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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.

Fly From Chicago to Oakland

OriginChicago
DestinationOakland
Number of Daily Flights73
Earliest Flight Departure DateDec 17
Latest Flight Departure DateDec 18
Popular AirlinesUnited 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 447 Properties in Oakland
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. Oakland Museum of California and Jack London Square ...

    Radisson Hotel Oakland Airport$99

    Radisson Hotel Oakland Airport$99
    Oakland Airport Executive Hotel

    Oakland Airport Executive Hotel

    150 Hegenberger Rd, Oakland, CA
      3.0 out of 5.0
       
       
      4.0 out of 5 (26 reviews)

      Situated near the airport, this hotel is 1.6 mi (2.6 km) from Oracle Arena and 1.7 mi (2.7 km) from RingCentral Coliseum. Oakland Zoo and Oakland Museum of California ...

      Oakland Airport Executive Hotel$119

      Oakland Airport Executive Hotel$119
      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$117

        HYATT house Emeryville/San Francisco Bay Area$117
        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$134

          Hyatt Place Emeryville/San Francisco Bay Area$134
          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$95

            Hilton Garden Inn San Francisco/Oakland Bay Bridge$95
            Oakland Marriott City Center

            Oakland Marriott City Center

            1001 Broadway, Oakland, CA
              4.0 out of 5.0
               
               
              3.5 out of 5 (4 reviews)

              Located in Chinatown, this hotel is within a 5-minute walk of Oakland Convention Center and Oakland City Center. Jack London Square and Oakland Museum of California ...

              Oakland Marriott City Center$129

              Oakland Marriott City Center$129
              Motel 6 Hayward

              Motel 6 Hayward

              30155 Industrial Pkwy Sw, Hayward, CA
                2.0 out of 5.0
                 
                 
                2.5 out of 5 (4 reviews)

                Situated in Hayward, this motel is 0.6 mi (1 km) from Union Landing and 2.5 mi (3.9 km) from Alameda Creek Regional Trail. California State University East Bay ...

                Motel 6 Hayward$63

                Motel 6 Hayward$63
                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$116

                  Waterfront Hotel, a Joie de Vivre Boutique Hotel$116
                  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$99

                    The Marina Inn on San Francisco Bay$99
                    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$81

                      La Quinta Inn & Suites by Wyndham Oakland Airport Coliseum$81
                      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.