Search Deals onItasca Vacation Packages
Itasca Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
Price was $518, price is now $345 per person
$345
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Nice property overall
Room was very nice
Location excellent
Reviewed on Oct 19, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $773, price is now $462 per person
$462
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Good locations
Reviewed on Oct 20, 2026
Four Seasons Hotel Chicago
Save 100% on your flight
Price was $1,451, price is now $885 per person
$885
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sheraton Grand Chicago Riverwalk
Save 100% on your flight
Price was $626, price is now $385 per person
$385
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
It took 55 minutes to check in and then when I was taking a shower, the showerhead fell off and the water pressure almost knocked me down, and you had to wiggle the toilet to get us to stop
Reviewed on Oct 19, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,347, price is now $842 per person
$842
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Super clean, the waitstaff is amazing. The breakfast buffet is unreal.
Reviewed on Oct 20, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $754, price is now $483 per person
$483
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,941, price is now $1,276 per person
$1,276
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Emily Hotel
Save 100% on your flight
Price was $607, price is now $422 per person
$422
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
We found the Emily to be wonderful! Great part of town, near great bars & restaurant.
Everyone was kind, pleasant, & helpful.
Our room was immaculate & the bed was, well, very comfortable! 😜😜
Reviewed on Oct 19, 2026
Itasca Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Itasca Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Nov 21 - Thu, Nov 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$146 Roundtrip, found 4 hours ago
$146
Roundtrip
found 4 hours ago
Thu, Nov 26 - Wed, Dec 9
LAX
Los Angeles Intl.
MDW
Midway Intl.
$204 Roundtrip, just found
$204
Roundtrip
just found
Wed, Nov 25 - Wed, Dec 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$235 Roundtrip, found 4 hours ago
$235
Roundtrip
found 4 hours ago
Tue, Nov 10 - Mon, Nov 30
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,147 Roundtrip, found 2 hours ago
$1,147
Roundtrip
found 2 hours ago
Discover Other Travel Deals
- Wrigley Field Vacations
- United Center Vacations
- Lake Michigan Vacations
- Donald E. Stephens Convention Center Vacations
- Northwestern University Vacations
- Woodfield Mall Vacations
- Allstate Arena Vacations
- Loyola University Chicago Vacations
- Schaumburg Convention Center Vacations
- Oakbrook Center Mall Vacations
- Rosemont Theatre Vacations
- Lincoln Park Zoo Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
