$90 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 $90 One Way, $181 Round Trip from Chicago to Pleasant Hill
Prices starting at $181 for return flights and $90 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
RiverPointe Napa Valley Resort
Sep 20 - Sep 26
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on Aug 10, 2026
Grand Reserve at The Meritage
Sep 20 - Sep 26
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on Aug 7, 2026
Bel Abri Napa Valley Inn
Sep 20 - Sep 26
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on Aug 9, 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
Orbitz gives you great deals on your flights from Chicago to Pleasant Hill. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.
We Offer Great Travel Deals and Discounts
When you book flights from Chicago to Pleasant Hill with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Chicago to Pleasant Hill flights for your trip—whether you are traveling for business or for fun with your family.
Enjoy Savings on Last-Minute Flights
If you are looking for a discount price on last-minute flights from Chicago to Pleasant Hill, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Chicago to Pleasant Hill flights that fit your budget and your itinerary for the perfect trip.
Full-Service Mobile Apps
Need more mobility when it comes to travel planning? Orbitz has easy-to-use mobile apps for iPhone, iPad, and Android, to help the traveler on the go. Not only can use the apps to find huge savings on Chicago to Pleasant Hill flights wherever you are, but you can also check out and book discount hotel rooms too. The apps will also keep you up-to-date when it’s time to fly. Get easy access to your itinerary for flights from Chicago to Pleasant Hill and review gate and baggage claim details too.
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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.