Plan a trip to see Milwaukee Avenue

Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago

Downtown Chicago

￥253,699

per person

Feb 20 - Feb 25

found 1 day ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Clean and quiet room. Staff was ver helpful. Breakfast buffet was amazing! Only beef we had was that the room temperature was too hot!! Temp was 77degrees was only able to get down to 74. Maintenance did bring us a fan. They could save on the heating bill by adjusting the furnace.

Reviewed on Dec 18, 2025

The Peninsula Chicago

Downtown Chicago

￥330,854

per person

Mar 2 - Mar 6

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Room was spotless and amazing. It was so luxurious and took a bath in the tub with the TV. Appreciated the upgrade and Service. The tea and breakfast were also lovely. It was an amazing stay for Christmas festivities in Chicago. It’s the best hotel!

Reviewed on Dec 19, 2025

Virgin Hotels Chicago

Downtown Chicago

￥280,592

per person

Feb 19 - Feb 25

found 13 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,404 reviews)

Staff was wonderful.

Reviewed on Dec 11, 2025

Browse tours and tickets to explore Milwaukee Avenue

Tours & day trips

See all 182 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 63 activities

Zen Route - Private & Exclusive Full Day Tour with Lunch Included

Free cancellation available

Food, drink & nightlife

See all 27 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 21 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 15 activities

BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Popular places to visit

Northwestern College Chicago Campus

Enjoy the collegiate vibe at Northwestern College Chicago Campus as part of your travels around Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

The Gift Theatre

You can make plans for a show at The Gift Theatre on your trip to Chicago. Discover the top-notch restaurants and entertainment choices in this vibrant area.

Copernicus Center

You can make plans for a show at Copernicus Center during your trip to Chicago. Amble around this vibrant area's lakeside or attend a sporting event.

Norwood Park Dog Park

After visiting Norwood Park Dog Park, make a plan to see the other sights and activities in Chicago.

Portage Park

After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Six Corners

You can browse for the perfect souvenirs at Six Corners during your stay in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.