Find Cheap Hotels in Oakland, Chicago

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Check availability on Oakland Cheap Hotels

Tonight
Aug 6 - Aug 7
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Aug 7 - Aug 8
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Aug 8 - Aug 10
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Aug 15 - Aug 17

Top Oakland Cheap Hotels

Top Oakland Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Very walkable to many attractions. Close to many tourist attractions."
William 2-night trip
Posted 1 day ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

What is Oakland like for travelers on a budget?
Discover cheap places to stay in Oakland on Expedia.com and book a getaway that fits your budget. You can browse a variety of accommodation choices with Member Prices to score the best deal for you. Guided by our site's handy page filters, you can search by price per night, or by popular amenities like free parking and a swimming pool. Or, try refining your search with the location filters to see affordable options around local attractions, such as Lake Michigan or 41st Street Beach. While you browse, use the heart button to save your favorites so that you can return to them easily when you're ready to book. Interested in a flight or a rental car too? Take a look at the Bundle and Save vacation packages and discover huge discounts by booking transportation at the same time.
What's the weather like in Oakland?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Rainiest months: June, May, April, and October
  • Driest months: November, January, February, and December
What is there to see and do in Oakland?
You won't have to spend a fortune to find things to see and do in Oakland. You can budget for the popular local attractions that are highest on your list, such as Navy Pier and Michigan Avenue, and choose other low-cost activities to fill your itinerary. Check out the area's cultural spots like Arie Crown Theater and DuSable Museum of African-American History, or get outdoors at Lake Michigan.
How can I get to Oakland and get around on a budget?
Checking out these ways to get around Oakland is a smart way to keep your trip affordable. The closest airport is Chicago Midway Airport (MDW), situated 7.5 mi (12.1 km) away. If that doesn't suit your budget, you can arrange flights in and out of Chicago O'Hare Intl. Airport (ORD), which is 18.8 mi (30.3 km) away. Oakland might not have many public transit options to choose from so a car rental could be a reasonable alternative to see the area.