Chatham Vacations from $491

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Your Chatham Vacation

Book a Chatham vacation package and experience the way of life and vibe of this captivating neighborhood. With all your travel plans taken care of, the only thing you need to concentrate on here is having an absolute ball. Your trip to Chatham wouldn't be complete without a visit to major attractions nearby such as Abbott Park, A. Philip Randolph Pullman Porter Museum and Bronzeville Childrens Museum. No matter what your dream Chatham vacation looks like, you can turn it into reality with Expedia.

The Latest Chatham Vacation Packages

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

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,274 reviews)
There was an issue with my room and the manager quickly rectified the situation. Swissotel is top notch for customer service!

Reviewed on Jul 5, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on Jun 13, 2025

Lodge Geneva National

Lodge Geneva National

4 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 28
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,197 reviews)
We’ve stayed here many times. Nice outdoor pool and food options. Staff is always great.

Reviewed on Jul 4, 2025

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,755 reviews)
beautiful hotel, friendly and helpful staff.

Reviewed on Jul 2, 2025

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Save 100% on your flight
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
6.8/10 (810 reviews)
First check in attendant not friendly

Reviewed on Jul 5, 2025

Where to stay in Chatham

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

Chatham Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $168 total per night from Aug 5 to Aug 6
$168 total
Aug 5 - Aug 6
Total includes taxes and fees
7.8/10 Good! (8,952 reviews)
"The location is amazing. Every staff member i had an encounter with was very kind and courteous. The elevators are amazing for an older hotel. So fast and efficient. This was our second stay there. When we go back to Chicago I plan on staying here."

Reviewed on Jul 3, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
$260 nightly
The price is $300 total per night from Jul 7 to Jul 8
$300 total
Jul 7 - Jul 8
Total includes taxes and fees
9/10 Wonderful! (1,968 reviews)
"It was our first time in staying in Chicago and we couldnt have picked a better resort!!"

Reviewed on Jul 3, 2025

InterContinental Chicago Magnificent Mile by IHG
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
$159 nightly
The price is $186 total per night from Jul 10 to Jul 11
$186 total
Jul 10 - Jul 11
Total includes taxes and fees
8.8/10 Excellent! (2,368 reviews)
"I would stay at this hotel again 100%"

Reviewed on Jul 3, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,278 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Chatham

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy 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

River tour boat in Chicago

Architecture River Tour

$49
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$45
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

$45
per adult
92% of travellers recommend
Chicago By Night River & 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.