Clearing Holidays from £728

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Your Clearing Holiday

Your next big journey is calling your name with a holiday package to Clearing. Entertainment, relaxation and nonstop great times — you're sure to find it in this neighbourhood. Your trip to Clearing wouldn't be complete without a visit to big-name attractions nearby such as SeatGeek Stadium, Morton College and Hawthorne Works Museum. Whatever your dream Clearing holiday looks like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
5 Oct - 8 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,031 reviews)
The stay so far has been great, but we attempted to order in room dining which, according to the menu, is available until 5AM, but were advised by the front desk staff that we would not be able to order food for at least 40 minutes while the kitchen was “cleaned”. No other solutions were provided and we were very disappointed in this interaction.

Reviewed on 30 Jul 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
21 Sept - 25 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on 26 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
5 Oct - 8 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
Very friendly staff, hotel needs renovation. Pool dated some stones missing by pool & ceiling needs painting.

Reviewed on 4 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
5 Oct - 8 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on 22 Jul 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
21 Sept - 25 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on 27 Jul 2025

Where to stay in Clearing

Find the best Clearing areas and neighborhoods for the activities you enjoy most. Learn more about Clearing
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 Clearing

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 £118 per night from 5 Aug to 6 Aug
£118
5 Aug - 6 Aug
includes taxes & fees
7.8/10 Good! (8,938 reviews)
"Very convenient location. Easy check-in, even with a very crowded lobby. Polite staff."

Reviewed on 1 Aug 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £172 per night from 21 Aug to 22 Aug
£172
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,820 reviews)
"Beautiful gilded age feel. Long wait for elevators is my only complaint"

Reviewed on 3 Aug 2025

Palmer House a Hilton Hotel
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 £129 per night from 24 Aug to 25 Aug
£129
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,330 reviews)
"Nice location"

Reviewed on 1 Aug 2025

Crowne Plaza Chicago West Loop by IHG
See all 5,000 properties in Clearing
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

Why should I book my Clearing holiday with Expedia?
Expedia has you covered for every detail of your Clearing getaway. You'll always get the best prices, but when you bundle your hotel, flights and/or car hire into a holiday package, you'll score even bigger savings. Looking to really make the most of your break? Add some fun activities and tours to your customised package. Expedia offers flexible cancellation policies on most bookings, so you won't need to worry if you have to change your plans. Head over to our Customer Service Portal link to find out more.
What are the top hotels for my holiday in Clearing?
Chicago Marriott Midway is one of the most popular properties to stay in for those wanting easy access to Clearing. Lock in a room here and you'll be able to sleep soundly knowing you're in good hands.
How do I get a cheap holiday to Clearing?
Bundle your bookings with Expedia to save on your next big adventure. With more than 400 air carriers and 321,000 hotel options around the globe, your Clearing holiday can be customised exactly to suit your travel style. With all those extra pounds, why not add a few exciting activities and tours? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in Clearing is much closer than you thought! Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Clearing holiday?
There's an almost endless list of things to keep you busy during your holiday in Clearing. Marquette Park, St. Bernard Hospital, Balzekas Museum of Lithuanian Culture and S.S. Peter and Paul Church are a few of this city's top attractions.
Do I need a visa for my Clearing holiday?
Research the latest information on official government websites. Your nationality and whether you're visiting for work or pleasure will determine if you'll need a visa for Clearing. Familiarise yourself with the application process, including any required documentation, fees and turnaround times. Submit your application well in advance to allow sufficient time for processing. Some visas may take weeks or even months to go through, depending on the country and time of year.
What should I wear on my Clearing holiday?
Though everyone's personal style is different, it can help to have a few guidelines for what type of clothes to bring during your holiday in Clearing. Think about looking up social media before you leave for inspiration on fashion trends or dress codes.
What does an Expedia Clearing holiday include?
Expedia has everything you need to plan your Clearing trip, but how your package is structured is up to you. Choose from any combination of hotels, hire cars and flights. In search of some activities or tours to keep you entertained? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a deal to match your needs. Expedia features all types of properties, with the most popular in Clearing being private holiday homes and apartments. Whatever kind of retreat you prefer, Expedia gives you the flexibility and freedom to customise your holiday.
Does Expedia offer Book Now, Pay Later Clearing holidays?
We sure do. Expedia has joined forces 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 the stress out of budgeting for your next trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that suit all types of budgets, so you can have that well-deserved holiday sooner.
  • No-deposit holidays: When you see an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.

Can I choose my airline with a Clearing Expedia holiday?
Yes, you're in control. We offer more than 400 partner airlines throughout the world, so you can customise your Clearing escape according to your style and budget.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

£22
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

£33
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.