Skyscanner home

C$187 Cheap Flights from Chicago O'Hare International (ORD) to Oakland Metropolitan Oak (OAK)

Compare Chicago O'Hare International to Oakland Metropolitan Oak flight deals

Find the cheapest month or even day of the year to fly to Oakland Metropolitan Oak

Book the best Oakland Metropolitan Oak fare with no extra fees

TrustScore 4.5 out of 5 4.5 out of 5 based on 976 reviews Trustpilot

Flight deals from Chicago O'Hare International to Oakland Metropolitan Oak

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Oakland Metropolitan Oak Airport? If you want to travel next month, return fares start from C$409. Find the lowest prices on one-way and return tickets right here.
Oakland.C$187 per passenger.Departing Tue., Sep. 1.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Tue., Sep. 1, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$187, select.
Oakland.C$195 per passenger.Departing Tue., Jun. 23.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Tue., Jun. 23, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$195, select.
Oakland.C$199 per passenger.Departing Sat., Oct. 24.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sat., Oct. 24, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$199, select.
Oakland.C$207 per passenger.Departing Tue., Jul. 21.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Tue., Jul. 21, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$207, select.
Oakland.C$245 per passenger.Departing Mon., Jan. 4.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon., Jan. 4, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$245, select.
Oakland.C$250 per passenger.Departing Wed., Aug. 12.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Wed., Aug. 12, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$250, select.
Oakland.C$253 per passenger.Departing Thu., Dec. 3.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Thu., Dec. 3, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$253, select.
Oakland.C$262 per passenger.Departing Mon., Mar. 15.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Mon., Mar. 15, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$262, select.
Oakland.C$263 per passenger.Departing Sat., Nov. 14.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Sat., Nov. 14, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$263, select.
Oakland.C$270 per passenger.Departing Wed., Feb. 10.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Wed., Feb. 10, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$270, select.
Oakland.C$283 per passenger.Departing Wed., Apr. 7.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Wed., Apr. 7, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$283, select.
Oakland.C$380 per passenger.Departing Sun., May 31.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago O'Hare International on Sun., May 31, arriving in Oakland Metropolitan Oak.Price includes taxes and charges.From C$380, select.

Find the cheapest month to fly from Chicago O'Hare International to Oakland Metropolitan Oak

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Oakland Metropolitan Oak flights are currently cheapest in September.
May
from C$380
Jun.
from C$195
Jul.
from C$207
Aug.
from C$250
Sep.
from C$187
Oct.
from C$199
Nov.
from C$263
Dec.
from C$253
Jan.
from C$245
Feb.
from C$270
Mar.
from C$262
Apr.
from C$283

Chicago O'Hare International to Oakland Metropolitan Oak: Alternative routes

Compare routes from Chicago O'Hare International to Oakland below. You may find an airport to fly into that's cheaper, faster, or easier than Oakland Metropolitan Oak.

Oakland Metropolitan Oak

10km from central Oakland
Closest
from C$187
Search flights

San Francisco International

23km from central Oakland
Cheapest
from C$149
Search flights

Concord

28km from central Oakland
Search flights

San Carlos

32km from central Oakland
Search flights

San Jose International

58km from central Oakland
from C$175
Search flights

San Jose Reid-Hillview

66km from central Oakland
Search flights

Chicago to Oakland: Flight information

The things to know before you go.
Cheapest flight foundC$187
Cheapest month to flySeptember

Finding cheap flights from Chicago O'Hare International to Oakland Metropolitan Oak: Frequently asked questions

The best price we found for a return flight from Chicago O'Hare International to Oakland Metropolitan Oak is C$333. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago O'Hare International to Oakland Metropolitan Oak. But we found flights with one or more stops from C$333.
As of May 2026, there are no flights flying from Chicago O'Hare International to Oakland Metropolitan Oak.
The cheapest month to fly from Chicago O'Hare International to Oakland Metropolitan Oak is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Oakland Metropolitan Oak Airport on Wednesday, September 16, 2026.
No airlines currently offer direct flights between Chicago O'Hare International Airport and Oakland Metropolitan Oak Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Oakland Metropolitan Oak but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Oakland is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Delta offers the cheapest flight tickets to Oakland Metropolitan Oak.

Traveling from O'Hare International Airport (ORD) to Metropolitan Oakland International Airport (OAK): what you need to know

  • Planning to travel during a peak time like public or school holidays? Expect longer queues at check-in and security. For peace of mind, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • We make it a piece of cake to get a flight with a stopover. To look at your options for flights from O'Hare International Airport to Metropolitan Oakland International Airport, deselect 'Direct flights only.' Then, pick a flight offering a stop long enough to tour your chosen city. Some popular stopovers between ORD and OAK include:

    • Denver International Airport

    • Harry Reid Airport (formerly McCarran Airport)

    • Salt Lake City International Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Metropolitan Oakland International Airport (OAK)

  • The best price we've found for a one-way ticket from O'Hare International Airport to Metropolitan Oakland International Airport is C$187. The cheapest price for a return flight is C$333. Remember that fares may change due to availability at the time of booking.

  • To score cheap flight tickets from ORD to OAK, book as early as you can. Airlines typically offer the most competitive fares when flights are first released.

  • Getting cheap flight tickets from O'Hare International Airport to Metropolitan Oakland International Airport is easier if you're flexible with your travel dates. Try using the 'Whole month' search tool to see the best prices throughout the month and land a great deal.

  • Finding a cheap ticket from ORD to OAK is a piece of cake with Price Alerts. All you need to do is create one of these automatic alerts and we'll get in touch as soon as the price has fallen.

  • Use filters to tailor your flights from O'Hare International Airport to Metropolitan Oakland International Airport. Pick your ideal arrival and departure times, airlines and number of stops. Alternatively, sort your results by 'Cheapest' to find the best deals.

Handy information about O'Hare International Airport (ORD)

Arriving at Metropolitan Oakland International Airport (OAK)

Getting from Metropolitan Oakland International Airport (OAK) to central Oakland

  • From Metropolitan Oakland International Airport, Oakland is approximately 16 kilometres away. It takes around 17 minutes to get to the center driving.

  • Getting to the center on public transport typically takes 38 minutes.

When to fly to Metropolitan Oakland International Airport (OAK)

  • The quietest month for a flight from O'Hare International Airport to Metropolitan Oakland International Airport is May, while July is the busiest. Pick the best time to go to Oakland based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • Before locking in your flight from O'Hare International Airport to Metropolitan Oakland International Airport, consider the type of weather you like. September is the warmest month in Oakland, with the temperature ranging from 12ºC to 26ºC.

  • January sees average temperatures of between 4ºC and 17ºC. Search for cheap flight tickets from ORD to OAK sometime then if you'd rather travel in cooler conditions.

More about Oakland

  • After booking your flights from ORD to OAK, you'll want to find a hotel in Oakland. Make one of these accommodation options your base for exploring this exciting destination:

  • Lake Merritt and Jack London Square are a couple of big attractions to put on your Oakland to-do list. Keep the sightseeing going at Fox Theater.

Complete your Oakland trip with hotels and a car rental

  • After you've secured your cheap ticket to Metropolitan Oakland International Airport, discover the lowest prices and exclusive offers on hotels. You can also compare a range of car rental companies in one go to get the best car rental price for your Oakland escape.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.