Milwaukee Avenue Tours and Activities

A nighttime cityscape with illuminated buildings and a river.
A mural with the word "CHICAGO" and various city elements.
Two red drinks on a table with a fire extinguisher and a directional sign in the background.

Plan a trip to see Milwaukee Avenue

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was AU$731, price is now AU$591 per person
AU$591
per person
22 Jan - 25 Jan
found 1 day ago
Return flight included
Los Angeles (QLA) to Chicago (ORD)
9.4/10 Exceptional! (1,106 reviews)
Had a great time and the place had a great breakfast and staff!

Reviewed on 30 Oct 2026

Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
Price was AU$839, price is now AU$675 per person
AU$675
per person
22 Jan - 25 Jan
found 1 day ago
Return flight included
Los Angeles (QLA) to Chicago (ORD)
8.8/10 Excellent! (1,390 reviews)
Overall property was great and service

Reviewed on 31 Oct 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
Price was AU$753, price is now AU$628 per person
AU$628
per person
22 Jan - 25 Jan
found 1 day ago
Return flight included
Los Angeles (QLA) to Chicago (ORD)
8.6/10 Excellent! (2,885 reviews)

Tours & day trips

See all 240 activities
Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

Activity duration is 1 hour
9.6 out of 10 with 1668 reviews
Free cancellation available
Price is AU$55 per adult
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Private & custom tours

See all 62 activities
Chicago: Shooting & Spinning Art Experience (Neon Lights)

Chicago: Shooting & Spinning Art Experience (Neon Lights)

Activity duration is 45 minutes
Free cancellation available
Price is AU$162 per adult
Chicago: Shooting & Spinning Art Experience (Neon Lights)Opens in new tab

Food, drink & nightlife

See all 32 activities
City Cruises Chicago: Lake Michigan Premier Dinner Cruise

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 44 reviews
Price is AU$269 per adult
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Classes & workshops

See all 25 activities
Chicago: BYOB Spray Paint and Sip Workshop

Chicago: BYOB Spray Paint and Sip Workshop

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 20 reviews
Free cancellation available
Price is AU$57 per adult
Chicago: BYOB Spray Paint and Sip WorkshopOpens in new tab

Attractions

See all 21 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 749 reviews
Free cancellation available
Price is AU$38 per adult
360 CHICAGO Observation DeckOpens in new tab

Stay near popular Milwaukee Avenue attractions

Milwaukee Avenue

You can search for that perfect souvenir at Milwaukee Avenue during your trip to Chicago. Experience the live music and theatre scene in this vibrant area.
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Top Milwaukee Avenue Hotel & Accommodation Deals

Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

Chicago IL
Sleeps 18 • 8BR • Game Room • Gym • Theater
Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

3 out of 5
5300 West Touhy Ave Skokie IL
Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
6401 W Touhy Ave Chicago IL
Motel Edgebrook Chicago North Shore by OYO
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Marriott Chicago O'Hare
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG

Holiday Inn Express & Suites Chicago North Shore - Niles by IHG

2.5 out of 5
7247 North Waukegan Road Niles IL
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG
SpringHill Suites Chicago O'Hare by Marriott

SpringHill Suites Chicago O'Hare by Marriott

3 out of 5
8101 West Higgins Road Chicago IL
SpringHill Suites Chicago O'Hare by Marriott
Rodeway Inn Chicago - Evanston

Rodeway Inn Chicago - Evanston

2 out of 5
6155 N. JERSEY AVE Chicago IL
Rodeway Inn Chicago - Evanston
Holiday Inn Chicago O'Hare Area by IHG

Holiday Inn Chicago O'Hare Area by IHG

3 out of 5
5615 North Cumberland Avenue Chicago IL
Holiday Inn Chicago O'Hare Area by IHG
Rodeway Inn Chicago North Shore - Lincolnwood

Rodeway Inn Chicago North Shore - Lincolnwood

2 out of 5
5952 N Lincoln Ave. Chicago IL
Rodeway Inn Chicago North Shore - Lincolnwood
See all 4,515 properties in Milwaukee Avenue
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.