How does Staypineapple, An Iconic Hotel, The Loop compare to other 4 star hotels in Chicago?

4 star hotels in Chicago typically cost $444/night, but Staypineapple, An Iconic Hotel, The Loop is typically available for $200/night, and is rated equally to its competitors.

How far is Staypineapple, An Iconic Hotel, The Loop from Chicago Midway?

If you're looking to go directly from Chicago Midway to Staypineapple, An Iconic Hotel, The Loop, expect a 26 mins drive as they are around 9.0 mi apart.

What is the best way to get to Staypineapple, An Iconic Hotel, The Loop from Chicago Midway?

If you intend on renting a car to travel from Chicago Midway to the hotel, you will have peace of mind knowing that Staypineapple, An Iconic Hotel, The Loop offers parking on site. Car rentals in the area typically go for $35/day for a base model rental. Another more common option is to just take a taxi or rideshare service from the airport to Staypineapple, An Iconic Hotel, The Loop. The nearest airport to the hotel is Chicago Midway.

Is Staypineapple, An Iconic Hotel, The Loop pet-friendly?

Yes, dogs and pets are welcome at Staypineapple, An Iconic Hotel, The Loop.

Are there food options at Staypineapple, An Iconic Hotel, The Loop?

There is a restaurant at Staypineapple, An Iconic Hotel, The Loop that can be used by visitors of the hotel. You can sit down or take food to go. Call the front desk at +1 312 940 7997 for kitchen hours. Guests staying at Staypineapple, An Iconic Hotel, The Loop are welcomed by hotel staff to order room service directly from the kitchen to their room.

Does Staypineapple, An Iconic Hotel, The Loop have a pool?

Judging by our data, Staypineapple, An Iconic Hotel, The Loop does not have a pool on site, but hotels regularly make additions and changes to their venues and do not always notify us. It would be best to call Staypineapple, An Iconic Hotel, The Loop at +1 312 940 7997 .

How close is Staypineapple, An Iconic Hotel, The Loop to Chicago city center?

When staying at Staypineapple, An Iconic Hotel, The Loop there is just 0.5 mi between you and Chicago city center. While making your way to the center of Chicago, you should plan to visit Auditorium Theatre, along with all the shops and restaurants.

What is the phone number for Staypineapple, An Iconic Hotel, The Loop?

For questions regarding the hotel or your stay at Staypineapple, An Iconic Hotel, The Loop, call +1 312 940 7997 .

Does Staypineapple, An Iconic Hotel, The Loop have Wi-Fi available?

Yes, Staypineapple, An Iconic Hotel, The Loop has Wi-Fi available to hotel guests.

Is there a gym or fitness center available to guests at Staypineapple, An Iconic Hotel, The Loop?

Staypineapple, An Iconic Hotel, The Loop has a fitness center available for guests who would like to use it throughout their stay.

What time is check-out for Staypineapple, An Iconic Hotel, The Loop?

12:00 PM is the check-out time at Staypineapple, An Iconic Hotel, The Loop. Late check-out may be available at the hotel's discretion.

How much is a room at Staypineapple, An Iconic Hotel, The Loop?

Prices may fluctuate based on room type, dates, and availability. You can find great room deals for Staypineapple, An Iconic Hotel, The Loop at the moment between $125 and $422 a night. Enter preferred dates in the form above to see the best-matched deals for you.

Is there laundry service in Staypineapple, An Iconic Hotel, The Loop?

Yes, you can do your laundry at Staypineapple, An Iconic Hotel, The Loop. Irons and ironing boards are included as featured amenities.

What is the distance from Staypineapple, An Iconic Hotel, The Loop, Chicago to Chicago Riverwalk?

Make sure to visit Chicago Riverwalk during your stay at Staypineapple, An Iconic Hotel, The Loop, Chicago. It’s only 0.5 mi away!

Is River North, Chicago close to Staypineapple, An Iconic Hotel, The Loop?

River North in Chicago is only a 0.9 mi trip away from Staypineapple, An Iconic Hotel, The Loop. Grab a taxi or walk - it’s up to you.

How many operators does momondo search for hotels in Chicago?

The number of operators available for hotels in Chicago is 2,563 as of August 2026.

When did momondo last update prices for hotels in Chicago?

Prices for hotels in Chicago refresh daily.

