Search Deals onItasca Vacation Packages
Itasca Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $759, price is now $521 per person
$521
per person
Oct 22 - Oct 25
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, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
We were quite happy with our stay at the Sable at Navy Pier. Property is very clean. Front desk staff were friendly and helpful answering questions about the area. Many food choices along the Pier within walking distance. View from our room on the south side was great.
Reviewed on Aug 2, 2026
Four Seasons Hotel Chicago
Price was $4,690, price is now $2,726 per person
$2,726
per person
Sep 13 - Sep 19
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.
I’m from Chicago and I think. It’s the best hotel in the city
Reviewed on Aug 2, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $1,067, price is now $672 per person
$672
per person
Oct 6 - Oct 9
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.
Level Chicago - River North
Save 100% on your flight
Price was $840, price is now $535 per person
$535
per person
Sep 10 - Sep 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. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities
Reviewed on Jul 30, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $2,240, price is now $1,468 per person
$1,468
per person
Sep 16 - Sep 20
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.
Great location, Staff very helpful. Breakfast was great!
Reviewed on Aug 2, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,407, price is now $932 per person
$932
per person
Sep 16 - Sep 20
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.
Pendry Chicago
Save 100% on your flight
Price was $1,239, price is now $828 per person
$828
per person
Oct 6 - Oct 9
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 rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Overall, it was really really nice
Reviewed on Aug 1, 2026
LondonHouse Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,684, price is now $1,161 per person
$1,161
per person
Sep 2 - Sep 8
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 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
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, Sep 5 - Sun, Sep 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$171 Roundtrip, found 4 hours ago
$171
Roundtrip
found 4 hours ago
Thu, Aug 27 - Sat, Sep 5
LAX
Los Angeles Intl.
MDW
Midway Intl.
$233 Roundtrip, found 10 hours ago
$233
Roundtrip
found 10 hours ago
Wed, Sep 2 - Tue, Sep 8
LAX
Los Angeles Intl.
RFD
Greater Rockford
$250 Roundtrip, found 2 days ago
$250
Roundtrip
found 2 days ago
Tue, Sep 1 - Fri, Sep 18
PEK
Capital Intl.
ORD
O'Hare Intl.
$1,131 Roundtrip, found 4 hours ago
$1,131
Roundtrip
found 4 hours ago
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