Chatham Holidays from £895

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 Chatham Holiday

Our Chatham holiday packages are a fast and practical way to organise and reserve your next adventure. Uncover the true character of this unique neighbourhood without the fuss of organising it all yourself. When it's time to sightsee, you'll find plenty of big-name attractions nearby including Abbott Park, Martin Luther King Drive and Bronzeville Childrens Museum. Visit one or all during your trip to Chatham. Stop dreaming and start doing. When you're ready to book your holiday to Chatham, Expedia will help get you there.

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£895
per person
14 Dec - 18 Dec
found 1 hour ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
We had a good experience, nothing to complain!

Reviewed on 5 Oct 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,363
per person
14 Dec - 18 Dec
found 1 hour ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
£1,086
per person
11 Nov - 15 Nov
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Room was dated and showed signs of hard wear; front desk staff unfriendly; door men never once open the door for us from the street; area around hotel dirty. Shay, the concierge was super nice though and the lobby was attractively decorated.

Reviewed on 4 Oct 2026

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

Downtown Chicago
£1,431
per person
28 Dec - 2 Jan
found 15 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back.

Reviewed on 24 Sept 2026

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Downtown Chicago
£1,167
per person
28 Dec - 2 Jan
found 15 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,643 reviews)
The property is old and rundown. The carpets look like they have not been cleaned in many months. The staff was great but clearly shortstaffed. It took several hours for us to check in after the 3 o’clock check-in time. The room was upgraded, but when we got there, it was rundown as well. I think it’s not the best choice if you’re gonna be staying in Chicago right now

Reviewed on 5 Oct 2026

Where to stay in Chatham

Find the best Chatham areas and neighborhoods for the activities you enjoy most. Learn more about Chatham
A busy city street with tall buildings, a bus, and cars.

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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

A wooden pavilion with a view of a city skyline and a body of water.

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 Chatham

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£105
3 Nov - 4 Nov
includes taxes & fees
8/10 Very good! (10,177 reviews)
"If you’re going to a bears game this place is amazing. About a 25 minute walk not horrible, bed was comfortable room was clean. Not haunted at all despite the rumors. Overall a great experience."

Reviewed on 5 Oct 2026

Congress Plaza Hotel
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£150
1 Nov - 2 Nov
includes taxes & fees
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£128
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (2,417 reviews)
"The staff was just blatantly unhelpful. The front desk was often unmanned and could not take requests whether it was for a checkout or to ask about how a food delivery had been misplaced. I’ve seen HolidayInns with better customer service."

Reviewed on 5 Oct 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,401 properties in Chatham
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 Chatham travel package cost?
Cross off another part of the world with our Chatham travel packages, which start from a low £895. Select the flights and hotels that match your travel plans. Then, add on one or two activities or tours for a one-of-a-kind escape.
If I'm not able to travel, can I cancel my Chatham travel package?
Yes you can, and we're here to help. You may be able to cancel and rebook your Chatham travel package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If your circumstances suddenly change, take a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Chatham?
Crafting your own Chatham travel package with Expedia is one of the best ways to save. We have access to more than 550 partner airlines and 1,000,000 hotels across the globe. With such a fantastic range to pick from, you'll have no difficulty pulling together your dream escape.
Does Expedia offer Book Now, Pay Later Chatham holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you want to pay off your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to grab an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape.
Where should I stay in Chatham?
Make sightseeing easy by staying close to Chatham's biggest attractions. Millennium Park and Wrigley Field are two visitor favourites.
What are the top hotels in Chatham?
If it's your first time in Chatham, make a reservation at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both offer friendly service and are top options with many savvy travellers.
How far in advance should I book my Chatham holiday?
While not all air carriers advertise tickets early, it's usually possible to start comparing international airfares on Expedia up to a year in advance. This is when you'll bag some incredible deals. If you've left everything to the last minute, you could still be in luck. Discounted prices occasionally become available a few weeks prior to departure.
What does an Expedia Chatham travel package include?
Hotels, flights and car rentals — we connect you to the very best bargains. All you'll have to do is select your preferred combination. Once you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it simple to craft an unforgettable Chatham escape.
What should I know before booking a Chatham travel package?
Bundling your bookings into a Chatham travel package is the most convenient way to organise your trip. Not only that, you'll save big just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Chatham Expedia travel package?
You can, and with over 550 airlines to pick from across the globe, you have loads of choice. Look through the available options and find out which airline fits your needs and budget.

Stay near popular Chatham attractions

Johnson Products

Find out about the history of Chicago with a stop at Johnson Products. Amble around the area's beaches or visit its shops.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
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
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.