Deals on vacations and trips to Streeterville

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Streeterville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $737, price is now $502 per person
$502
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,524, price is now $1,602 per person
$1,602
per person
Sep 14 - Sep 17
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,210, price is now $819 per person
$819
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $932, price is now $640 per person
$640
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $835, price is now $575 per person
$575
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a computer station, and dry cleaning are also offered.

Top Streeterville hotels deals

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $203 total per night
$203 total
Jul 8 - Jul 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's in-room fitness on site, and concierge services and wedding services are also offered.
Pet friendly
Free WiFi
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
$201 nightly
The price is $240 total per night
$240 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.
Pool
Pet friendly
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$232 nightly
The price is $276 total per night
$276 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Breakfast included
Free WiFi
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $194 total per night
$194 total
Jul 9 - Jul 10
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-out. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.
Pet friendly
Free WiFi
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $193 total per night
$193 total
Jul 8 - Jul 9
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
Free WiFi
Air conditioning
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $180 total per night
$180 total
Jul 8 - Jul 9
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a computer station, and dry cleaning are also offered.
Pet friendly
Free WiFi
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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.

Stay near popular Streeterville attractions

A castle-like structure with turrets and a modern skyscraper in the background.

Water Tower Place

9.0/10 (1,113 reviews)
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
See properties

Frequently asked questions

How much are vacation packages to Streeterville?
With vacation packages available from just $502, it's not necessary to wipe out your bank balance for your getaway to Streeterville. Travelocity can help. Bundle up hotels, flights and tours into a package and receive some fantastic discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Streeterville?
For an amazing Streeterville package deal, turn to Travelocity. Pick from as many as 400 air carriers and 1,000,000 properties around the world to create your ultimate adventure — the choice is all yours!
Why should I book my Streeterville vacation package with Travelocity?
Whether you're planning a month-long vacation or a last-minute trip, we have many amazing destinations to choose from at an affordable rate. What's more, we provide round-the-clock support, excellent service and a Price Match Guarantee. Save yourself money and time and book your dream vacation today.
Can I save money on my Streeterville car rental if I book it with hotels and flights?
Booking a Streeterville vacation package with Travelocity is an easy way to save you time and money. Pick a car, flight and hotel, or any combination of them, and score awesome discounts. You can also throw in a few tours and experiences. Once you've picked up the keys to the rental car, head out of the neighborhood and see what this location has to offer. Roughly 35 mi from Streeterville, Six Flags Great America is well worth a road trip.

Photos of local treasures

Browse Streeterville vacation photos for more inspiration

A waterfront promenade with a historic building featuring two towers and a large arched entrance.
A Ferris wheel and a carousel at a fairground.
A waterfront cityscape with a prominent red pier labeled 'Navy Pier' and a skyline of modern skyscrapers.
A carousel with colorful horses and a Ferris wheel in the background.
The Chicago Children's Museum with American flags, trees, and a white car in the foreground.