Search Deals onOrland Park Vacation Packages
Orland Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $533, price is now $334 per person
$334
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Great location
Reviewed on Sep 8, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,028, price is now $549 per person
$549
per person
Oct 29 - Nov 1
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.
The property was nice with fairly convenient parking, only about a 5 min walk from the nearest in/out garage. If I had to nitpick, I’d say the only thing I’d add is a fan (or two) to the gym room. When using the treadmills you end up sweating as if you were in a sauna!
Reviewed on Sep 8, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $804, price is now $471 per person
$471
per person
Nov 11 - Nov 14
found 22 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Location and facility was very nice
Reviewed on Sep 7, 2026
Renaissance Chicago Downtown Hotel
Save 100% on your flight
Price was $797, price is now $497 per person
$497
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Great
Reviewed on Sep 8, 2026
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $972, price is now $616 per person
$616
per person
Nov 13 - Nov 15
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.
Swissotel - Chicago
Save 100% on your flight
Price was $1,005, price is now $660 per person
$660
per person
Oct 14 - Oct 17
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.
Beautiful hotel, amazing staff.
Reviewed on Sep 8, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $733, price is now $483 per person
$483
per person
Oct 29 - Nov 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.
The pool & jacuzzi was perfect, this hotel is beautiful
Reviewed on Sep 7, 2026
The Wade
Save 100% on your flight
Price was $607, price is now $411 per person
$411
per person
Oct 29 - Nov 1
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 room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Amazing great view walking distance to navy pier
Reviewed on Sep 8, 2026
Orland Park Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Orland Park 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 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$167 Roundtrip, just found
$167
Roundtrip
just found
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$178 Roundtrip, just found
$178
Roundtrip
just found
Mon, Sep 28 - Tue, Oct 6
LAX
Los Angeles Intl.
MDW
Midway Intl.
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
Fri, Nov 13 - Mon, Nov 30
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,068 Roundtrip, found 7 hours ago
$1,068
Roundtrip
found 7 hours ago
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