Milwaukee Avenue

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.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was ￥165,570, price is now ￥115,606 per person
￥115,606
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
8.8/10 Excellent! (2,239 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was ￥635,176, price is now ￥448,757 per person
￥448,757
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)
Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!

Reviewed on Jul 17, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥570,060, price is now ￥416,019 per person
￥416,019
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)

Browse tours and tickets to explore Milwaukee Avenue

Tours & day trips

See all 270 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour
9.6 out of 10 with 1577 reviews
Free cancellation available
Price is ￥6,334 per adult
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Private & custom tours

See all 69 activities
Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Activity duration is 9 hours
9.8 out of 10 with 44 reviews
Free cancellation available
Price is ￥20,300 per traveler*
Chamarel 7 Colours and Waterfalls - Exclusive South West TourOpens in new tab

Food, drink & nightlife

See all 41 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
8.2 out of 10 with 42 reviews
Price is ￥25,081 per adult
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Classes & workshops

See all 30 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 15 reviews
Free cancellation available
Price is ￥6,496 per adult
Chicago: BYOB Spray Paint and Sip WorkshopOpens in new tab

Attractions

See all 23 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 731 reviews
Free cancellation available
Price is ￥4,872 per adult
360 CHICAGO Observation DeckOpens in new tab

Stay near popular Milwaukee Avenue attractions

Milwaukee Avenue

You can enjoy retail therapy at Milwaukee Avenue during your visit to Chicago. Experience the live music and theater scene in this vibrant area.
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Best Lodging Options Near Milwaukee Avenue

Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet

Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet

Chicago IL
Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Hyatt Regency O'Hare Chicago
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
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Marriott Chicago O'Hare
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
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
Cheerful 3 bedroom. Feels like home.

Cheerful 3 bedroom. Feels like home.

Chicago IL
Cheerful 3 bedroom. Feels like home.
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
Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo

Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo

Chicago IL
Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo
See all 4,367 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.