Search Deals onIsland Lake Vacation Packages
Island Lake Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Le Méridien Essex Chicago
Price was $417, price is now $293 per person
$293
per person
Jan 15 - Jan 18
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.
Wonderful staff!! Welcoming, friendly, and very helpful. We ended up arriving 2 hours before check-in, but staff had no problem helping us out and letting us get our room early. Valet staff hepful when we needed to get an item from the car, James was so awesome helping with luggage and to our room. Housekeeping checked in to see if we were happy with the room, which was very clean!! Each contact we had with staff was a positive one. Lobby was small but cute and eclectic. Wish there was a microwave in the room, but not a deal killer..! Stayed on a Thursday night, seemed like a lot of people checking in and busy, but it was quiet and we slept well. location isn’t overly close to shops, but if you cross Michigan Ave, Grant Park area is right there. You could walk to Art Institute, but I would say wear some good shoes! All in all, would stay again!
Reviewed on Nov 14, 2026

The Blackstone, Autograph Collection
Price was $966, price is now $657 per person
$657
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.

Hotel Saint Clair- Magnificent Mile
Price was $448, price is now $308 per person
$308
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 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.
Loved staying here! Beautiful property! Lovely room and amenities! Can’t wait to start again!!
Reviewed on Nov 15, 2026

Hotel Riu Plaza Chicago
Price was $502, price is now $347 per person
$347
per person
Jan 28 - Jan 31
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.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Price was $886, price is now $628 per person
$628
per person
Jan 28 - Jan 31
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.

Eurostars Magnificent Mile
Price was $475, price is now $338 per person
$338
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a 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.

Sheraton Grand Chicago Riverwalk
Price was $701, price is now $509 per person
$509
per person
Dec 20 - Dec 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,892, price is now $1,400 per person
$1,400
per person
Dec 16 - Dec 21
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.
Island Lake Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Island Lake 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.

Tue, Dec 29 - Wed, Jan 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 16 hours ago
$257
Roundtrip
found 16 hours ago

Tue, Dec 29 - Wed, Jan 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$267 Roundtrip, found 16 hours ago
$267
Roundtrip
found 16 hours ago

Sun, Dec 20 - Fri, Dec 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$268 Roundtrip, found 1 hour ago
$268
Roundtrip
found 1 hour ago

Thu, Nov 19 - Mon, Nov 23
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,193 Roundtrip, found 4 hours ago
$1,193
Roundtrip
found 4 hours ago
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