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A city skyline at dusk with illuminated buildings reflecting on the water.
Photo by Phil Ostroff
Open Photo by Phil Ostroff

Central Chicago Adventure Vacations

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Discover the most popular places to visit in Central Chicago

A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Top Adventure Central Chicago Hotels

55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 0.5 km from Central Chicago
9.6 out of 10, Exceptional, (4,515 reviews)
"Great staff and location. Bar is nice; a little mix up with breakfast room service that was resolved. Housekeeping is excellent!"
The price is ₩267,388
₩317,898 total
includes taxes & fees
Aug 9 - Aug 10
L7 Chicago by LOTTE
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Central Chicago

Find awesome Central Chicago adventure vacations

How can I book the best Central Chicago adventure trips?

Choose your own adventure in Central Chicago, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Central Chicago family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Central Chicago. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Central Chicago adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Central Chicago adventure vacation for couples?

Book a Central Chicago couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Central Chicago?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Central Chicago with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Central Chicago adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

What types of mountain accommodations are available in Central Chicago?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Central Chicago. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.