Search Deals onDarien Vacation Packages
Darien 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 $599, price is now $369 per person
$369
per person
Nov 26 - Dec 1
found 1 day 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.
Great location. Very clean-looks refurbished. The staff is amazing-very helpful & they try to help you have a good experience!
Reviewed on Sep 15, 2026
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,633, price is now $972 per person
$972
per person
Nov 24 - Nov 28
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.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $927, price is now $562 per person
$562
per person
Oct 21 - 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.
Can’t complain, everything was perfectly good!
Reviewed on Sep 16, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $836, price is now $507 per person
$507
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.
Great location. So much to do in walking distance and hotel was great.
Reviewed on Sep 16, 2026
The Wade
Save 100% on your flight
Price was $764, price is now $467 per person
$467
per person
Dec 3 - Dec 7
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.
Swissotel - Chicago
Save 100% on your flight
Price was $1,516, price is now $929 per person
$929
per person
Oct 21 - Oct 25
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.
Lovely room
Reviewed on Sep 15, 2026
The Talbott, Autograph Collection
Save 100% on your flight
Price was $731, price is now $458 per person
$458
per person
Nov 24 - Nov 28
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.
Sports Illustrated Resorts Chicago
Save 100% on your flight
Price was $977, price is now $629 per person
$629
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
TV was not working in both rooms I was in. Service was very slow, I had to remind the staff more than twice what I needed for the room
Reviewed on Sep 16, 2026
Darien Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Darien 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, Oct 14 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 2 hours ago
$138
Roundtrip
found 2 hours ago
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$215 Roundtrip, found 9 hours ago
$215
Roundtrip
found 9 hours ago
Mon, Oct 5 - Tue, Oct 6
LAX
Los Angeles Intl.
MDW
Midway Intl.
$255 Roundtrip, found 3 hours ago
$255
Roundtrip
found 3 hours ago
Tue, Nov 10 - Thu, Dec 3
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,178 Roundtrip, found 2 hours ago
$1,178
Roundtrip
found 2 hours ago
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