$92 Cheap flight deals from Chicago (CHI) to Pescadero (SJC)

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This Weekend's Flight Deals from Chicago to Pescadero

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, Jan 3 - Wed, Jan 7
ORD
O'Hare Intl.
OAK
Oakland Intl.
$542 Roundtrip, found 5 days ago
$542
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Jan 3 from O'Hare Intl. to Oakland Intl., returning Wed, Jan 7, priced at $542 found 5 days ago
Sun, Jan 4 - Wed, Jan 7
MDW
Midway Intl.
SFO
San Francisco Intl.
$572 Roundtrip, found 2 hours ago
$572
Roundtrip
found 2 hours ago
Select Delta flight, departing Sun, Jan 4 from Midway Intl. to San Francisco Intl., returning Wed, Jan 7, priced at $572 found 2 hours ago
Sat, Jan 3 - Wed, Jan 7
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$588 Roundtrip, found 5 hours ago
$588
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Sat, Jan 3 from O'Hare Intl. to San Francisco Intl., returning Wed, Jan 7, priced at $588 found 5 hours ago
Sun, Jan 4 - Wed, Jan 21
ORD
O'Hare Intl.
SJC
Norman Y. Mineta San Jose Intl.
$616 Roundtrip, found 4 days ago
$616
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Jan 4 from O'Hare Intl. to Norman Y. Mineta San Jose Intl., returning Wed, Jan 21, priced at $616 found 4 days ago

Airfares from $92 One Way, $165 Round Trip from Chicago to Pescadero

Prices starting at $165 for return flights and $92 for one-way flights to Pescadero were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Feb 23 - Tue, Mar 3
ORD
Chicago
SFO
San Francisco
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Chicago to San Francisco, returning Tue, Mar 3, priced at $165 found 2 days ago
Thu, Feb 12 - Mon, Feb 23
MDW
Chicago
SFO
San Francisco
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Chicago to San Francisco, returning Mon, Feb 23, priced at $182 found 2 days ago
Thu, Feb 19 - Thu, Feb 26
ORD
Chicago
SJC
San Jose
$184 Roundtrip, found 5 days ago
$184
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Chicago to San Jose, returning Thu, Feb 26, priced at $184 found 5 days ago
Sat, Jan 17 - Tue, Jan 20
ORD
Chicago
SFO
San Francisco
$220 Roundtrip, found 6 hours ago
$220
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Jan 17 from Chicago to San Francisco, returning Tue, Jan 20, priced at $220 found 6 hours ago
Tue, Jan 20 - Tue, Jan 27
ORD
Chicago
SFO
San Francisco
$221 Roundtrip, found 5 days ago
$221
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Chicago to San Francisco, returning Tue, Jan 27, priced at $221 found 5 days ago

Pescadero economy flight packages

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

Hotel Strata

9.6/10 Exceptional! (420 reviews)

Feb 8 - Feb 10

2 night stay

Chicago (CHI) to San Jose (SJC)

Southwest Airlines • Non-stop • Coach

San Jose (SJC) to Chicago (CHI)

Delta • Non-stop • Coach
Price was $968, price is now $735 per person
$735
per person
found 1 day ago
It was our first time at this property and it was a great experience!!! Me and my husband came here for a pre valentine because we won’t have time to come during the valentine weekend, my husband loves this hotel and the rooms are spectacular!!! We got a bottle of wine and some gifts from the owner, she was especially attentive and hospitality was awesome!!! We will come stay again!!!

Reviewed on Feb 8, 2022

@ Marbella Lane - Alluring & Spacious 3BR Home
3.0-star property

@ Marbella Lane - Alluring & Spacious 3BR Home

No reviews

Feb 5 - Feb 8

3 night stay

Chicago (CHI) to San Jose (SJC)

Delta • Non-stop • Coach

San Jose (SJC) to Chicago (CHI)

Alaska Airlines • Non-stop • Coach
Price was $2,547, price is now $1,737 per person
$1,737
per person
found 22 hours ago
Marbella Lane Triplex San Jose
3.5-star property

Marbella Lane Triplex San Jose

7.4/10 Good! (43 reviews)

Feb 5 - Feb 8

3 night stay

Chicago (CHI) to San Jose (SJC)

Delta • Non-stop • Coach

San Jose (SJC) to Chicago (CHI)

Alaska Airlines • Non-stop • Coach
Price was $2,569, price is now $1,952 per person
$1,952
per person
found 22 hours ago
The property location was great. Communication was amazing. We stayed in the downstairs part of the triplex and were content with everything regarding our stay. Only downside to our stay was that our upstairs neighbors were up both mornings over the weekend from 5 AM-7:30 AM walking, thumping, and moving around a lot making it hard to sleep in on our mini getaway vacation. Otherwise great home like space- beats a hotel with just a bed bathroom and desk so our daughter was able to keep her routine just fine and had space to walk around. Would stay here again.

Reviewed on Jun 21, 2023

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More About Flying To Pescadero from Chicago

Route Information for Flights from Chicago to Pescadero

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

Chicago to Pescadero

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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.