West Loop Holidays

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Price found within the past 48 hours. Click for updated prices.
Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
O'Hare
per person
10 Oct - 13 Oct
found 23 hours ago
Return flight included
Fort Lauderdale (FLL) to Chicago (ORD)
8.6/10 Excellent! (1,537 reviews)
Sonesta was lovely. Easy check in. Nice room. Pillows not so great. Shuttle service was excellent as was all the staff!

Reviewed on 8 Aug, 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
per person
10 Oct - 13 Oct
found 23 hours ago
Return flight included
Fort Lauderdale (FLL) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Amazing customer service.

Reviewed on 13 Aug, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
O'Hare
per person
10 Oct - 13 Oct
found 23 hours ago
Return flight included
Fort Lauderdale (FLL) to Chicago (ORD)
8.6/10 Excellent! (2,367 reviews)
Only 1 elevator was seemingly working so it took like 10 minutes every time you wanted to use one. People in the hallways were so noisy and slamming doors at all hours and the general look and appearance of the hotel seemed worse for wear. Definitely need to invest in some major renovations and upgrades.

Reviewed on 10 Aug, 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
per person
10 Oct - 13 Oct
found 23 hours ago
Return flight included
Fort Lauderdale (FLL) to Chicago (ORD)
8.8/10 Excellent! (2,250 reviews)
The property does have a nice modern aesthetic and is pleasant looking. The bathroom door is a sliding door and it was difficult to open as well as it has a very chincy lock that you can tell is damaged. The photos of the outdoor patio space definitely made it appear nicer than it actually is but was still at least pleasant. Check in staff seemed a little offputting and slightly pushy to get me going when I was asking questions. Breakfast is not complimentary and is quite expensive but there are nearby options to eat still. Overall seemed a little bit overpriced for the stay.

Reviewed on 11 Aug, 2025

Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
O'Hare
per person
10 Oct - 13 Oct
found 23 hours ago
Return flight included
Fort Lauderdale (FLL) to Chicago (ORD)
8.4/10 Very Good! (1,005 reviews)
Everything was perfect cool clean and respectful . Need more restaurants and fir Starbucks to close at 7 pm since there is only one restaurant to go too if don’t want to go out since we have no car

Reviewed on 11 Aug, 2025

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 S$214 per night from 24 Aug to 25 Aug
S$214
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,369 reviews)
"My only issue was my room was right next to the elevator and I can hear it running throughout the day when I was trying to take a nap"

Reviewed on 12 Aug, 2025

Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street, Chicago, IL
Fully refundable
The price is S$238 per night from 3 Sept to 4 Sept
S$238
3 Sept - 4 Sept
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"We loved our stay here. The front desk staff was absolutely amazing. His name is Maurice and he was the best hotel employee we have ever met in like 25 years of traveling. The room smelled nice and was spacious enough and clean. Overall a great stay."

Reviewed on 7 Aug, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
354 North Union Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (263 reviews)
"Great place. Good stay for family vacation to Chicago"

Reviewed on 6 Aug, 2025

Get rates
Level Chicago Fulton Market
See all 4,666 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 S$681, 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

Chicago: Fulton Market Donut Adventure with Tastings

Chicago: Fulton Market Donut Adventure with Tastings

S$87
per adult
Chicago: Fulton Market Donut Adventure with Tastings
Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour

Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour

S$9
per traveller
Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour
Marvels & Feats: An Engineer's Tour of Chicago Architecture

Marvels & Feats: An Engineer's Tour of Chicago Architecture

S$45
per adult
Marvels & Feats: An Engineer's Tour of Chicago Architecture
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.