Central Chicago Vacations from $587
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The Latest Central Chicago vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $910, price is now $587 per person
$587
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,258 reviews)
Everything was great for my stay. Only flaws was that the shower pressures were a bit low and water temperatures were not warm enough to my liking. And maybe fresh squeezed juices instead of the machine ones. Other wise it was good breakfast selection.
Reviewed on Jun 1, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,557, price is now $977 per person
$977
per person
Aug 4 - Aug 8
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was $941, price is now $603 per person
$603
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,607 reviews)
Great location, friendly staff
Reviewed on Jun 1, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,172, price is now $762 per person
$762
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Great experience and beautiful views
Reviewed on Jun 1, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,374, price is now $906 per person
$906
per person
Jul 10 - Jul 13
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!
Reviewed on May 28, 2026
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See all available trips from Columbus to Central Chicago
View all tripsWhere to stay in Central Chicago
Find the best Central Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Central Chicago
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
Discover the most popular places to visit in Central Chicago
Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Michigan Avenue
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.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
What to do in Central Chicago
Skydeck - Willis Tower Admission
$44
per adult
96% of travellers recommend
Central Chicago Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $173 total per night from Jun 29 to Jun 30
$173 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (10,152 reviews)
"The location is very good. The room is clean and quiet although the whole building is old. We did not have chance to use the air conditioner because the temperature is not high. It seems there is no heater in this room, so it was a bit cold in midnight."
Reviewed on Jun 2, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $183 total per night from Jun 28 to Jun 29
$183 total
Jun 28 - Jun 29
Total with taxes and fees
7.8/10 Good! (1,506 reviews)
"They cancelled my reservation without notifying Expedia or me and I had to find a new place to stay. They are the worst hotel ever. Do not stay here. Do not trust them. They even admitted that the reason they did it is because my rate that I booked at was too low."
Reviewed on Jun 2, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $242 total per night from Jun 30 to Jul 1
$242 total
Jun 30 - Jul 1
Total with taxes and fees
9.4/10 Exceptional! (4,317 reviews)
"Good breakfast"
Reviewed on Jun 2, 2026
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.
Find the Best Central Chicago Vacation Packages
Central Chicago Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
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- Chicago Vacations
- Visit Downtown Chicago
- Navy Pier
- Chicago Riverwalk
- Chicago Theatre
- Wrigley Building
- Tribune Tower
- Michigan Avenue Bridge
- Marina City
- Visit Chicago
- Shops at North Bridge
- Museum of Broadcast Communications
- Michigan Avenue
- American Medical Association Headquarters
- Carbide and Carbon Building
- House of Blues Chicago
- Ronald McDonald House near Lurie Children’s
- Downtown Chicago Vacations
- Where to stay in Chicago
- Daley Plaza
- Millennium Park
- Chinese Consulate
- Driehaus Museum
- Aon Center
- Magnificent Mile Vacations
- Water Tower Place
- Ohio Street Beach
- Streeterville Vacations
- Goodman Theater
- St. James Cathedral
- Marshall Field Building
- Chicago Water Tower
- Chicago Cultural Center
- Noble Fool Theater
- 875 North Michigan Avenue
- Chicago Place Mall
- The Loop Vacations
- Northwestern Memorial Hospital
- Holy Name Cathedral
- Cloud Gate
- Visit The Loop
- Harris Theater
- Picasso Statue
- Willis Tower
- Art Institute of Chicago
- Richard J. Daley Center
- Richard Norton Gallery
- Chase Tower
- Milton Lee Olive Park
- Cadillac Palace Theatre
- Merchandise Mart
- Chicago City Hall
- Miró's Chicago
- Ann and Robert H. Lurie Children's Hospital
- Chicago Temple
- Prentice Women's Hospital
- State Street
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
