Chicago to Oakland Flight Tickets

Compare the best flight deals from Chicago to Oakland

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About Chicago - Oakland Flights

Find the best prices for flights between Chicago (United States) and Oakland (United States) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.

Chicago has 6 airports, while Oakland has 1 airports. Compare flights between all airports to find the best deal.

Cheapest Months for Chicago - Oakland Flights

Popular Chicago - Oakland Flights

Airlines on Chicago - Oakland Route

Chicago Airports

Oakland Airports

Alternative Routes

Chicago - Oakland Flight Summary

AIRLINES
Southwest Airlines

Cheaper tickets are usually available on weekdays and with early bookings.

Chicago and Oakland - Airport Transportation

O'Hare International Airport (ORD)

How to Get to the Airport

Metro/Train: You can reach the airport in 40-45 minutes by taking the CTA Blue Line train from downtown Chicago. Services run every 5-15 minutes and operate 24 hours a day.


Bus: You can reach the airport by taking buses departing from downtown bus stops (e.g., around Union Station). The journey takes approximately 45-60 minutes, with buses departing every 15-30 minutes.


Taxi: Transportation from downtown Chicago to O'Hare by taxi is possible. The journey takes 30-60 minutes depending on traffic, and taxis operate 24 hours a day.


Airport App-Based Rides (Uber/Lyft): You can reach O'Hare from downtown via Uber or Lyft. You can request a ride through the app and board at designated pickup points.


Car Rental: You can reach the airport by renting a car from rental offices located in the city center. Information on rental procedures can be obtained from rental offices at the airport.

Oakland San Francisco Bay Airport (OAK)

From Airport to City Center

Metro/Train (BART + OAK Line): The most common transportation option from Oakland Airport to the city center is the BART system. From the Oakland International Airport BART Station across from the terminal buildings, take the automated 'BART to OAK' train to Coliseum BART Station. This journey takes approximately 8-9 minutes, and trains depart every 5-6 minutes. The BART system operates from 05:00-00:00 on weekdays, 06:00-00:00 on Saturdays, and 08:00-00:00 on Sundays. You can transfer at Coliseum to reach the city center at 12th St./Oakland City Center station in approximately 20-25 minutes total.


Bus (AC Transit Line 73 – Coliseum BART connection): The AC Transit Line 73 bus departs from the airport and goes to Coliseum/OAK BART Station. This journey takes about 15-20 minutes. Line 73 operates from 04:56 in the morning until 00:06 at night, with buses running approximately every 15 minutes. You can transfer to BART at Coliseum to reach the city center.


Night Bus (AC Transit Line 805 – Downtown Oakland): When BART is not in service at night, the AC Transit Line 805 night bus operates between the airport and downtown Oakland. This line runs between OAK and Coliseum/OAK BART Station and Downtown Oakland. The line operates from 00:35 to 04:30.


Taxi/Uber/Lyft: Transportation to the city center can be arranged via taxi or Uber/Lyft from the airport. The journey time varies depending on traffic conditions but generally takes 20-30 minutes.


Car Rental: There are many international car rental companies at the airport. You can rent a car to comfortably reach the city center or surrounding areas.

Frequently Asked Questions About Chicago - Oakland Flights

Chicago to Oakland flight ticket prices vary depending on the season, airline, and how far in advance you book. Use the search form above to see the latest prices.
For Chicago, you can use Meigs Airport (CGX), Chicago Rockford International Airport (RFD), Chicago Executive Airport (PWK), Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), DuPage Airport (DPA). For Oakland, you can use Oakland San Francisco Bay Airport (OAK).
The flight duration from Chicago to Oakland varies for direct flights. Connecting flights may take longer depending on the number of layovers.
Southwest Airlines operate direct flights from Chicago to Oakland.
Generally, off-season periods and weekdays offer more affordable tickets. Booking early can also help you save on prices.
Various airlines operate on this route. Search to see the latest prices.