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Downtown Chicago flight + hotel packages

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theWit Chicago, a Hilton Hotel
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Level Chicago – Old Town
Palmer House a Hilton Hotel

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Popular places to visit

Downtown Chicago Vacations

Have more fun, worry less and wander wisely in Downtown Chicago! Get your trip off to a great start by learning a bit about this alluring destination.

About 0.6 miles (1 kilometer) to the northeast of central Chicago, Downtown Chicago is one of the neighborhoods that make this city so appealing.

Chicago is home to some 2,700,000 locals.

Hotels in Downtown Chicago

Finding an ideal place to stay close to Downtown Chicago is simple. There are 122 accommodations to select from, all within walking distance of the center. Reserve your room today and start counting down to your big trip!

If you're wanting a luxury vacation, you'll find no greater place in Downtown Chicago than the Chicago Premier Suites (540 N State Street) or The Peninsula Chicago (108 East Superior Street). If that's not what you're looking for, check out the Trump International Hotel & Tower Chicago (401 N Wabash Ave) or The St. Clair Hotel (162 East Ontario Street). You'll be able to put away some cash and still have an unforgettable vacation.

There's a good selection of accommodations only a walk away from the Art Institute of Chicago. Spend a night or two at The Langham, Chicago or the JW Marriott Chicago and you'll be able to enjoy the neighborhood in all its glory while being right in the middle of all the excitement!

Places to visit in Downtown Chicago

Be sure to recharge your camera before you head to Downtown Chicago, because you'll be virtually around the corner from world-renowned attractions, the Art Institute of Chicago and Willis Tower!

There's plenty to keep you occupied in this buzzing neighborhood. Attractions like Navy Pier and the Chicago Cultural Center are just a brisk walk away.

Even on a drizzly day, it's worthwhile strolling through Millennium Park. Put up your umbrella and soak up the fresh earthy smell. Need more nearby options? Cast your gaze up — way up! John Hancock Center is among the most notable buildings in the local skyline and one that's certainly hard to miss. And there's more. Want to witness a sunrise among some spectacular scenery? Skydeck Ledge boasts astounding views that you won't forget in a hurry.

Where do you fly into for Downtown Chicago?

Arriving at Midway International Airport (MDW)? Walk through the security gates, head out of the terminal and you'll be 9 miles (14 kilometers) to the southwest from the center of Downtown Chicago.

Frequently asked questions

How much are vacation packages to Downtown Chicago?
CA $807 is all you need to spend for a wonderful vacation in Downtown Chicago. Bundle your flights and hotel into a vacation package with Travelocity and see the savings grow. With prices as good as these, you’ll want to start packing your suitcase now!
Where can I get the best vacation package deals for Downtown Chicago?
For an excellent Downtown Chicago package deal, book with Travelocity. Take your pick from as many as 400 airlines and 1,000,000 worldwide properties to create your dream adventure — it’s really that easy.
Why should I purchase my Downtown Chicago vacation bundle via Travelocity?
Because life is one amazing journey, and we offer everything you need to help you along the way. With our top-notch service and Price Match Guarantee, you can book with confidence. What’s more, you can rest easy while you’re away knowing we’re here for you with our round-the-clock support.
Can I save money on my Downtown Chicago car rental if I combine it with a hotel or flight?
Sure can. And our Downtown Chicago vacation packages are the best way to do it. In just a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car and feel the freedom of the open road. Looking for things to do? Add a few tours to your package and make savings on those too.
Which airport is best for Downtown Chicago?
O’Hare Intl. Airport (ORD) is where many people choose to touch down. Depending on what you’re hoping to do in Downtown Chicago, Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are other choices for you to look into.
What is there to do in Downtown Chicago?
You’ll be happy to know Downtown Chicago is overflowing with incredible photo opportunities, however Millennium Park and Art Institute of Chicago are two you shouldn’t miss.

Photos of local treasures

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Downtown Chicago showing a city