Downtown Skokie Holidays

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Our guide on where to stay in Downtown Skokie

Find the best Downtown Skokie areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Skokie
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

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A river with yellow boats, a bridge, and tall buildings.

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

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Our pick of the best Downtown Skokie Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
AU$177
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,244 reviews)
"Was here for Browns preseason game. Easy walk to the Soldiers Field stadium from The Congress hotel. Our suite was quaint. The hotel is old but there are some nice lake views to be had. Shower drained slowwwwwwww. Maids didn't leave wash cloths one time but overall, not a bad experience. Will probably ..."

Reviewed on 17 Aug 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
AU$240
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (2,024 reviews)
"Simply did not feel very welcome. Room was rather ordinary, expensive for what it was. Services were non-existent without the special access card."

Reviewed on 17 Aug 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
AU$404
12 Sept - 13 Sept
includes taxes & fees
8.4/10 Very good! (2,412 reviews)
"Was not a good hotel."

Reviewed on 17 Aug 2026

Hilton Chicago O'Hare Airport
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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.
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Stay near popular Downtown Skokie attractions

Skokie Theatre

8.2/10 (59 reviews)
You can get tickets for a performance at Skokie Theatre during your trip to Skokie. Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.
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Illinois Science and Technology Park

7.6/10 (29 reviews)
Illinois Science and Technology Park is just one of the places to see in Skokie, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
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Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$39
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$35
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.