Lucky Strike Chicago

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theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$855, price is now S$461 per person
S$461
per person
6 Jan - 11 Jan
found 1 day ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
great staff...loved our stay.

Reviewed on 22 Nov, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,294, price is now S$728 per person
S$728
per person
6 Jan - 11 Jan
found 1 day ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Everything was first class, even the coffee shop downstairs. Not to mention the grocery store that is attached to the same building. The ultimate convenience right near the miracle Mile in Chicago, my most favorite place in the world.

Reviewed on 25 Nov, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$884, price is now S$505 per person
S$505
per person
6 Jan - 11 Jan
found 1 day ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on 26 Nov, 2025

Tours & day trips

See all 151 activities
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

Activity duration is 1 hour and 30 minutes
9.4 out of 10 with 360 reviews
Price is S$58 per adult
Wendella's 90-min Chicago River Architecture TourOpens in new tab

Private & custom tours

See all 50 activities
Experience Chicago Cocktail Adventure Part 2

Experience Chicago Cocktail Adventure Part 2

Activity duration is 3 hours
Free cancellation available
Price is S$6 per adult
Experience Chicago Cocktail Adventure Part 2Opens in new tab

Food, drink & nightlife

See all 25 activities
Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 41 reviews
Price is S$175 per adult
Odyssey Lake Michigan Premier Dinner CruiseOpens in new tab

Attractions

See all 16 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.8 out of 10 with 681 reviews
Free cancellation available
Price is S$39 per adult
360 CHICAGO Observation DeckOpens in new tab

Classes & workshops

See all 11 activities
BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 13 reviews
Free cancellation available
Price is S$58 per adult
BYOB Spray Paint 'n' Sip at Studio W.I.P. ChicagoOpens in new tab

Popular places to visit

Tribune Tower

Tribune Tower

You can learn about the history of Chicago with a visit to Tribune Tower. Discover the acclaimed theatre scene and notable monuments in this vibrant area.

Tribune Tower
Magnificent Mile - River North featuring street scenes, night scenes and signage

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Milton Lee Olive Park

Milton Lee Olive Park

Explore the great outdoors at Milton Lee Olive Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Milton Lee Olive Park
The Loop - Downtown

Wrigley Building

Learn about the local history of Chicago when you take a trip to Wrigley Building. Discover the acclaimed art galleries and notable monuments in this vibrant area.

Wrigley Building
Michigan Avenue Bridge

Michigan Avenue Bridge

Learn about the local history of Chicago when you take a trip to Michigan Avenue Bridge. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.

Michigan Avenue Bridge
Shops at North Bridge which includes a city, street scenes and city views

Shops at North Bridge

Spend a day exploring the department store, luxury fashion outlets and food court at this mall on the glitzy Magnificent Mile shopping district.

Shops at North Bridge

Top Lucky Strike Chicago Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Embassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Palmer House a Hilton Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Hilton Chicago/Magnificent Mile Suites
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place Chicago IL
citizenM Chicago Downtown
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
InterContinental Chicago Magnificent Mile by IHG
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Hotel Riu Plaza Chicago
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
The Wade
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
DoubleTree by Hilton Chicago - Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Hyatt Regency Chicago
See all 4,188 properties in Lucky Strike Chicago
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.