
$74 Cheap flight deals from Chicago (CHI) to Pleasant Hill (OAK)
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This Weekend's Flight Deals from Chicago to Pleasant Hill
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.
Airfares from $74 One Way, $148 Round Trip from Chicago to Pleasant Hill
Prices starting at $148 for return flights and $74 for one-way flights to Pleasant Hill were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Pleasant Hill economy flight packages

Silverado Resort
Feb 12 - Feb 15
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on Jul 4, 2025

Alila Napa Valley, a Hyatt Luxury Resort
Feb 12 - Feb 15
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)

Stanly Ranch, Auberge Collection
Jan 29 - Feb 1
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on Jul 18, 2025
Pleasant Hill first class flight packages


Claremont Resort & Club
Feb 14 - Feb 21
Chicago (CHI) to Oakland (OAK)
Reviewed on May 25, 2024

Motel 6 Hayward, CA – Silicon Valley Gateway
Feb 14 - Feb 21
Chicago (CHI) to Oakland (OAK)
Reviewed on Nov 29, 2019
More About Flying To Pleasant Hill from Chicago
Route Information for Flights from Chicago to Pleasant Hill
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | OAK |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Pleasant Hill
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Use our mobile apps for Android and iPhone to find the best price on flights from Chicago to Pleasant Hill. Check your flight status, gate and baggage claim details, and book exclusive mobile deals on hotels — even on the same day.
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Budget Travel Planning Made Easy
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Pleasant Hill 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.



