Central Chicago Vacations from $228
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The Latest Central Chicago vacation packages
Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Save 100% on your flight
Price was $372, price is now $228 per person
$228
per person
May 20 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,002 reviews)
Hotel was nice, good food choices and parking was great, easily accessible. I expected a bit more for such a well known hotel.
Reviewed on Apr 13, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $960, price is now $584 per person
$584
per person
May 19 - May 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
A beautiful and comfortable hotel. Staff is professional and friendly.
Breakfast buffet has endless choices.
Reviewed on Apr 18, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $904, price is now $559 per person
$559
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
It’s a bit loud on the weekend. There is no daily housekeeping but great space and great location.
Reviewed on Apr 17, 2026
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $747, price is now $474 per person
$474
per person
May 19 - May 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,406 reviews)
Great location! Excellent customer service!!
Reviewed on Apr 18, 2026
Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was $674, price is now $433 per person
$433
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,276 reviews)
The room was spotless and the concierge service was excellent.
Reviewed on Apr 17, 2026
Don't see what you're looking for?
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
4.5/5(4,925 reviews)
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Michigan Avenue
4.5/5(336 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.
Millennium Park
4.5/5(7,309 reviews)
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
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Central Chicago Hotel Deals
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $140 total per night from Apr 26 to Apr 27
$140 total
Apr 26 - Apr 27
Total with taxes and fees
9/10 Wonderful! (4,153 reviews)
When I looked around the hotels near this one were several times more expensive…ie, The Four Seasons is very close by. While we know that’s a huge upgrade, the Hilton was clean, friendly and in a great location. We came back to sleep! The rooms are dated, but ours separated the king sized “bedroom” ...
Reviewed on Apr 18, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Apr 26 to Apr 27
$163 total
Apr 26 - Apr 27
Total with taxes and fees
8.6/10 Excellent! (5,859 reviews)
Clean and easy check in.
Reviewed on Apr 17, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $137 total per night from Apr 26 to Apr 27
$137 total
Apr 26 - Apr 27
Total with taxes and fees
8/10 Very Good! (10,141 reviews)
great location, helpful staff, room was clean and modern
Reviewed on Apr 18, 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.
