West Loop Holidays from £1,025

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Your West Loop Holiday

A sought-after riverside neighbourhood, West Loop lures travellers with its cafes, bars and pubs and dining. Lock in a holiday package to West Loop and look forward to discovering all of that and more. Eager to do some sightseeing during your trip to West Loop? Pencil in a visit to nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. Stop daydreaming and start doing. When it's time to book your holiday to West Loop, Expedia will help get you there.

Price found within the past 48 hours. Click for updated prices.
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.4/10 Exceptional! (1,833 reviews)
The Hotel is physically beautiful. The rooms are spacious and comfortable in general. The food is good. We did not appreciated at all the waiting time to get the room. Check in was at 3:00pm, but the room was not available and hsd to wait for so long after a long traveling day... That's a no,.. no. The breakfast took very long time with only a couple of tables occupied however it was good.

Reviewed on 23 Jun 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Trump International Hotel is an amazing hotel. Fabulous staff, immaculately clean. I look forward to staying there again

Reviewed on 22 Jun 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,039 reviews)
Outstanding breakfast!

Reviewed on 23 Jun 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9/10 Wonderful! (320 reviews)
I had no idea how nice this property would be! I had a full one-bedroom apartment and amazing view and amenities. 10/10, would stay again!

Reviewed on 1 Jun 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.2/10 Wonderful! (1,763 reviews)
Friendly bartender made the whole trip amazing, the beds and bathroom were really nice!

Reviewed on 22 Jun 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 featuring 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 £116 per night from 1 Jul to 2 Jul
£116
1 Jul - 2 Jul
includes taxes & fees
8.8/10 Excellent! (1,161 reviews)
"Excellent for family, affordable price and great location."

Reviewed on 22 Jun 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 £118 per night from 1 Jul to 2 Jul
£118
1 Jul - 2 Jul
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"All the staff was so friendly & helpful! We really enjoyed our stay."

Reviewed on 22 Jun 2025

Holiday Inn & Suites Chicago - Downtown 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
9/10 Wonderful! (1,098 reviews)
"Clean and comfortable hotel. Easy access to places to eat and visit friends."

Reviewed on 23 Jun 2025

Get rates
The Emily Hotel
See all 4,548 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a West Loop travel package cost?
From as little as £1,025. Yes, you read that right. Our West Loop travel packages are a great way to stretch your budget further. Bundle your preferred hotels, flights and rental car and discover this popular destination.
If I'm not able to travel, can I cancel my West Loop travel package?
We get it --- life can throw you the odd curveball. If you've booked a West Loop travel package and have to change or cancel it, we can help. We suggest checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel and rebook free of charge. If it's been more than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to West Loop?
Booking a West Loop travel package with Expedia is a smart way to save. We offer more than 550 airlines and 1,000,000 hotel options spread across the globe. With such an awesome range to choose from, you'll have no hassles creating your perfect trip.
Does Expedia offer Book Now, Pay Later West Loop holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Check out these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this option. Simply put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in West Loop?
Make sightseeing easier by staying just a stone's throw away from West Loop's main attractions. Millennium Park and Wrigley Field are two of the best in the area.
What are the top hotels in West Loop?
Get your escape off to a great start by locking in a room at Hyatt Regency Chicago. It's one of most sought-after hotels in West Loop. Another top option is The Godfrey Hotel Chicago.
How far in advance should I book my West Loop holiday?
Savvy travellers book early. Airlines typically advertise flights up to 12 months ahead of departure, and this is an ideal opportunity to pick up some of the cheapest prices. Boss just told you to take all your holiday days next month? No need to worry. Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia West Loop travel package include?
Choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can also add on activities and experiences. Want to pick your airfare class? That's easily done too. The choice is all yours when it comes to putting together your perfect West Loop trip.
What should I know before booking a West Loop travel package?
So many places to go, so many things to see and do. With a travel package, you'll be able to check more of them off your list. Bundle your hotels, rental cars and flights and make big savings.
Can I choose my airline with a West Loop Expedia travel package?
You can, and with more than 550 airlines to select from globally, you've got lots of choice. Look through the available options and find out which airline suits your needs and budget.

Things to do

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

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

£5
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

£26
per adult
Marvels & Feats: An Engineer's Tour of Chicago Architecture
Bike or ebike Bar Hop - RiNo Arts District & Downtown

Bikes, Brews & Hidden Bars: A Ride Through RiNo & Downtown

£70
per adult
Bikes, Brews & Hidden Bars: A Ride Through RiNo & Downtown
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. Flight-inclusive packages are ATOL protected.