Staypineapple, An Iconic Hotel, The Loop

4-star Hotel with Fitness center

4 stars

1 W Washington Street, Chicago, IL 60602

+1 312 940 7997

8.9

Very good

based on 1936 reviews

1,936 verified ratings

Deals from

$126

/Cheapest rate per night

Room type

Provider

Nightly total

Standard room

$126

Double room

$127

Queen room

$132

91 more Staypineapple, An Iconic Hotel, The Loop deals

Staypineapple, An Iconic Hotel, The Loop photos

About Staypineapple, An Iconic Hotel, The Loop, Chicago

Staypineapple The Loop is situated in Chicago and is within a short walk of local attractions, including Chicago Loop and Millennium Park. It provides 4-star accommodation with air-conditioned rooms. There are a variety of facilities on offer to those staying at the hotel, such as a 24-hour reception, an express check-in and check-out feature and valet parking. Those staying at the property are able to exercise at the fitness center, or borrow a bicycle and explore the surrounding area. Rooms feature a refrigerator and wireless internet access. Staypineapple The Loop has an on-site restaurant, convenient for guests who prefer to dine in. Each evening, guests are invited to enjoy a drink in the comfortable lounge bar. A variety of cafés and restaurants are also found in the area. The hotel is surrounded by the area's popular tourist attractions, including Chicago Board of Trade Building, Grant Park and Willis Tower, which are within walking distance. Chicago Union Station and Merchandise Mart Railway Station are within a 20-minute walk.

Staypineapple, An Iconic Hotel, The Loop room price & deals

Fri 8/14

Sat 8/15

Standard room

1 king bed

$126

nightly with fees

Executive room

1 king bed

$339

nightly with fees

King room

bed type unknown

$144

nightly with fees

Deluxe room

2 double beds

$162

nightly with fees

Double room

2 double beds

$127

nightly with fees

Resort room

2 queen beds

$819

nightly with fees

Queen room

bed type unknown

$132

nightly with fees

*Total includes estimated local taxes & fees payable on check out.

Hotel Amenities & Facilities

Fitness center
Restaurant
Bar/Lounge
Room service
Free Wi-Fi
Tea/coffee maker
Valet parking
Flat-screen TV
Meeting/Banquet facilities
Parking

Accessibility and suitability

Allergy-free room
No smoking
Pets allowed on request. Charges may apply.
Increased accessibility
Lower bathroom sink
Toilet with grab rails
Hypoallergenic

Services and conveniences

Express check-out
Bottle of water
Safety deposit box
Meeting/Banquet facilities
Room service
24hr front desk

Basics

Free Wi-Fi
Fire extinguisher
Air-conditioned
Smoke alarms
Heating
Free Internet

Dining

Restaurant
Bar/Lounge
Tea/coffee maker
Refrigerator

Parking and transportation

Parking
Valet parking
Private parking

Bathroom

Shower
Higher-level toilet
Bathrobe

General

Seating area
Interconnected room(s) available
Storage available

Health and safety

Daily housekeeping
Safe
First-aid kit

Media and entertainment

Flat-screen TV
Streaming service

Laundry

Laundry service
Iron and ironing board

Things to do

Beach access
Bicycle rental

Workspace

Desk

Fitness

Fitness center

Spa

Staypineapple, An Iconic Hotel, The Loop Reviews

8.9

Very good1,936 verified ratings

Pros +

The room was great. (in 106 reviews)
The staff was helpful and hospitable. (in 185 reviews)
The front desk was very friendly and welcoming. (in 15 reviews)

Cons -

I liked the old fashion look and feel of the hotel. (in 3 reviews)
Parking was very expensive. (in 27 reviews)
"The bathrooms were a bit small, but we wish there was a bathroom cabinet" (in 13 reviews)

Staypineapple, An Iconic Hotel, The Loop room booking info

Value for money

8.4

Location rating

9.7

Distance to city center

0.5 mi

Nearest Airport

Chicago Midway

Distance to airport

9.0 mi

Check in/Check out

Check in anytime after 4:00 PM, check out anytime before 12:00 PM

Cancellation/prepayment

Cancellation/prepayment policies vary by room type and provider.

