Book Exclusive Streeterville Vacation Packages

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Streeterville flight + hotel packages

Trump International Hotel & Tower Chicago
Pendry Chicago
Fairmont Chicago at Millennium Park Gold Experience
Level Chicago – Old Town
Thompson Chicago, by Hyatt
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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.

Popular places to visit

Streeterville Vacations

We get it, geography isn't everyone's strong suit. If you're unsure where Streeterville is, find time to research its location before you dash off!

Around 1 mile (2 kilometers) northeast of downtown Chicago, Streeterville is just one of the neighborhoods that make this city so appealing.

At last count, the population of Chicago was 2,700,000.

Places to visit in Streeterville

If you opt to base yourself in Streeterville, you'll have loads of time to explore the famous attractions, the Art Institute of Chicago and Millennium Park. They're in such close proximity to this neighborhood that they're practically on the doorstep!

Navy Pier and the Chicago Cultural Center are some excellent attractions that are within a brisk walk or a very short drive from the heart of this neighborhood. See if you can check them all out.

Look up — way up! John Hancock Center is among the most striking buildings in the local skyline and one that's not easy to miss. Need more close by options? What year was it made and what events has it witnessed? Try to find the answers to these questions during a visit to Merchandise Mart, a building of historic significance. But that's not all there is. Throughout the years, people have built towering edifices for different reasons. Come and find out the history behind Chicago Water Tower — you won't have trouble spotting it!

Where do you fly into for Streeterville?

Pack your bags and get set for an unforgettable adventure. When you touch down at Midway International Airport (MDW), you'll be just 10 miles (16 kilometers) southwest of Streeterville.

Frequently asked questions

How much are vacation packages to Streeterville?
With vacation packages on offer from as little as CA $943, you won’t need to drain your bank balance for your visit to Streeterville. Travelocity is here to help. Combine hotels, flights and tours into a package and walk away with excellent discounts. The more you book, the more you save.
Where can I get the best vacation package deals for Streeterville?
There are excellent Streeterville package deals to score with Travelocity. Did you know we partner with as many as 400 airlines and 665,000 properties worldwide? Keep this in mind when you’re ready to tick another place off your bucket list.
Why should I book my Streeterville vacation bundle via Travelocity?
With our Price Match Guarantee, we’ll match any better price you’re able to find. Add on our 24/7 customer support and superb service and your perfect vacation is well within reach.
Can I save on my Streeterville car rental if I combine it with my hotel or flight?
Absolutely — and booking one of our Streeterville vacation packages is the ideal way to do this. Bundle any combination of a hotel, flight, car and experience and score awesome discounts. The more you bundle, the more you’ll save. There are plenty of top attractions in and around Streeterville that are worth a road trip, including Six Flags Great America (60 kilometersfrom Streeterville). Nothing beats exploring thrilling places like this with the freedom of your own wheels.
What is the best time of year to go to Streeterville?
If you’re eager to avoid pricey flights, hordes of tourists and sold-out hotels, plan your trip outside of . The quietest time to travel around Streeterville is . You’ll find the highest hotel prices in and the most economical in .
What is there to do in Streeterville?
Get out your vacation itinerary and jot down Navy Pier and Chicago Children’s Museum. They are some of the most well-known sights in Streeterville.
Where should I stay when visiting Streeterville?
If you want to splash some of your hard-earned vacation cash in Streeterville, the Embassy Suites Chicago Downtown Magnificent Mile (4.0 stars) and the W Chicago - Lakeshore (4.5 stars) are perfect luxury options.
Can I go on vacation to Streeterville at this time?
Learn all the info that’s important relating to quarantine policies and travel restrictions before you fly to Streeterville. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation as hassle-free as possible.