Central Chicago Vacations from $443
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The Latest Central Chicago vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $658, price is now $443 per person
$443
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,797 reviews)
We had a wonderful stay! The hotel was very clean, and the staff who checked us in and out were incredibly kind and welcoming. The location was perfect—we were able to walk everywhere we wanted to go, which made our trip so convenient. I would definitely stay here again!
Reviewed on Jul 2, 2026
Lodge Geneva National
Save 100% on your flight
Price was $1,083, price is now $696 per person
$696
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,375 reviews)
The Lodge is still under renovations. Our room was missing things like a headboard and bedside tables. The water pressure was weak. The amenities were nice for a family stay. It might be great once it’s all done. I wish we knew before booking.
Reviewed on Jun 27, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,035, price is now $670 per person
$670
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
The hotel is perfectly located near major tourist attractions, restaurants, and shops—all within easy walking distance. The rooms are clean, spacious, and equipped with all the essential amenities. The only downside is the lack of on-site parking; guests must park across the street for $55 per day.
Reviewed on Jul 2, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,461, price is now $1,616 per person
$1,616
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
This was our first stay at a Four Seasons — if there was 6 stars for the staff, I'd give it. Upon arrival, we were running late and trying to make an event. The Bellman immediately said he'd arrange transportation for us after we quickly went to the restrooms. We come back down to discover that he was going to drive us in the hotel's car —amazing service! And that's how the entire stay went. Amazing service, clean everything, amenities beyond expectations — it was a splurge, but a well worth one and we'll be back again!
Reviewed on Jul 2, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,193, price is now $788 per person
$788
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
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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.
What to do in Central Chicago
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Central Chicago Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $144 total per night from Jul 6 to Jul 7
$144 total
Jul 6 - Jul 7
Total with taxes and fees
8/10 Very Good! (10,139 reviews)
"Very cool old hotel in a great location. Well-restored and comfortable. Bell captains were very helpful with suggestions for local attractions and cabs."
Reviewed on Jul 2, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $215 total per night from Jul 5 to Jul 6
$215 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (1,834 reviews)
"We enjoyed a mini vacation to our favorite hotel in Chicago. This is our fourth time staying with the Omni and they never disappoint. Easy walk to the Red Line to head to a Cubs game. Steps away from shopping, bars, and restaurants. Thanks for another amazing stay."
Reviewed on Jul 2, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $218 total per night from Jul 5 to Jul 6
$218 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (4,481 reviews)
"My refrigerator didn't work at all I reported it to the front desk no one came and fix it I wasted two expensive dinners I had purchased"
Reviewed on Jul 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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- Picasso Statue
- Depaul University-Loop Campus
- North Avenue Beach
- Crown Fountain
- 311 S Wacker Dr
- Tribune Tower
- Symphony Center
- University of Illinois Chicago
- Dave & Buster's
- Bridgehouse and Chicago River Museum
- Millennium Park
- River North Vacations
- Roosevelt University
- Lincoln Park Zoo
- Montrose Beach
- Museum of Contemporary Art Chicago
- Chicago Children's Museum
- Lincoln Park Conservatory
- House of Blues Chicago
- Marshall Field Building
- Harold Washington Library Center
- State Street
- Goodman Theater
- Cibc Theatre
- Unity Temple
- Haskell Building
- Daley Plaza
- Milton Lee Olive Park
- Chicago Cultural Center
- Prentice Women's Hospital
- Robie House
- Monadnock Building
- Northwestern Memorial Hospital
- Cadillac Palace Theatre
- Maggie Daley Park
- Marquette Building
- Shops at North Bridge
- Bally's Casino Chicago
- Michigan Avenue Bridge
- The Salt Shed
- 333 West Wacker Drive
- Downtown Chicago Vacations
- St. James Cathedral
- Magnificent Mile Vacations
- Amazing Chicago's Funhouse Maze
- Northwestern Pritzker School of Law
- Aon Center
- Lake Point Tower
- 875 North Michigan Avenue
- Rookery
- Chicago Museum Campus Vacations
- Fisher Building
- Richard J. Daley Center
- Streeterville Vacations
- Ann and Robert H. Lurie Children's Hospital
- The Loop Vacations
- Chicago History Museum
- Ohio Street Beach
- Auditorium Building and Theatre
- Wrigley Field
- Cooking & Hospitality Institute of Chicago
- Ronald McDonald House near Lurie Children’s
- Grant Park
- 900 North Michigan Shops
- Chicago Vacations
- Holy Name Cathedral
- Chicago Board of Trade Building
- Fourth Presbyterian Church
- Art Institute of Chicago
- Carbide and Carbon Building
- Water Tower Place
- Sullivan Center
- Chicago Water Tower
- The East Bank Club
- Michigan Avenue
- Chicago Place Mall
- Theatre District Vacations
- Chicago City Hall
- Chicago Architecture Foundation
- Buckingham Fountain
- Chicago Loop Synagogue
- Cna Center
- Cloud Gate
- Chicago Symphony Orchestra
- Chicago Temple
- Chinese Consulate
- Oak Street Beach
- Civic Opera House
- Driehaus Museum
- Willis Tower
- Navy Pier
- International Museum of Surgical Science
- Merchandise Mart
- Richard Norton Gallery
- Wrigley Building
- Marina City
- Skydeck Ledge
- 360 CHICAGO
- Chase Tower
- Chicago Riverwalk
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
