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Countryside Vacation Packages

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Countryside Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
Price was $340, price is now $232 per person
$232
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Stay at this hotel in Willowbrook. 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 Willowbrook Community Park and Burr Ridge Village Center are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,315, price is now $770 per person
$770
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip flight included
Carlsbad (CLD) 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.
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $725, price is now $455 per person
$455
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Book a stay at this 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.
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $646, price is now $441 per person
$441
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Book a stay at this business-friendly 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 Chicago Riverwalk are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,477, price is now $1,701 per person
$1,701
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Honolulu (HNL) 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.
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
Price was $1,104, price is now $777 per person
$777
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Yorktown Shopping Center and Mayslake Peabody Mansion are located nearby.
Aloft Bolingbrook

Aloft Bolingbrook

3 out of 5
Save 100% on your flight
Price was $539, price is now $384 per person
$384
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Book a stay at this business-friendly hotel in Bolingbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Promenade Bolingbrook and Rocket Ice Arena are located nearby.
Des Plaines Motel By OYO O'Hare Airport Chicago

Des Plaines Motel By OYO O'Hare Airport Chicago

2 out of 5
Price was $362, price is now $259 per person
$259
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Stay at this hotel in Des Plaines. Enjoy free WiFi, free parking, and room service. Popular attractions Allstate Arena and Lake Park are located nearby.

Countryside Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
Price was $340, price is now $232 per person
$232
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $725, price is now $455 per person
$455
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $646, price is now $441 per person
$441
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $966, price is now $671 per person
$671
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Carlsbad (CLD) to Chicago (ORD)

Countryside Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,407, price is now $915 per person
$915
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,566, price is now $1,392 per person
$1,392
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,929, price is now $1,261 per person
$1,261
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,247, price is now $1,474 per person
$1,474
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Honolulu (HNL) to Chicago (ORD)

Top Flight Deals

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

Frontier Airlines
Wed, Apr 22 - Tue, May 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to O'Hare Intl., returning Tue, May 5, priced at $99 found 1 day ago
Frontier Airlines
Fri, Apr 10 - Fri, Apr 17
LAX
Los Angeles Intl.
MDW
Midway Intl.
$193 Roundtrip, found 13 hours ago
$193
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Fri, Apr 10 from Los Angeles Intl. to Midway Intl., returning Fri, Apr 17, priced at $193 found 13 hours ago
American Airlines
Tue, Mar 17 - Wed, Mar 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$242 Roundtrip, found 5 days ago
$242
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Mar 17 from Los Angeles Intl. to Greater Rockford, returning Wed, Mar 25, priced at $242 found 5 days ago
Qatar Airways
Tue, Mar 3 - Tue, Mar 17
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,064 Roundtrip, found 1 day ago
$1,064
Roundtrip
found 1 day ago
Select Qatar Airways flight, departing Tue, Mar 3 from Pudong Intl. to O'Hare Intl., returning Tue, Mar 17, priced at $1,064 found 1 day ago