Milwaukee Avenue
Top Milwaukee Avenue holiday deals
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was AU$5,030, price is now AU$4,621 per person
AU$4,621
per person
17 Dec - 20 Dec
found 13 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Pendry Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 3 minutes by foot from Chicago Riverwalk.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$5,839, price is now AU$5,104 per person
AU$5,104
per person
17 Dec - 20 Dec
found 13 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Trump International Hotel & Tower Chicago in Chicago (Downtown Chicago), you'll be a 4-minute walk from Chicago Riverwalk and 6 minutes by foot from Michigan Avenue.
Park Hyatt Chicago
Downtown Chicago
Price was AU$5,641, price is now AU$5,072 per person
AU$5,072
per person
17 Dec - 20 Dec
found 13 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Park Hyatt Chicago, you'll be centrally located in Chicago, steps from Chicago Water Tower and within a 5-minute walk of 875 North Michigan Avenue.
Waldorf Astoria Chicago
Downtown Chicago
Price was AU$5,866, price is now AU$5,352 per person
AU$5,352
per person
17 Dec - 20 Dec
found 13 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Waldorf Astoria Chicago, you'll be centrally located in Chicago, steps from Oak Street and within a 5-minute walk of Michigan Avenue.
Viceroy Chicago
Downtown Chicago
Price was AU$5,147, price is now AU$4,801 per person
AU$4,801
per person
17 Dec - 20 Dec
found 13 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
With a stay at Viceroy Chicago in Chicago (Downtown Chicago), you'll be steps from State Street and 6 minutes by foot from Michigan Avenue.
Lodging Near Milwaukee Avenue
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Chicago
With a stay at this apartment, you'll be centrally located in Chicago, within a 15-minute drive of Wrigley Field and Chicago Riverwalk.
We had a fantastic stay at this property! My husband and I really enjoyed sitting on the front porch and it is so close to everything!
Reviewed on 8 Nov 2025
Holiday Inn Chicago North Shore by IHG
5300 West Touhy Ave, Skokie, IL
Fully refundable
The price is AU$181 per night from 12 Dec to 13 Dec
AU$181
12 Dec - 13 Dec
includes taxes & fees
With a stay at Holiday Inn Chicago North Shore by IHG in Skokie, you'll be within a 15-minute drive of Northwestern University and Wrigley Field.
Hotel was okay. When we arrived at check in, we have been asked what floor we would like to be, first said 2nd but then quickly said 3rd is better than 2nd. She gave us a Room on 2nd floor ignoring us asking for 3rd. Noise level is typical for a hotel, you hear people walk by and you hear the neighbor's ...
Reviewed on 3 Nov 2025
Motel Edgebrook Chicago North Shore by OYO
6401 W Touhy Ave, Chicago, IL
The price is AU$113 per night from 26 Nov to 27 Nov
AU$113
26 Nov - 27 Nov
includes taxes & fees
With a stay at Motel Edgebrook Chicago North Shore by OYO in Chicago (Forest Glen), you'll be within a 10-minute drive of Allstate Arena and Donald E. Stephens ...
Nice staff
Reviewed on 23 Oct 2025
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View all propertiesLowest 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.