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Start by selecting your hotel
Start by selecting your hotel

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Winnetka Vacation Packages

Save Time and Money with Winnetka Vacation Packages

Expedia has some outstanding Winnetka travel packages ready and waiting for you. Bundling your flights and lodgings is one of the easiest ways to save money on your trip.

Savings of up to $583* are waiting for savvy vacationers who secure a package deal on Expedia.

You don't need to search through different websites for your travel bookings. With more than 550 partner airlines and 750,000 properties worldwide, our expansive database has got all that you need.

Almost all accommodations can be changed without any additional charges from us.

Places to Visit in Winnetka

Preparing for your trip to Winnetka? Want some tips about what to do and see when you're there? That's where we can assist!

Meet the friendly farmers and see what day-to-day life is like at Wagner Farm. Just don't be too surprised if you get back to your hotel with muddy boots! Still have some time to spare? Theater can challenge our assumptions and asks us to aspire to be more. Get tickets to a production at Writers Theatre and expand your way of thinking.

Winnetka Accommodations

Searching for luxury getaways and cheap vacations in Winnetka? Regrettably, accommodations are limited. However, if you don't mind venturing a bit further out, you'll find there are as many as 24 properties nearby.

From the comfort of the Hyatt House Chicago/Evanston (1515 Chicago Avenue) or the Residence Inn by Marriott Chicago Wilmette/Skokie (3205 Old Glenview Rd), you'll be able to see everything the neighborhood has to offer.

Nearest Airports to Winnetka

Switch your phone to airplane mode, listen to some music and binge a couple of in-flight movies. Before you know it you'll be shuffling out of the plane at O'Hare International Airport (ORD)! Located 12 miles (19 km) southwest of Winnetka, it's the neighborhood's most convenient terminal.

*Savings based on all vacation package bookings with Flight + Hotel on from January through December 2017, as compared to 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.

Top Flight + Hotel Deals

Top Deals on Flights

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.