Cheap Holidays to Streeterville
- Top deals for trips to Streeterville
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Streeterville
Price found within the past 48 hours. Click for updated prices.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Price was CHF 887, price is now CHF 651 per person
CHF 651
per person
found 4 hours ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Save 100% on your flight
Price was CHF 1'627, price is now CHF 1'061 per person
CHF 1'061
per person
found 4 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Save 100% on your flight
Price was CHF 1'756, price is now CHF 1'253 per person
CHF 1'253
per person
found 4 hours ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Price was CHF 1'119, price is now CHF 803 per person
CHF 803
per person
found 4 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Price was CHF 1'001, price is now CHF 727 per person
CHF 727
per person
found 4 hours ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
Streeterville Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Price was CHF 887, price is now CHF 651 per person
CHF 651
per person
found 4 hours ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Save 100% on your flight
Price was CHF 1'627, price is now CHF 1'061 per person
CHF 1'061
per person
found 4 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Save 100% on your flight
Price was CHF 1'756, price is now CHF 1'253 per person
CHF 1'253
per person
found 4 hours ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Price was CHF 1'119, price is now CHF 803 per person
CHF 803
per person
found 4 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
16 Feb - 21 Feb
5 night stay
Geneva (GVA) to Chicago (ORD)
SAS • Direct return • Coach
Price was CHF 1'001, price is now CHF 727 per person
CHF 727
per person
found 4 hours ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
Best Streeterville hotel deals for your holiday
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CHF 84 per night
CHF 84
4 Jan - 5 Jan 2026
includes taxes & fees
0.71 km from Streeterville
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
Haustierfreundlich
Kostenloses WLAN
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl Chicago IL
The price is CHF 71 per night
CHF 71
22 Dec - 23 Dec
includes taxes & fees
0.7 km from Streeterville
The Whitehall Hotel, BW Premier Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free breakfast, free WiFi in public areas and a restaurant are available.
Frühstück inbegriffen
Haustierfreundlich
Sable at Navy Pier Chicago, Curio Collection by Hilton
900 E Grand Chicago IL
The price is CHF 114 per night
CHF 114
6 Jan - 7 Jan 2026
includes taxes & fees
1.53 km from Streeterville
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Lake Michigan. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Kostenloses WLAN
Restaurant
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is CHF 115 per night
CHF 115
21 Dec - 22 Dec
includes taxes & fees
0.12 km from Streeterville
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
Frühstück inbegriffen
Kostenloses WLAN
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
The price is CHF 83 per night
CHF 83
24 Dec - 25 Dec
includes taxes & fees
0.17 km from Streeterville
Our customers tell us that they can't get enough of the sightseeing around DoubleTree by Hilton Chicago - Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an outdoor pool and a restaurant.
Pool
Haustierfreundlich
Courtyard by Marriott Chicago Magnificent Mile
165 East Ontario Street Chicago IL
The price is CHF 91 per night
CHF 91
21 Dec - 22 Dec
includes taxes & fees
0.06 km from Streeterville
Our customers tell us that they can't get enough of the shopping around Courtyard by Marriott Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, an indoor pool and a restaurant are available.
Pool
Kostenloses WLAN
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.
Cheap flights to Streeterville
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
FCO
Rome
ORD
Chicago
CHF 671 Return, found 6 days ago
CHF 671
Return
found 6 days ago
FCO
Rome
ORD
Chicago
CHF 703 Return, found 6 days ago
CHF 703
Return
found 6 days ago
FCO
Rome
ORD
Chicago
CHF 727 Return, found 6 days ago
CHF 727
Return
found 6 days ago
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ch from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.