Oakton Vacations from $385
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Oakton Vacation
Book a customized Oakton vacation package that has everything you need and nothing you don't. Good for cafes, nature and bars and pubs, consider staying in the neighborhood of Rogers Park. There's loads to see and do during your trip to Oakton, including Rivers Casino and Arndt Park. Expedia has what you need to escape your daily routine. Tailor your vacation to Oakton to suit your style of travel, whatever that may be.
The Latest Oakton Vacation Packages
Swissotel - Chicago
Reviewed on Nov 10, 2026
Le Méridien Essex Chicago
Reviewed on Nov 3, 2026
Where to stay in Oakton
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Oakton Hotel Deals
Congress Plaza Hotel
"Love that this is a classic Chicago downtown hotel experience! The lobby area is such a throwback to a different era in Chicago, which is cool. The rooms (we were in 933) are in desperate need of an upgrade by whatever parent company owns this hotel. The bathroom was severely outdated with a bathroom ..."
Reviewed on Nov 10, 2026
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel
"Room was cleaned and nicely kept up. Convenient location and nice view of the river."
Reviewed on Nov 10, 2026
Things to do
