Search Deals onItasca Vacation Packages
Itasca Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Chicago Lake Shore Hotel
Save 100% on your flight
Price was $617, price is now $384 per person
$384
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.
Great location. Very clean-looks refurbished. The staff is amazing-very helpful & they try to help you have a good experience!
Reviewed on Sep 15, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,029, price is now $586 per person
$586
per person
Nov 26 - Dec 1
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.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
Save 100% on your flight
Price was $1,088, price is now $630 per person
$630
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Route 66 Raceway and Harrah's Casino are located nearby.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $662, price is now $408 per person
$408
per person
Nov 18 - Nov 21
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.
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Reviewed on Sep 17, 2026
Swissotel - Chicago
Save 100% on your flight
Price was $984, price is now $630 per person
$630
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Overall great place to stay; the only odd thing was housekeeping knocked on our door at 9:15 at night which we weren't expecting. Otherwise it was quiet, comfortable and a great location to get to everything.
Reviewed on Sep 17, 2026
Stay One Chicago
Save 100% on your flight
Price was $1,676, price is now $1,083 per person
$1,083
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, private pools, and 3 restaurants. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Save 100% on your flight
Price was $1,150, price is now $745 per person
$745
per person
Oct 23 - Oct 26
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.
This place was 10/10. The room was extremely clean. Had everything you needed. Even a washer and dryer. The staff were very helpful and friendly. They have a cute children’s area. The amenities floor was amazing and comfortable. Great area to walk to dinning and shopping and the oak st beach. We are walkers so while nothing was right around the corner we could walk to many sights like the river walk, the bean, chicago 360, all the stores.
Reviewed on Sep 17, 2026
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,461, price is now $947 per person
$947
per person
Nov 5 - Nov 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 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.
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, Oct 10 - Sat, Oct 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$166 Roundtrip, just found
$166
Roundtrip
just found
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$215 Roundtrip, found 3 hours ago
$215
Roundtrip
found 3 hours ago
Thu, Oct 1 - Tue, Oct 6
LAX
Los Angeles Intl.
MDW
Midway Intl.
$290 Roundtrip, found 2 days ago
$290
Roundtrip
found 2 days ago
Fri, Nov 13 - Fri, Nov 27
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,072 Roundtrip, just found
$1,072
Roundtrip
just found
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