West Loop Holidays

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  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
Price was €929, price is now €852 per person
€852
per person
30 Mar - 3 Apr
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (782 reviews)
Great service and rooms

Reviewed on 31 Jan 2026

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was €1,059, price is now €950 per person
€950
per person
30 Mar - 3 Apr
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
7.2/10 Good! (1,003 reviews)
Hot water issue. Goy only Luke warm

Reviewed on 10 Jan 2026

Four Points by Sheraton Chicago Schaumburg

Four Points by Sheraton Chicago Schaumburg

3 out of 5
Price was €1,118, price is now €1,014 per person
€1,014
per person
30 Mar - 3 Apr
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (310 reviews)
Everything was perfect.

Reviewed on 13 Jan 2026

Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Price was €1,051, price is now €969 per person
€969
per person
30 Mar - 3 Apr
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
Chambre très propre tour est fonctionnel et barman très gentil et professionnel

Reviewed on 27 Jan 2026

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights

4 out of 5
Price was €1,001, price is now €927 per person
€927
per person
30 Mar - 3 Apr
found 22 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (500 reviews)
They put me in a room and then someone knocked on the door to tell me I need to move to another room. Then the other room I was in had construction right outside the door all day long while I was trying to work

Reviewed on 3 Feb 2026

Where to stay in West Loop

Find the best West Loop areas and neighborhoods for the activities you enjoy most. Learn more about West Loop
Downtown Chicago which includes a city

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Top hotels in West Loop

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundable
The price is €102 per night from 8 Feb to 9 Feb
€102
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (1,941 reviews)
Room was great. However, the lobby had no coffee @ 0800 when we went to get some.

Reviewed on 31 Jan 2026

Crowne Plaza Chicago West Loop by IHG
The Emily Hotel

The Emily Hotel

4 out of 5
311 North Morgan Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is €148 per night from 15 Feb to 16 Feb
€148
15 Feb - 16 Feb
includes taxes & fees
9/10 Wonderful! (1,300 reviews)
Quiet room for Chicago and amazing neighborhood. And one block away for self parking.

Reviewed on 29 Jan 2026

The Emily Hotel
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
Fully refundableReserve now, pay when you stay
The price is €143 per night from 15 Feb to 16 Feb
€143
15 Feb - 16 Feb
includes taxes & fees
8.8/10 Excellent! (1,173 reviews)
The room was clean however a lot of noise in the hallway late last night with people talking between 11pm and 2am which kept me awake

Reviewed on 1 Feb 2026

Hyatt House Chicago West Loop
See all 4,962 properties in West Loop
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.

Frequently asked questions

How much does a West Loop holiday package cost?
Our West Loop packages, which start from just €852, are the best way to save money. Handpick your favourite flights, hotels and rental cars to create a personalized getaway.
How do I get a cheap travel package to West Loop?
If you love bargains, bundle your bookings into a West Loop holiday package. Whether you need flights, hotels, tours or rental cars, you can browse and book them all in one place. You'll have lots of choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 hotels worldwide to select from. Fly with who you want, book a room where you like and save some cash — now that's the ideal getaway!
Where should I stay in West Loop?
Make sightseeing easier by staying someplace just around the corner from West Loop's biggest attractions. University of Illinois Chicago and United Centre are two which top many visitors' bucket lists.
What are the top hotels in West Loop?
Book a room at The Hoxton Chicago. It's one of this area's most sought-after hotels. Another great option in West Loop is Hyatt House Chicago West Loop.
How far in advance should I book my West Loop holiday?
It can be hard to know when the best time is to book your holiday to West Loop. But generally the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels up to a year prior to your departure date. If you're considering a last-minute getaway, no need to stress! There are fantastic deals advertised on Expedia every single day.
What does an Expedia West Loop travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings pile up. When it comes to planning your West Loop getaway, you're in charge!
What should I know before booking a West Loop travel package?
Whether it's relaxation or adventure you're chasing, a West Loop holiday package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a West Loop Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my West Loop holiday package?
Don't stress if you're rethinking your West Loop holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know life can occasionally throw a spanner in the travel works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€25
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

€34
per adult
92% of travellers recommend
Art Institute of Chicago
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.