
$83 Cheap flight deals from Chicago (CHI) to Pleasant Hill (OAK)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
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 $83 One Way, $160 Round Trip from Chicago to Pleasant Hill
Prices starting at $160 for return flights and $83 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

Casa Mani Resort Napa Valley, Curio Collection by Hilton
May 14 - May 18
Chicago (CHI) to Oakland (OAK)

Lavender, A Four Sisters Inn
May 14 - May 18
Chicago (CHI) to Oakland (OAK)
Reviewed on Aug 6, 2025

Milliken Creek Inn
May 14 - May 18
Chicago (CHI) to Oakland (OAK)
Reviewed on Dec 24, 2023
Pleasant Hill packages with premium economy flights

Hampton Inn & Suites Oakland Airport-Alameda
May 23 - May 29
Chicago (ORD) to Oakland (OAK)
Reviewed on Sep 27, 2025

Home2 Suites by Hilton Alameda Oakland Airport
May 23 - May 29
Chicago (ORD) to Oakland (OAK)
Reviewed on Mar 9, 2025
Pleasant Hill first class flight packages

Sonesta Emeryville - San Francisco Bay Bridge
May 22 - May 29
Chicago (ORD) to Oakland (OAK)
Reviewed on Mar 12, 2026

Hotel Shattuck Plaza
May 22 - May 29
Chicago (ORD) to Oakland (OAK)
Reviewed on Dec 8, 2025

The Marina Inn on San Francisco Bay
May 22 - May 29
Chicago (ORD) to Oakland (OAK)
Reviewed on Jan 25, 2026
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
For the best travel experience from Chicago to Pleasant Hill domestic and international travelers everywhere choose Orbitz for guaranteed low prices and cutting-edge mobile tools.
Convenient Low-Cost Travel
Orbitz makes it simple to book discount flights from Chicago to {destination.name} without compromising your schedule. You can always find deals on domestic flights from a location near you. You may find the best deals to fit your schedule by mixing and matching airlines to get you from Chicago to Pleasant Hill.
Access Orbitz On The Move
You can access Orbitz anywhere at anytime for travel from Chicago to Pleasant Hill using the latest technology. Via your mobile phone you can track any changes to your flight status, gate and baggage claim details, and with Orbitz’s full-service mobile apps for iPhone and Android you can view these trip details anytime anywhere. You can also get fare alerts and travel updates to keep you informed of the cheapest flights from Chicago to Pleasant Hill.
Earn Rewards on Your Chicago to Pleasant Hill Flights
At Orbitz you can benefit from low cost travel and have your loyalty rewarded on certain types of Chicago to Pleasant Hill flights. All you need to do is enter you frequent flyer number when booking and rack up your rewards through Orbitz online on the Traveler Information page for use on future flights. You can even add your frequent flyer number to an existing reservation to start the ball rolling.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to London
- Chicago to Washington
- Chicago to Paris
- Chicago to Toronto
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
Pleasant Hill Airports
More Destinations
- Flights from Jackson to Lafayette
- Flights from Beijing to Lafayette
- Flights from Denver to Lafayette
- Flights from Toronto to Lafayette
- Flights from Shreveport to Lafayette
- Flights from Boston to Concord
- Flights from Chicago to Concord
- Flights from Los Angeles to Concord
- Flights from Orlando to Concord
- Flights from Phoenix to Concord
- Flights from Portland to Concord
- Flights from Fort Lauderdale to Concord
- Flights from Newark to Concord
- Flights from Oakland to Concord
- Flights from Daytona Beach to Concord
- Flights from Birmingham to Concord
- Flights from Huntsville to Concord
- Flights from Jacksonville to Concord
- Flights from Boise to Concord
- Flights from Louisville to Concord
- Flights from Los Angeles to San Francisco
- Flights from Whitefish to Walnut Creek
- Flights from Green Bay to Walnut Creek
- Flights from Columbus to Walnut Creek
- Flights from Dallas to Walnut Creek
- Flights from Denver to Walnut Creek
- Flights from Dublin to Walnut Creek
- Flights from Houston to Walnut Creek
- Flights from Las Vegas to Walnut Creek
- Flights from Los Angeles to Walnut Creek
- Flights from Miami to Walnut Creek
- Flights from New York to Walnut Creek
- Flights from Philadelphia to Walnut Creek
- Flights from Phoenix to Walnut Creek
- Flights from Portland to Walnut Creek
- Flights from Delhi to Walnut Creek
- Flights from Newark to Walnut Creek
- Flights from Reno to Walnut Creek
- Flights from New Orleans (MSY) to Concord (CCR)
- Flights from Duluth to Berkeley
- Flights from Guadalajara to Berkeley
- Flights from Idaho Falls to Berkeley
- Flights from Atlanta to Berkeley
- Flights from Columbus to Berkeley
- Flights from Las Vegas to Berkeley
- Flights from London to Berkeley
- Flights from Mexico City to Berkeley
- Flights from Nashville to Berkeley
- Flights from Raleigh to Berkeley
- Flights from Salt Lake City to Berkeley
- Flights from San Antonio to Berkeley
- Flights from Delhi to Berkeley
- Flights from Sacramento to Berkeley
- Flights from Monterrey to Berkeley
- Flights from Omaha to Berkeley
- Flights from Bakersfield to Berkeley
- Flights from Billings to Berkeley
- Flights from Myrtle Beach to Berkeley
- Flights from Burlington to Berkeley
- Flights from Manchester to Berkeley
- Flights from Milwaukee to Berkeley
- Flights from Buffalo to Berkeley
- Flights from Madison to Berkeley
- Flights from Norfolk - Virginia Beach to Berkeley
- Flights from Spokane to Berkeley
- Flights from Springfield to Berkeley
- Flights from Rochester to Berkeley
- Flights from Greensboro to Berkeley
- Flights from Oklahoma City to Berkeley
- Flights from Tucson to Berkeley
- Flights from Colorado Springs to Berkeley
- Flights from Tampa to Berkeley
- Flights from Grand Rapids to Berkeley
- Flights from Savannah to Berkeley
- Flights from Greenville - Spartanburg to Berkeley
- Flights from Tri-Cities to Berkeley
- Flights from Bend to Berkeley
- Flights from Newport News to Berkeley
- Flights from Wichita to Berkeley
- Flights from Covington to Berkeley
- Flights from Elmira to San Ramon
- Flights from Baltimore to San Ramon
- Flights from Columbus to San Ramon
- Flights from Detroit to San Ramon
- Flights from Indianapolis to San Ramon
- Flights from Lima to San Ramon
- Flights from New Orleans to San Ramon
- Flights from Portland to San Ramon
- Flights from Vancouver to San Ramon
- Flights from Hartford to San Ramon
- Flights from Billings to San Ramon
- Flights from Newark to San Ramon
- Flights from Burlington to San Ramon
- Flights from Oklahoma City to San Ramon
- Flights from Akron to San Ramon
- Flights from Knoxville to San Ramon
- Flights from Tampa to San Ramon
- Flights from Incheon to San Ramon
- Flights from Fargo to San Ramon
- Flights from Sioux Falls to San Ramon
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.



