Central Chicago Vacation Packages

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Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Downtown Chicago
9.4/10 Exceptional! (2,790 reviews)

Feb 20 - Feb 23

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $410, price is now $243 per person
$243
per person
found 1 day ago
Enjoyed our stay in Chicago...coldest weekend ever, but the accommodations were tip-top. Room was clean and well appointed. Staff was incredibly attentive and responsive. The breakfast buffet was very good and a great value for this well located hotel.

Reviewed on Dec 15, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Downtown Chicago
9/10 Wonderful! (380 reviews)

Feb 19 - Feb 23

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $605, price is now $336 per person
$336
per person
found 1 day ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Downtown Chicago
9.4/10 Exceptional! (1,773 reviews)

Feb 20 - Feb 22

2 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $707, price is now $439 per person
$439
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

Downtown Chicago
9.2/10 Wonderful! (1,862 reviews)

Feb 12 - Feb 16

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $515, price is now $335 per person
$335
per person
found 1 day ago
Super convinient and great location.

Reviewed on Oct 25, 2025

Virgin Hotels Chicago
4.5-star property

Virgin Hotels Chicago

Downtown Chicago
9.2/10 Wonderful! (1,404 reviews)

Feb 19 - Feb 23

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $550, price is now $363 per person
$363
per person
found 1 day ago
Absolutely loved this property. Super convenient, the metro and train stations a very short walk away. Right by the bean and river north. Cafe and commons club were fantastic, service was great by all staff.

Reviewed on Apr 6, 2025

Top rated hotels for your Central Chicago vacation package

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.27 mi from city center
$89 nightly
The price is $105 total per night
$105 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Hilton Chicago/Magnificent Mile Suites enjoy a gym, free WiFi in public areas, and conference space. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a business center, express check-out, and a porter/bellhop.
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.06 mi from city center
$127 nightly
The price is $149 total per night
$149 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Silversmith Hotel Chicago Downtown enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 79 per night. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include conference space, a 24-hour business center, and a computer station.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.07 mi from city center
$152 nightly
The price is $174 total per night
$174 total
Dec 26 - Dec 27
Total with taxes and fees
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Parking is available for USD 57 per night (USD 85 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and access to locker space. Other amenities at this luxury hotel include a conference center, a business center, and express check-in.
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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.
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