Search Deals onHighland Vacation Packages
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Highland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Regal Inn - Chicago O'Hare Airport
per person
Apr 18 - Apr 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly motel in Franklin Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Triton College Botanical Garden and Edge Ice Arena are located nearby.
Gurnee Motel
per person
Apr 10 - Apr 13
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Gurnee. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags Great America and The People's Choice Family Fun Center are located nearby.
Fairmont Chicago at Millennium Park
Save 100% on your flight
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Michigan Avenue are located nearby.
La Banque Hotel
Save 100% on your flight
per person
Mar 14 - Mar 19
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Red Carpet Inn Great Lakes
per person
Mar 16 - Mar 18
found 8 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this hotel in North Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags Great America and Asylum Skate Park are located nearby.
Pendry Chicago
Save 100% on your flight
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Millennium Park and Michigan Avenue are located nearby.
Chicago Getaway Hostel
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this hostel in Chicago. Enjoy parking (surcharge), a 24-hour front desk, and a business center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Highland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Highland 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.
Wed, Feb 5 - Thu, Feb 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 7 hours ago
$97
Roundtrip
found 7 hours ago
Sun, Feb 2 - Mon, Feb 10
LAX
Los Angeles Intl.
MDW
Midway Intl.
$140 Roundtrip, found 3 days ago
$140
Roundtrip
found 3 days ago
Thu, Mar 20 - Tue, Apr 1
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$502 Roundtrip, found 20 hours ago
$502
Roundtrip
found 20 hours ago
Tue, Feb 25 - Sun, Mar 2
PVG
Pudong Intl.
ORD
O'Hare Intl.
$935 Roundtrip, found 13 hours ago
$935
Roundtrip
found 13 hours ago
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