Search Deals onWinfield Vacation Packages
Winfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $968, price is now $548 per person
$548
per person
Nov 18 - Nov 22
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.
Quirky tv remote but good value would recommend solid 4 star hotel
Reviewed on Sep 10, 2026
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,749, price is now $1,053 per person
$1,053
per person
Nov 18 - Nov 22
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.
The Talbott, Autograph Collection
Save 100% on your flight
Price was $1,164, price is now $710 per person
$710
per person
Nov 18 - Nov 22
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.
Swissotel - Chicago
Save 100% on your flight
Price was $1,247, price is now $779 per person
$779
per person
Oct 15 - Oct 18
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.
It’s a beautiful hotel with great location. The staff wasn’t very friendly. It was annoying to pay $6-$13 for a bottle of water. No complimentary microwave. We were told to rent it $34 to warm up our leftovers.
Reviewed on Sep 10, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,430, price is now $902 per person
$902
per person
Oct 21 - Oct 25
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
Kimpton Gray Hotel by IHG
Save 100% on your flight
Price was $1,146, price is now $725 per person
$725
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Good stay. Thanks. Will stay again.
Reviewed on Sep 10, 2026
Arlo Chicago
Save 100% on your flight
Price was $997, price is now $658 per person
$658
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 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 Chicago Riverwalk and Millennium Park are located nearby.
Everything was smooth and stress-free. The room was exactly what you need after a long travel day. The bed was comfortable and the bathroom was kept in perfect condition.
Reviewed on Sep 11, 2026
The Emily Hotel
Save 100% on your flight
Price was $1,005, price is now $666 per person
$666
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly 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 United Center and Chicago Riverwalk are located nearby.
Winfield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winfield 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 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 14 hours ago
$217
Roundtrip
found 14 hours ago
Sat, Oct 3 - Fri, Oct 9
LAX
Los Angeles Intl.
MDW
Midway Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Tue, Nov 10 - Fri, Nov 27
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,105 Roundtrip, found 5 days ago
$1,105
Roundtrip
found 5 days ago
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