Search Deals onCountryside Vacation Packages
Countryside 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 $622, price is now $389 per person
$389
per person
Nov 26 - Dec 1
found 7 hours 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.
The stairs were steep and are difficult for seniors. The air conditioning was really cool.
Reviewed on Sep 19, 2026
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $777, price is now $484 per person
$484
per person
Oct 22 - Oct 25
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.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $864, price is now $544 per person
$544
per person
Dec 3 - Dec 7
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.
Only the wall outlet near the beds didn't work ...just that...everything was great !! Excelent hotel
Reviewed on Sep 21, 2026
The Talbott, Autograph Collection
Save 100% on your flight
Price was $634, price is now $404 per person
$404
per person
Dec 10 - Dec 13
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 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.
Renaissance Chicago Downtown Hotel
Save 100% on your flight
Price was $1,542, price is now $985 per person
$985
per person
Oct 22 - Oct 25
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 stay, would recommend
Reviewed on Sep 17, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $809, price is now $527 per person
$527
per person
Dec 3 - Dec 7
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.
Amazing place to stay in Chicago!
Reviewed on Sep 18, 2026
Kinzie Hotel
Save 100% on your flight
Price was $1,022, price is now $668 per person
$668
per person
Nov 21 - Nov 27
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, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The staff was very friendly and helpful
Reviewed on Sep 20, 2026
Pendry Chicago
Save 100% on your flight
Price was $1,349, price is now $884 per person
$884
per person
Nov 21 - Nov 27
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 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.
Countryside Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Countryside 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.
$158 Roundtrip, found 2 hours ago
$158
Roundtrip
found 2 hours ago
Wed, Nov 4 - Mon, Nov 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Tue, Oct 13 - Wed, Oct 21
LAX
Los Angeles Intl.
MDW
Midway Intl.
$241 Roundtrip, found 16 hours ago
$241
Roundtrip
found 16 hours ago
Fri, Nov 13 - Mon, Nov 30
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,063 Roundtrip, just found
$1,063
Roundtrip
just found
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