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Orland Park Vacation Packages

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Orland Park Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $312, price is now $175 per person
$175
per person
Jan 22 - Jan 25
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Price was $637, price is now $310 per person
$310
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star hotel in Lake Geneva. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Geneva National Golf Club and Lake Como are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $493, price is now $263 per person
$263
per person
Jan 23 - Jan 26
just found
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
Sand Hill On The Lake

Sand Hill On The Lake

2 out of 5
Save 100% on your flight
Price was $763, price is now $419 per person
$419
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Lake Geneva. Enjoy free WiFi, free parking, and a private beach. Popular attractions Geneva National Golf Club and Lake Como are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $670, price is now $389 per person
$389
per person
Feb 13 - Feb 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.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Save 100% on your flight
Price was $874, price is now $513 per person
$513
per person
Feb 12 - Feb 15
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star 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.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $298, price is now $178 per person
$178
per person
Feb 13 - Feb 15
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, 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.
Art Villa

Art Villa

5 out of 5
Save 100% on your flight
Price was $1,312, price is now $806 per person
$806
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Book a stay at this luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.

Orland Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $308, price is now $149 per person
$149
per person
Jan 22 - Jan 25
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,139, price is now $473 per person
$473
per person
Dec 27 - Dec 31
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Price was $637, price is now $310 per person
$310
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $384, price is now $196 per person
$196
per person
Jan 23 - Jan 26
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Orland Park Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $609, price is now $336 per person
$336
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,063, price is now $572 per person
$572
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $2,032, price is now $1,097 per person
$1,097
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $876, price is now $492 per person
$492
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Dec 8 - Thu, Dec 11
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$93 Roundtrip, found 20 hours ago
$93
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Los Angeles Intl. to O'Hare Intl., returning Thu, Dec 11, priced at $93 found 20 hours ago
Frontier Airlines
Fri, Dec 5 - Mon, Dec 8
LAX
Los Angeles Intl.
MDW
Midway Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Dec 5 from Los Angeles Intl. to Midway Intl., returning Mon, Dec 8, priced at $147 found 6 days ago
American Airlines
Fri, Jan 9 - Sun, Jan 11
LAX
Los Angeles Intl.
RFD
Greater Rockford
$342 Roundtrip, found 3 hours ago
$342
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Jan 9 from Los Angeles Intl. to Greater Rockford, returning Sun, Jan 11, priced at $342 found 3 hours ago
TAP Portugal
Wed, Dec 3 - Wed, Dec 10
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$569 Roundtrip, found 1 day ago
$569
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Wed, Dec 3 from Fiumicino - Leonardo da Vinci Intl. to O'Hare Intl., returning Wed, Dec 10, priced at $569 found 1 day ago