Search Deals onEsmond Vacation Packages
Esmond Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $539, price is now $323 per person
$323
per person
Sep 27 - Sep 30
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.
in peak summer season they were having some major renovations that were incredibly loud all day long while trying to work and taking all the elevators and hallway space really couldn’t have been any more inconvenient i’m
Reviewed on Aug 15, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $965, price is now $545 per person
$545
per person
Sep 27 - Sep 30
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.
not enough to do no more eating hours
Reviewed on Aug 16, 2026
The Whitehall Hotel, BW Premier Collection
Save 100% on your flight
Price was $664, price is now $380 per person
$380
per person
Oct 22 - Oct 26
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 fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
👍
Reviewed on Aug 16, 2026
Swissotel - Chicago
Save 100% on your flight
Price was $891, price is now $517 per person
$517
per person
Sep 27 - Sep 30
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.
We always enjoy our stay at the Swissotel!
Reviewed on Aug 16, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $980, price is now $595 per person
$595
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this 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.
The property seems new and well kept. There are many amenities that enhance the stay including a pool, hot tub, basketball ball court, game room, sauna and steam room. We loved our stay.
Only negatives were there was not an ice machine, there was not daily cleaning service, the towels were OK and we needed our trash emptied but were many sure how to request that.
Overall a great spot. Affordable and lots of space with great views!
Reviewed on Aug 15, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,174, price is now $718 per person
$718
per person
Oct 16 - Oct 19
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, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Le Méridien Essex Chicago
Save 100% on your flight
Price was $1,413, price is now $872 per person
$872
per person
Oct 27 - Nov 3
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, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Fairmont Chicago at Millennium Park
Save 100% on your flight
Price was $1,028, price is now $645 per person
$645
per person
Sep 27 - Sep 30
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 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Esmond Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Esmond 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.
Fri, Aug 28 - Mon, Aug 31
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$202 Roundtrip, found 5 days ago
$202
Roundtrip
found 5 days ago
Fri, Aug 28 - Mon, Aug 31
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$212 Roundtrip, found 6 days ago
$212
Roundtrip
found 6 days ago
Wed, Aug 26 - Mon, Aug 31
TPA
Tampa Intl.
RFD
Greater Rockford
$458 Roundtrip, found 6 days ago
$458
Roundtrip
found 6 days ago
Fri, Aug 28 - Mon, Aug 31
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$537 Roundtrip, found 5 days ago
$537
Roundtrip
found 5 days ago
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