Title: £95 Cheap Flights from Chicago to Oakland (ORD to OAK) - Expedia.co.uk ![Downtown Oakland as seen from across Lake Merritt on a cloudy spring day, San Francisco bay area, California; Shutterstock ID 610521053; Purchase Order: -](https://images.trvl-media.com/place/553248635074843030/bfea7712-0762-48a8-aeea-516c7ac642f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635074843030/bfea7712-0762-48a8-aeea-516c7ac642f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £95 Cheap Flights from Chicago (ORD) to Oakland (OAK) [View £95 flight on Sat, 17 Jan 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:ORD,to:OAK,departure:17/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:94.10&airProductToken=AQpfCi0IwaYBEgM1ODcYrhwgkgEoqNeCAzDG2YIDOFhAAFgBagJTVnIIR0gyT0FKQk4KLgjBpgESBDEzMjgYkgEgjlAom9uCAzCc3IIDOFhAAVgBagJTVnIIR0gyT0FKQk4SCggBEAEYASoCQVMYASIECAEQASgCKAMoBDAB) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Chicago O'Hare International Airport (ORD) to Oakland Intl. Airport (OAK) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:ord,to:oak,departure:02/11/2025TANYT&leg2=from:oak,to:ord,departure:09/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:ord,to:oak,departure:02/11/2025TANYT&leg2=from:oak,to:ord,departure:09/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:ord,to:oak,departure:02/11/2025TANYT&leg2=from:oak,to:ord,departure:09/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Hawaiian Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_HA.svg) Hawaiian Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:ord,to:oak,departure:02/11/2025TANYT&leg2=from:oak,to:ord,departure:09/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"HA"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheap Flights from Chicago (ORD) to Oakland (OAK) Prices were available within the past 7 days and start at £95 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ## Find the cheapest month to fly from Chicago (ORD) to Oakland (OAK) ### January is typically the cheapest month to fly From £74 - £255 per traveller. ## Alternative airports near Oakland Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.co.uk/Flights-Search?leg1=from:ORD,to:SJC,departure:02/11/2025TANYT&leg2=from:SJC,to:ORD,departure:06/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) SJC Norman Y. Mineta San Jose Intl. Cheapest 44 min [Flights from £387](https://www.expedia.co.uk/Flights-Search?leg1=from:ORD,to:SJC,departure:02/11/2025TANYT&leg2=from:SJC,to:ORD,departure:06/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from O'Hare Intl. Airport (ORD) to OAK? > Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip flight between O'Hare Intl. Airport (ORD) and Oakland Intl. Airport (OAK) was . Fares this good don't stick around for long, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Oakland Intl. Airport? > When it comes to cancellation fees, every airline has its own set of terms and conditions. If you decide to cancel your holiday, head to our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033). ### How do I find cheap flights from O'Hare Airport to Oakland Intl. Airport that have flexible change policies? > Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to Oakland Intl. Airport flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from ORD to Oakland Intl. Airport (OAK)? > It's around 3,000 kilometres from O'Hare Airport to Oakland Intl. Airport, so you'll be strapped into your seat for a while. Keep yourself occupied by packing things like crossword puzzles or a thrilling novel. ### Which airlines fly direct from O'Hare Intl. Airport (ORD) to OAK? > Currently, no airlines offer direct flights from ORD to OAK. You'll have to book a flight with one or more stops. To get the best price and connections, lock in your fare ahead of time. ### Are O'Hare Intl. Airport (ORD) to OAK flight tickets cheaper when they're purchased at the last minute? > Flight prices from O'Hare Intl. Airport (ORD) to OAK are available up to a year before departure on Expedia. And although you may nab a fantastic last-minute deal, it's not something you should count on. Also, booking your flights in advance means you'll have more options — and you can avoid being wedged in the dreaded middle seat! We regularly update our fares to make sure you get the biggest bargains, so check back often for all the latest specials. ## Travel information | Origin airport | O'Hare Intl. | | --- | --- | | Destination airport | Oakland Intl. | | Distance | 2929 km | | Average flight time | 8 hours 10 mins | ## Book with confidence ### Compare flights from Chicago to Oakland easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Oakland. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Oakland Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Oakland Intl..   To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.  Grab a great deal on your flight from O'Hare Intl. (ORD) to Oakland Intl. (OAK) The easiest way to view the best deals on flights from Chicago to Oakland today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Oakland Intl. start at just and range up to .   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Chicago and Oakland - booking your flight during , the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your Chicago to Oakland flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Oakland Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.   Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.   ## Explore a world of travel with Expedia - Flights - [Flights from Aberdeen (ABZ) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/abz/sfo/aberdeen-to-san-francisco) - [Flights from Auckland (AKL) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/akl/sfo/auckland-to-san-francisco) - [Flights from Amsterdam (AMS) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/ams/sfo/amsterdam-to-san-francisco) - [Flights from Atlanta (ATL) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/atl/sfo/atlanta-to-san-francisco) - [Flights from Austin (AUS) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/aus/sfo/austin-to-san-francisco) - [Flights from Barcelona (BCN) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bcn/sfo/barcelona-to-san-francisco) - [Flights from Hartford (BDL) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bdl/sfo/hartford-to-san-francisco) - [Flights from Belfast (BFS) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bfs/sfo/belfast-to-san-francisco) - [Flights from Birmingham (BHM) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bhm/sfo/birmingham-to-san-francisco) - [Flights from Birmingham (BHX) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bhx/sfo/birmingham-to-san-francisco) - [Flights from Bangkok (BKK) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bkk/sfo/bangkok-to-san-francisco) - [Flights from Nashville (BNA) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bna/sfo/nashville-to-san-francisco) - [Flights from Mumbai (BOM) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bom/sfo/mumbai-to-san-francisco) - [Flights from Boston (BOS) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bos/sfo/boston-to-san-francisco) - [Flights from Bristol (BRS) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/brs/sfo/bristol-to-san-francisco) - [Flights from Burbank (BUR) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bur/sfo/burbank-to-san-francisco) - [Flights from Baltimore (BWI) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/bwi/sfo/baltimore-to-san-francisco) - [Flights from Paris (CDG) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/cdg/sfo/paris-to-san-francisco) - [Flights from Christchurch (CHC) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/chc/sfo/christchurch-to-san-francisco) - [Flights from Charleston (CHS) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/chs/sfo/charleston-to-san-francisco) - [Flights from Charlotte (CLT) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/clt/sfo/charlotte-to-san-francisco) - [Flights from Washington (DCA) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/dca/sfo/washington-to-san-francisco) - [Flights from Delhi (DEL) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/del/sfo/delhi-to-san-francisco) - [Flights from Denver (DEN) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/den/sfo/denver-to-san-francisco) - [Flights from Dallas (DFW) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/dfw/sfo/dallas-to-san-francisco) - [Flights from Doha (DOH) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/doh/sfo/doha-to-san-francisco) - [Flights from Detroit (DTW) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/dtw/sfo/detroit-to-san-francisco) - [Flights from Dublin (DUB) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/dub/sfo/dublin-to-san-francisco) - [Flights from Dubai (DXB) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/dxb/sfo/dubai-to-san-francisco) - [Flights from Edinburgh (EDI) to San Francisco (SFO)](https://www.expedia.co.uk/lp/flights/edi/sfo/edinburgh-to-san-francisco) - [Flights from Newark Liberty Intl. 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