Frequently asked questions

How does Staypineapple, An Iconic Hotel, The Loop compare to other 4 star hotels in Chicago?
4 star hotels in Chicago typically cost $444/night, but Staypineapple, An Iconic Hotel, The Loop is typically available for $200/night, and is rated equally to its competitors.
How far is Staypineapple, An Iconic Hotel, The Loop from Chicago Midway?
If you're looking to go directly from Chicago Midway to Staypineapple, An Iconic Hotel, The Loop, expect a 26 mins drive as they are around 9.0 mi apart.
What is the best way to get to Staypineapple, An Iconic Hotel, The Loop from Chicago Midway?
If you intend on renting a car to travel from Chicago Midway to the hotel, you will have peace of mind knowing that Staypineapple, An Iconic Hotel, The Loop offers parking on site. Car rentals in the area typically go for $35/day for a base model rental. Another more common option is to just take a taxi or rideshare service from the airport to Staypineapple, An Iconic Hotel, The Loop. The nearest airport to the hotel is Chicago Midway.
Is Staypineapple, An Iconic Hotel, The Loop pet-friendly?
Yes, dogs and pets are welcome at Staypineapple, An Iconic Hotel, The Loop.
Are there food options at Staypineapple, An Iconic Hotel, The Loop?
There is a restaurant at Staypineapple, An Iconic Hotel, The Loop that can be used by visitors of the hotel. You can sit down or take food to go. Call the front desk at +1 312 940 7997 for kitchen hours. Guests staying at Staypineapple, An Iconic Hotel, The Loop are welcomed by hotel staff to order room service directly from the kitchen to their room.
Does Staypineapple, An Iconic Hotel, The Loop have a pool?
Judging by our data, Staypineapple, An Iconic Hotel, The Loop does not have a pool on site, but hotels regularly make additions and changes to their venues and do not always notify us. It would be best to call Staypineapple, An Iconic Hotel, The Loop at +1 312 940 7997.
How close is Staypineapple, An Iconic Hotel, The Loop to Chicago city center?
When staying at Staypineapple, An Iconic Hotel, The Loop there is just 0.5 mi between you and Chicago city center. While making your way to the center of Chicago, you should plan to visit Auditorium Theatre, along with all the shops and restaurants.
What is the phone number for Staypineapple, An Iconic Hotel, The Loop?
For questions regarding the hotel or your stay at Staypineapple, An Iconic Hotel, The Loop, call +1 312 940 7997.
Does Staypineapple, An Iconic Hotel, The Loop have Wi-Fi available?
Yes, Staypineapple, An Iconic Hotel, The Loop has Wi-Fi available to hotel guests.
Is there a gym or fitness center available to guests at Staypineapple, An Iconic Hotel, The Loop?
Staypineapple, An Iconic Hotel, The Loop has a fitness center available for guests who would like to use it throughout their stay.
What time is check-out for Staypineapple, An Iconic Hotel, The Loop?
12:00 PM is the check-out time at Staypineapple, An Iconic Hotel, The Loop. Late check-out may be available at the hotel's discretion.
How much is a room at Staypineapple, An Iconic Hotel, The Loop?
Prices may fluctuate based on room type, dates, and availability. You can find great room deals for Staypineapple, An Iconic Hotel, The Loop at the moment between $125 and $422 a night. Enter preferred dates in the form above to see the best-matched deals for you.
Is there laundry service in Staypineapple, An Iconic Hotel, The Loop?
Yes, you can do your laundry at Staypineapple, An Iconic Hotel, The Loop. Irons and ironing boards are included as featured amenities.
What is the distance from Staypineapple, An Iconic Hotel, The Loop, Chicago to Chicago Riverwalk?
Make sure to visit Chicago Riverwalk during your stay at Staypineapple, An Iconic Hotel, The Loop, Chicago. It’s only 0.5 mi away!
Is River North, Chicago close to Staypineapple, An Iconic Hotel, The Loop?
River North in Chicago is only a 0.9 mi trip away from Staypineapple, An Iconic Hotel, The Loop. Grab a taxi or walk - it’s up to you.
How many operators does momondo search for hotels in Chicago?
The number of operators available for hotels in Chicago is 2,563 as of August 2026.
When did momondo last update prices for hotels in Chicago?
Prices for hotels in Chicago refresh daily.

Places of interest near Staypineapple, An Iconic Hotel, The Loop

Attractions in Chicago, Illinois curated by momondo

Staypineapple, An Iconic Hotel, The Loop location: 1 W Washington Street, Chicago, IL 60602

Top landmarks

Chicago Theater0.2 mi

Millennium Park0.3 mi

Art Institute of Chicago0.3 mi

Chicago Board of Trade Building0.4 mi

Willis Tower0.5 mi

Grant Park0.6 mi

Michigan Avenue0.8 mi

Magnificent Mile0.8 mi

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Staypineapple, An Iconic Hotel, The Loop

About Staypineapple, An Iconic Hotel, The Loop, Chicago

Staypineapple, An Iconic Hotel, The Loop room price & deals

Hotel Amenities & Facilities

Staypineapple, An Iconic Hotel, The Loop Reviews

Pros +

Cons -

Staypineapple, An Iconic Hotel, The Loop room booking info

Value for money

Location rating

Distance to city center

Nearest Airport

Distance to airport

Check in/Check out

Cancellation/prepayment

Frequently asked questions

Places of interest near Staypineapple, An Iconic Hotel, The Loop

Attractions in Chicago, Illinois curated by momondo

Top landmarks

momondo’s favorite Chicago hotels

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