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Lowest round trip fares by airline from Chicago and Oakland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Flights Review

Aug 25, 2019

Cheap tickets was not transparent and clear that the ticket we purchased did not allow even a cabin bag. We will no more purchase ticket thru Cheap Tickets. We had to pay 30$ for a cabin bag which had to be checked in.

Jul 7, 2018

Great flight!!

Fly From Chicago to Oakland

OriginChicago
DestinationOakland
Number of Daily Flights55
Earliest Flight Departure DateJan 28
Latest Flight Departure DateJan 29
Popular AirlinesAlaska Airlines

Cheap flights from Chicago to Oakland

Cheap flights from Chicago to Oakland

Chicago’s famous “L” Train has a stop at Chicago O’Hare International Airport (ORD), so consider taking it to this bustling airport. T

Typical flight times to Oakland International Airport (OAK) are just over four hours. For rapid access to Oakland city center, climb aboard the BART at the station located across from Terminal 1 at OAK.

Attractions and Tips

During your trip, spend time at Chabot Space and Science Center, appreciating the beauty of Oakland and looking skyward. If you’ve brought a child along on this adventure, don’t miss Children’s Fairyland, a 10-acre outdoor park featuring castles and other whimsical scenes sure to delight your tyke.

To get away from the hustle and bustle of Oakland proper, head to Redwood Regional Park and hike among the towering trees for which the region is famous.

For easy access to delectable eateries and hopping late-night bars, pick accommodations in downtown. For a more off-the-beaten-path experience, make Chinatown your destination of choice and spend your time exploring exotic shops and downing some dim sum.

Oakland’s climate is relatively static, fluctuating from the mid-40s in the winter to the mid-70s in the summer. If you plan to visit during the winter months, pack a coat. Otherwise, you should be able to enjoy the beautiful outdoor sites for which Oakland is so famous in just a light jacket.

Hotels in Oakland

See all 493 Properties in Oakland
HYATT house Emeryville/San Francisco Bay Area

HYATT house Emeryville/San Francisco Bay Area

5800 Shellmound Street, Emeryville, CA
    3.0 out of 5.0
     
     
    4.1 out of 5 (13 reviews)

    Situated in the business district, this hotel is within a 10-minute walk of Public Market Emeryville and Bay Street. Emeryville Marina and Kaiser Permanente ...

    HYATT house Emeryville/San Francisco Bay Area$138

    HYATT house Emeryville/San Francisco Bay Area$138
    Radisson Hotel Oakland Airport

    Radisson Hotel Oakland Airport

    8400 Edes Avenue, Oakland, CA
      3.0 out of 5.0
       
       
      3.8 out of 5 (12 reviews)

      Situated in Oakland, this hotel is within 3 mi (5 km) of RingCentral Coliseum, Oracle Arena, and Oakland Zoo. Jack London Square and Oakland Convention Center ...

      Radisson Hotel Oakland Airport$105

      Radisson Hotel Oakland Airport$105
      Hyatt Place Emeryville/San Francisco Bay Area

      Hyatt Place Emeryville/San Francisco Bay Area

      5700 Bay Street, Emeryville, CA
        3.0 out of 5.0
         
         
        1.0 out of 5 (1 reviews)

        Located in the heart of Emeryville, this hotel is within 3 mi (5 km) of Children's Hospital Oakland, Berkeley Marina, and Fox Theater. Paramount Theatre is 3 ...

        Hyatt Place Emeryville/San Francisco Bay Area$125

        Hyatt Place Emeryville/San Francisco Bay Area$125
        Claremont Club & Spa - A Fairmont Hotel

        Claremont Club & Spa - A Fairmont Hotel

        41 Tunnel Road, Berkeley, CA
          5.0 out of 5.0
           
           
          4.0 out of 5 (5 reviews)

          This family-friendly Berkeley hotel is located near the airport, within 2 mi (3 km) of University of California, Berkeley and Greek Theater. Lawrence Hall of ...

          Claremont Club & Spa - A Fairmont Hotel$233

          Claremont Club & Spa - A Fairmont Hotel$233
          The Marina Inn on San Francisco Bay

          The Marina Inn on San Francisco Bay

          68 Monarch Bay Dr, San Leandro, CA
            2.5 out of 5.0
             
             
            4.2 out of 5 (12 reviews)

            Situated in San Leandro, this golf hotel is 0.2 mi (0.4 km) from Monarch Bay Golf Club and within 6 mi (10 km) of RingCentral Coliseum and Oracle Arena. Oakland ...

            The Marina Inn on San Francisco Bay$119

            The Marina Inn on San Francisco Bay$119
            La Quinta Inn & Suites by Wyndham Oakland Airport Coliseum

            La Quinta Inn & Suites by Wyndham Oakland Airport Coliseum

            8465 Enterprise Way, Oakland, CA
              2.5 out of 5.0
               
               
              3.6 out of 5 (15 reviews)

              Situated near the airport, this hotel is 0.8 mi (1.3 km) from Oracle Arena and 0.9 mi (1.4 km) from RingCentral Coliseum. Oakland Museum of California and Oakland ...

              La Quinta Inn & Suites by Wyndham Oakland Airport Coliseum$80

              La Quinta Inn & Suites by Wyndham Oakland Airport Coliseum$80
              Hotel Shattuck Plaza

              Hotel Shattuck Plaza

              2086 Allston Way, Berkeley, CA
                4.0 out of 5.0
                 
                 
                4.5 out of 5 (6 reviews)

                Located in Downtown Berkeley, this hotel is within 1 mi (2 km) of Gourmet Ghetto, University of California, Berkeley, and Berkeley Art Museum and Pacific Film ...

                Hotel Shattuck Plaza$189

                Hotel Shattuck Plaza$189
                Waterfront Hotel, a Joie de Vivre Boutique Hotel

                Waterfront Hotel, a Joie de Vivre Boutique Hotel

                10 Washington Street, Oakland, CA
                  3.5 out of 5.0
                   
                   
                  4.2 out of 5 (10 reviews)

                  Located in Jack London District, this hotel is within a 15-minute walk of Jack London Square and Oakland Convention Center. Oakland Museum of California and ...

                  Waterfront Hotel, a Joie de Vivre Boutique Hotel$129

                  Waterfront Hotel, a Joie de Vivre Boutique Hotel$129
                  Hilton Garden Inn San Francisco/Oakland Bay Bridge

                  Hilton Garden Inn San Francisco/Oakland Bay Bridge

                  1800 Powell Street, Emeryville, CA
                    3.0 out of 5.0
                     
                     
                    4.3 out of 5 (11 reviews)

                    Situated near the bay, this hotel is 2 mi (3.1 km) from Children's Hospital Oakland and 2.5 mi (4 km) from Berkeley Marina. Telegraph Avenue and Kaiser Permanente ...

                    Hilton Garden Inn San Francisco/Oakland Bay Bridge$105

                    Hilton Garden Inn San Francisco/Oakland Bay Bridge$105
                    Jack London Inn

                    Jack London Inn

                    444 Embarcadero W, Oakland, CA
                      2.0 out of 5.0
                       
                       
                      2.3 out of 5 (15 reviews)

                      Located in Downtown Oakland, this hotel is within a 15-minute walk of Jack London Square, Oakland Convention Center, and Oakland City Center. Oakland Museum ...

                      Jack London Inn$74

                      Jack London Inn$74
                      Map

                      *Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.