West Loop Holidays from £1,129

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

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 Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,723, price is now £1,129 per person
£1,129
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
everyone at the front desk was helpful and quite nice. room and amenities very clean. gym was well done for such a small space. would be great if there was a bathroom there. coffee and fresh fuit in the morning was awesome.

Reviewed on 19 Jun 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,623, price is now £1,136 per person
£1,136
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.

Reviewed on 20 Jun 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,806, price is now £1,303 per person
£1,303
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Usually this is one of the best property but this time they had water pipe burst and elevators werent working because of that. It was very inconvinient for this stay.

Reviewed on 20 Jun 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £1,751, price is now £1,288 per person
£1,288
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (3,744 reviews)
We had a wonderful stay! Everything was very clean/well-maintained. The staff was friendly/helpful and the location is fabulous for walking a great deal of downtown! The rooftop bar was too crowded to be enjoyable, but the bar adjacent to the lobby was a good spot.

Reviewed on 21 Jun 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,615, price is now £1,937 per person
£1,937
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
hotel was immaculate and the people were amazing.

Reviewed on 20 Jun 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

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 refundableReserve now, pay when you stay
The price is £156 per night from 1 Jul to 2 Jul
£156
1 Jul - 2 Jul
includes taxes & fees
9/10 Wonderful! (2,269 reviews)
"Everything was nice"

Reviewed on 20 Jun 2026

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 refundableReserve now, pay when you stay
The price is £143 per night from 1 Jul to 2 Jul
£143
1 Jul - 2 Jul
includes taxes & fees
8.8/10 Excellent! (1,036 reviews)
"The pool was clean but very cold. The room was old and dirty for $450 a night. Which is already insane for a holiday inn. Our bed had pen marks all over it, the carpet was extremely frayed. We were placed right next to a loud elevator where you could hear everything. The “manager” called the day ..."

Reviewed on 20 Jun 2026

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
The price is £206 per night from 28 Jun to 29 Jun
£206
28 Jun - 29 Jun
includes taxes & fees
9.2/10 Wonderful! (1,319 reviews)
"Close to a ton of great dining options. Nice staff"

Reviewed on 20 Jun 2026

The Emily Hotel
See all 4,670 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 £1,129. 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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

£81
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
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.