
$76 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 $76 One Way, $148 Round Trip from Chicago to Pleasant Hill
Prices starting at $148 for return flights and $76 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

Calistoga Motor Lodge and Spa
Feb 12 - Feb 15
Chicago (ORD) to Oakland (OAK)
Oakland (OAK) to Chicago (ORD)
Reviewed on Sep 14, 2025

MacArthur Place Hotel & Spa
Feb 12 - Feb 16
Chicago (CHI) to Oakland (OAK)
Reviewed on Nov 11, 2025

Fairmont Sonoma Mission Inn & Spa
Feb 12 - Feb 15
Chicago (ORD) to Oakland (OAK)
Oakland (OAK) to Chicago (ORD)
Reviewed on May 31, 2023
Pleasant Hill packages with premium economy flights

Motel 6 Pleasanton, CA
Feb 12 - Feb 16
Chicago (ORD) to Oakland (OAK)
Reviewed on Sep 12, 2021

Motel 6 Hayward, CA – Silicon Valley Gateway
Feb 12 - Feb 16
Chicago (ORD) 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
Orbitz assures that you will receive cheap air fares on flights from Chicago to Pleasant Hill and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
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Low fares on Chicago to Pleasant Hill flights
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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.




