Chicago
SFO
San Francisco
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Chicago to San Francisco, returning Sun, Aug 30, priced at $248 found 3 days ago
Wed, Aug 12 - Tue, Aug 18
ORD
Chicago
SFO
San Francisco
$253 Roundtrip, found 16 hours ago
$253
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Chicago to San Francisco, returning Tue, Aug 18, priced at $253 found 16 hours ago
Wed, Sep 30 - Tue, Oct 6
MDW
Chicago
SFO
San Francisco
$253 Roundtrip, found 3 hours ago
$253
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Wed, Sep 30 from Chicago to San Francisco, returning Tue, Oct 6, priced at $253 found 3 hours ago
Wed, Aug 12 - Tue, Aug 18
ORD
Chicago
SFO
San Francisco
$253 Roundtrip, found 16 hours ago
$253
Roundtrip
found 16 hours ago
Select United flight, departing Wed, Aug 12 from Chicago to San Francisco, returning Tue, Aug 18, priced at $253 found 16 hours ago

Berkeley economy flight packages

Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club
5.0-star property

Claremont Resort & Club

9/10 Wonderful! (1,003 reviews)

Jul 6 - Jul 12

6 night stay

Chicago (CHI) to Oakland (OAK)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,780, price is now $1,017 per person
$1,017
per person
found 1 day ago
50$/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

Solage, Auberge Collection
5.0-star property

Solage, Auberge Collection

9.6/10 Exceptional! (720 reviews)

Jul 8 - Jul 11

3 night stay

Chicago (ORD) to Oakland (OAK)

United • Roundtrip • Coach
Save 100% on your flight
Price was $2,044, price is now $1,502 per person
$1,502
per person
found 1 day ago
We have been going to Solage since 2010. Back then it was the nicest property in Calistoga. The problem is that that management has upgraded since 2010, or so it feels like. Pros are the following: 1. Property is still manicured well with staff on site ensuring both cleanliness and aesthetic. 2. Spa is still pretty nice. 3. Service was solid, overall..not the best but still in the top 10-15% of hotels. Cons: 1. Property has not been remodeled in some time and it shows. While it’s well maintained, the technology is nonexistent and quite frankly outdated; 2. Solbar does not deserve a Michelin recommendation or star. It was so disappointing. For starters the bacon was clearly thrown in the deep fryer, not cooked on the griddled. The smashed potatoes they are known for weren’t crispy and it appeared as though the oil wasn’t changed for many days. The fruit bowl was clunky. If I’m paying $16.00 for a fruit bowl, you should take the time and peel the fruit, present it nicely and make it beautiful. It was not that, just thrown together with little to no care. Dining room was load with kids. This is supposed to be a relaxing retreat not kids running around like Disneyland. If I wanted that experience I would go to the OC. Needless to say I did not enjoy paying $150 for breakfast and have such an awful experience. 3. A few more comments on the room and being outdated and old. The property is pretty dingy. The common areas are not well maintained.

Reviewed on Dec 25, 2025

Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views
3.0-star property

Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

No reviews

Jun 26 - Jun 29

3 night stay

Chicago (ORD) to Oakland (OAK)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,566, price is now $2,681 per person
$2,681
per person
found 1 day ago
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More About Flying To Berkeley from Chicago

Route Information for Flights from Chicago to Berkeley

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

Chicago to Berkeley

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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.