Chatham Holidays from £1,284

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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.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was £1,668, price is now £1,284 per person
£1,284
per person
18 May - 25 May
found 8 hours ago
Return flight included
London (LON) to Chicago (ORD)
7.6/10 Good! (758 reviews)
Nice dinning spot, great service

Reviewed on 30 Mar 2026

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Price was £1,988, price is now £1,533 per person
£1,533
per person
28 Jun - 5 Jul
found 1 hour ago
Return flight included
London (LHR) to Chicago (ORD)
7/10 Good! (980 reviews)
“Shoe box” is the first thing word that comes to mind when asked about this property. Staff was ok. The place was super tiny. I probably won’t go back

Reviewed on 10 Apr 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,100, price is now £2,408 per person
£2,408
per person
5 Jun - 12 Jun
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!

Reviewed on 7 Apr 2026

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Price was £2,136, price is now £1,680 per person
£1,680
per person
28 Jun - 5 Jul
found 1 hour ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
The hotel and service were emaculate

Reviewed on 11 Apr 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,760, price is now £1,397 per person
£1,397
per person
28 May - 31 May
found 13 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Clean nice view enjoyed my stay

Reviewed on 10 Apr 2026

Where to stay in Chatham

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

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 £108 per night from 26 Apr to 27 Apr
£108
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,110 reviews)
The front doors need fixed. But otherwise, nice clean hotel, the beds were comfy, the room was clean.

Reviewed on 12 Apr 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 26 Apr to 27 Apr
£104
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,116 reviews)
Very convenient. Close to practically everything.

Reviewed on 12 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £121 per night from 26 Apr to 27 Apr
£121
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (5,846 reviews)
Ok

Reviewed on 12 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,519 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 £1,284. 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.

Popular places to visit

Wrigley Field

Wrigley Field

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

Wrigley Field
Navy Pier

Navy Pier

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

Navy Pier
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

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

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
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
Flyover in Chicago

Flyover in Chicago

£29
per adult
98% of travellers recommend
Flyover in Chicago
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.