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.
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was €2,015, price is now €1,383 per person
€1,383
per person
3 Oct - 7 Oct
found 9 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Clean and nice location

Reviewed on 1 Sept 2026

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was €2,086, price is now €1,550 per person
€1,550
per person
2 Oct - 8 Oct
found 15 hours ago
Return direct flight included
Tirana (TIA) to Chicago (ORD)
8.8/10 Excellent! (2,133 reviews)

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was €2,024, price is now €1,511 per person
€1,511
per person
2 Oct - 8 Oct
found 15 hours ago
Return direct flight included
Tirana (TIA) to Chicago (ORD)
8.8/10 Excellent! (2,450 reviews)
Staff was very helpful, room was clean and so convenient to Soldier Field. About a half hour walk to the riverfront areas but super scenic so time flies while walking! Highly recommend for events at Soldier Field or for a suite anytime!

Reviewed on 31 Aug 2026

Tours & day trips

See all 264 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour
9.6 out of 10 with 1624 reviews
Free cancellation available
Price is €34 per adult
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Private & custom tours

See all 69 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 €98 per adult
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Food, drink & nightlife

See all 40 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 €136 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 €34 per adult
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Attractions

See all 21 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 737 reviews
Free cancellation available
Price is €26 per adult
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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 Hotel 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
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
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
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 - Evanston

Rodeway Inn Chicago - Evanston

2 out of 5
6155 N. JERSEY AVE Chicago IL
Rodeway Inn Chicago - Evanston
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
See all 4,353 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.