West Loop Gate Holidays from £821

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Your West Loop Gate Holiday

Discover the best that West Loop Gate has to offer with a West Loop Gate holiday package. From its shopping and bars and pubs to its cafes, it's easy to fall for the allure of this busy neighbourhood. Eager to sightsee during your trip to West Loop Gate? Make sure you stop by nearby attractions like Millennium Park, Willis Tower and Art Institute of Chicago. Expedia is here to put your plans into action. Book your ideal West Loop Gate holiday today.

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was £980, price is now £821 per person
£821
per person
27 Aug - 31 Aug
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (420 reviews)
The whole experience was great. Staff, rooms, amenities all fantastic.

Reviewed on 17 Jun 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £3,124, price is now £2,343 per person
£2,343
per person
28 Jul - 4 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (3,735 reviews)
Excellent hotel to stay in. Surrounded by so many things Chicago has to offer. Right across from the river. We were greeted nicely, was able to upgrade to a nicer room at a fair price. Check in was smooth. Room was very nice, well maintained hotel lobby, rooms hallways etc. had breakfast in the Land and Sea restaurant downstairs due to a rainy morning. Would definitely recommend staying at the London House for a stay in Chicago.

Reviewed on 15 Jun 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was £3,170, price is now £2,495 per person
£2,495
per person
28 Jul - 4 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The hotel is beautiful with so many bars and restaurants nearby. About 4 -5 blocks from Millenium Park. The seating areas are so peaceful and the design is amazing. They let me store my bike box the day before my stay which was so convenient. Staff are friendly and professional.

Reviewed on 17 Jun 2026

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was £3,396, price is now £2,844 per person
£2,844
per person
28 Jul - 4 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
The location was great, the staff was friendly and attentive.

Reviewed on 8 Jun 2026

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Price was £2,873, price is now £2,475 per person
£2,475
per person
28 Jul - 4 Aug
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.6/10 Excellent! (2,847 reviews)
Gave us an upgrade at checkin that meant a lot :) Also halpily gave me ibuprofen at 3:00 a.m! Lovely property in a nice location by the lake!

Reviewed on 18 Jun 2026

Where to stay in West Loop Gate

Find the best West Loop Gate areas and neighborhoods for the activities you enjoy most. Learn more about West Loop Gate
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 Gate

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £122 per night from 29 Jun to 30 Jun
£122
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,297 reviews)
"We were very pleased with our stay at Congress Plaza Hotel. Location was perfect for sightseeing. Many restaurant choices within walking distance. Our room had a beautiful view of Buckingham Fountain and Lake Michigan. Staff was friendly and helpful. Would definitely stay here again."

Reviewed on 18 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is £141 per night from 1 Jul to 2 Jul
£141
1 Jul - 2 Jul
includes taxes & fees
7.8/10 Good! (1,589 reviews)
"Beautiful room, clean, nice staff"

Reviewed on 18 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £136 per night from 28 Jun to 29 Jun
£136
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,688 reviews)
"Hotel main trash service pickup was directly below my room window and was extremely loud when unloading and loading rolloff dumpsters at 4am. No way to sleep through the noise. Shuttle service was very good to and from the airport. Toilet clogged after one use with no plunger available. Remodeling ..."

Reviewed on 17 Jun 2026

Hyatt Regency O'Hare Chicago
See all 4,617 properties in West Loop Gate
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.
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Frequently asked questions

How much does a West Loop Gate travel package cost?
We make it simple to see the world, with West Loop Gate packages starting from just £821. You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate escape, why not add some tours and experiences to your travel itinerary?
If I'm not able to travel, can I cancel my West Loop Gate travel package?
If your holiday plans in West Loop Gate have changed, it's comforting to know that it is possible to cancel your booking. If your booking was made less than 24 hours ago, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. For more details, check our Customer Service Portal.
How do I get a cheap travel package to West Loop Gate?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got everything you need. Choose a combination that best fits you and see your savings pile up. Of course, a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotel options around the globe, which lets you customize your West Loop Gate adventure.
Does Expedia offer Book Now, Pay Later West Loop Gate holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If making bite-sized repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip in multiple transactions.
  • Low deposit holidays: When you see an incredible deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in West Loop Gate?
A visit to West Loop Gate has to include Millennium Park and Wrigley Field. Reserve a room within walking distance for easy access to these famous tourist attractions.
What are the top hotels in West Loop Gate?
Make a reservation at Hyatt Regency Chicago. It's one of the area's most popular properties. Another well-known option in West Loop Gate is The Godfrey Hotel Chicago.
How far in advance should I book my West Loop Gate holiday?
To score cheap prices, book nice and early. Air carriers usually advertise flight tickets, along with some of the lowest fares, around a year prior to departure. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway to West Loop Gate, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia West Loop Gate travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your perfect West Loop Gate holiday. You can also add on activities and tours once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a West Loop Gate travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy exciting discounts. Hotels aren't your only option, however. Book with us and take your pick of oceanfront condos, creek-side mountain cabins and just about everything in between!
Can I choose my airline with a West Loop Gate Expedia travel package?
Yes — that's the beauty of an Expedia package. You get to decide. We have more than 550 airline partners throughout the world, so you have lots of choice when putting together your West Loop Gate trip.

Stay near popular West Loop Gate attractions

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.
See properties

* 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.