West Loop Holidays from £979
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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.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,053
per person
31 Oct - 5 Nov
found 16 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Only the wall outlet near the beds didn't work ...just that...everything was great !! Excelent hotel
Reviewed on 21 Sept 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
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.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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.
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.
Top hotels in West Loop
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundable
£168
27 Sept - 28 Sept
includes taxes & fees
9/10 Wonderful! (2,661 reviews)
"The lobby was clean and inviting! The front desk staff were helpful and in a great mood. The only negative item we encountered was when we got into our room the had terrible mold smell. The air was on but the room still felt damp. We had to get to a concert so when we arrived back the room was still ..."
Reviewed on 20 Sept 2026
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Fully refundable
£195
27 Sept - 28 Sept
includes taxes & fees
LIVN - West Loop Chicago
555 West Jackson Boulevard Chicago IL
£150
27 Sept - 28 Sept
includes taxes & fees
9.4/10 Exceptional! (274 reviews)
"We absolutely loved our stay here! The hotel was super clean, beautifully maintained, and had everything we needed. All of the amenities were so useful and made our stay feel incredibly comfortable and convenient. It honestly felt like we had our own little apartment right in the city! The space ..."
Reviewed on 20 Sept 2026
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 travel package cost?
From as little as £979. 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.
Stay near popular West Loop attractions
Union Park
After visiting Union Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
The Old Post Office
You can find out about the history of Chicago with a visit to The Old Post Office. Discover the entertainment choices and notable monuments in this vibrant area.
Old St Patrick’s Church
Learn about the local history of Chicago when you take a trip to Old St Patrick’s Church. Discover the acclaimed art galleries and notable monuments in this vibrant area.
City Winery
You can make plans for a show at City Winery during your trip to Chicago. Stroll along the riverfront or experience the acclaimed art galleries in this vibrant area.
Bottom Lounge
After visiting Bottom Lounge, make a plan to see the other sights and activities in Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.
Garcia's Chicago
Garcia's Chicago is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the notable monuments in this vibrant area.
Cobra Lounge
After visiting Cobra Lounge, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed art galleries in this vibrant area.
Pitchfork Music Festival
Pitchfork Music Festival is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? While in this walkable area, you can savour the top-notch restaurants.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
90% of travellers recommend
* 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.