Cheap Flights To Oakland 2026

Oakland Flights as Low as $406

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec 22 - Tue, Dec 29
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$406
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Dec 22 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 29, priced at $406 found 17 hours ago
American Airlines
Wed, Dec 23 - Tue, Dec 29
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$448
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Wed, Dec 23 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 29, priced at $448 found 17 hours ago
American Airlines
Mon, Nov 23 - Wed, Dec 2
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$481
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 23 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, Dec 2, priced at $481 found 1 day ago
American Airlines
Sun, Dec 20 - Tue, Dec 29
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$501
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, Dec 20 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 29, priced at $501 found 17 hours ago
American Airlines
Wed, Nov 25 - Wed, Dec 2
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$504
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 25 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, Dec 2, priced at $504 found 1 day ago
American Airlines
Mon, Nov 23 - Thu, Dec 3
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$520
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 23 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Thu, Dec 3, priced at $520 found 1 day ago
American Airlines
Sat, Dec 19 - Tue, Dec 29
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$528
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Dec 19 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 29, priced at $528 found 17 hours ago
American Airlines
Mon, Nov 23 - Tue, Dec 1
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$537
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 23 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 1, priced at $537 found 1 day ago
American Airlines
Wed, Nov 25 - Thu, Dec 3
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$543
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 25 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Thu, Dec 3, priced at $543 found 1 day ago
American Airlines
Tue, Dec 22 - Mon, Dec 28
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$544
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Dec 22 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Mon, Dec 28, priced at $544 found 17 hours ago
American Airlines
Fri, Nov 27 - Wed, Dec 2
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$550
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Nov 27 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Wed, Dec 2, priced at $550 found 1 day ago
American Airlines
Tue, Dec 22 - Fri, Dec 25
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$551
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Dec 22 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Fri, Dec 25, priced at $551 found 17 hours ago
American Airlines
Wed, Nov 25 - Tue, Dec 1
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$560
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 25 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Tue, Dec 1, priced at $560 found 1 day ago
American Airlines
Sat, Dec 19 - Thu, Dec 24
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$567
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Dec 19 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Thu, Dec 24, priced at $567 found 17 hours ago
American Airlines
Wed, Dec 23 - Mon, Dec 28
MCO
Orlando Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$586
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Wed, Dec 23 from Orlando Intl. to University Of Illinois Urbana-Champaign Williard, returning Mon, Dec 28, priced at $586 found 17 hours ago
American Airlines
Fri, Nov 27 - Thu, Dec 3
LBB
Preston Smith Intl.
CMI
University Of Illinois Urbana-Champaign Williard
$589
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Nov 27 from Preston Smith Intl. to University Of Illinois Urbana-Champaign Williard, returning Thu, Dec 3, priced at $589 found 1 day ago

Flight Travel Guide to Oakland

No matter how much you fight the travel bug, sometimes there's only one solution—to hop on the next plane to Oakland. AARP Travel Center Powered by Expedia® is here to help you cure that bug with great deals on flights and activities. AARP Travel combines their members-only discount with the best rates from Expedia, offering members the best price in travel, guaranteed.

AARP members have the opportunity to take advantage of exclusive rates on:

  • Hotels
  • Car rentals
  • Flights
  • Waived booking fees on flights

If you've got a more flexible schedule, we'll have more deals to show you. In other words, you will have a better chance of finding that cheap flight without searching dozens of other sites.

Airport Transportation

Once you have reserved plane tickets to Oakland with AARP Travel, you might want to book a rental car so you can get around on your own. You can request a Oakland rental car under our cars tab and get into the car right when you step outside. For more information, check out the Oakland Car Rentals Guide.

Things to Do in Oakland

If you aren't sure where to start, we can help you with that too. Not to worry—there's lots to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in Oakland, make sure you look at our "Things to Do in Oakland" page for excursions and activities for the whole crew.

Book Your Hotel in Oakland

Oakland has hotel to choose from, make sure you check out our hotel listings tab for some great recommendations from past visitors. No matter where you stay, just remember that you'll get the best price out there when you book with us.

Booking Your Trip to Oakland

We know that you want to focus more on the fun stuff and less on the airfare prices, so we provide travel arrangements that fall within your budget. Do not wait a second longer—book your airfare today and land in Oakland tomorrow.