Deals on vacations and trips to Streeterville
Streeterville flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Ameristar Casino Hotel East Chicago
Save 100% on your flight
Price was $520, price is now $322 per person
$322
per person
Dec 24 - Dec 28
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
This Art Deco hotel features a casino, a marina, and 5 restaurants. Enjoy the 24-hour gym and perks like free self parking. A bar/lounge, a 24-hour front desk, and a snack bar/deli are also provided.
Art Villa
West Town
Save 100% on your flight
Price was $1,110, price is now $664 per person
$664
per person
Dec 31 - Jan 3
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $745, price is now $453 per person
$453
per person
Dec 31 - Jan 3
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
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.
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,052, price is now $654 per person
$654
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $875, price is now $544 per person
$544
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.
Top Streeterville hotels deals
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $134 total per night
$134 total
Nov 16 - Nov 17
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.
Pet friendly
Free WiFi
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $114 total per night
$114 total
Nov 16 - Nov 17
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. Enjoy the free buffet breakfast each morning.
Breakfast included
Pet friendly
Sable at Navy Pier Chicago, Curio Collection by Hilton
900 E Grand, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $156 total per night
$156 total
Nov 24 - Nov 25
Total with taxes and fees
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Free WiFi
Restaurant
Aloft Chicago Mag Mile
243 E. Ontario, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $127 total per night
$127 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Valet parking, a business center, and a snack bar/deli are also offered.
Pool
Pet friendly
Hotel Riu Plaza Chicago
150 East Ontario Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $164 total per night
$164 total
Nov 23 - Nov 24
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
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
201 East Walton Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $128 total per night
$128 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
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
Water Tower Place
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
875 North Michigan Avenue
You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.
Chicago Children's Museum
You can take time to visit Chicago Children's Museum during your travels to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Frequently asked questions
Photos of local treasures
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