Search Deals onNorthwest Chicago Vacation Packages
Northwest Chicago 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 $645, price is now $403 per person
$403
per person
Nov 26 - Dec 1
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.
Staff was super helpful. We had a room on a high floor and it was a decent size with plenty of room, a fridge and microwave. The self-service area was a nice touch and a comfortable lobby.
Reviewed on Sep 25, 2026
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,428, price is now $778 per person
$778
per person
Nov 26 - Dec 1
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.
Staff was awesome and the property was spotless. Breakfast was the tops.
Reviewed on Sep 25, 2026
Kimpton Gray Hotel by IHG
Save 100% on your flight
Price was $1,096, price is now $641 per person
$641
per person
Nov 26 - Dec 1
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.
Gorgeous!! Highly recommend the 1 BR suite!
Reviewed on Sep 25, 2026
The Talbott, Autograph Collection
Save 100% on your flight
Price was $913, price is now $537 per person
$537
per person
Nov 26 - Dec 1
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.
Level Chicago – Old Town
Save 100% on your flight
Price was $906, price is now $552 per person
$552
per person
Nov 13 - Nov 16
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 Emily Hotel
Save 100% on your flight
Price was $972, price is now $593 per person
$593
per person
Nov 26 - Dec 1
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.
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $993, price is now $609 per person
$609
per person
Nov 20 - 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.
Loved the great upgrade in room and the mini bar selection s
Reviewed on Sep 25, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Save 100% on your flight
Price was $716, price is now $467 per person
$467
per person
Nov 26 - Dec 1
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 Chicago Riverwalk and Millennium Park are located nearby.
Northwest Chicago Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Northwest Chicago 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.
$178 Roundtrip, found 3 hours ago
$178
Roundtrip
found 3 hours ago
Sun, Nov 8 - Thu, Nov 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$200 Roundtrip, found 18 hours ago
$200
Roundtrip
found 18 hours ago
Tue, Oct 27 - Fri, Nov 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$200 Roundtrip, found 4 hours ago
$200
Roundtrip
found 4 hours ago
Fri, Nov 13 - Mon, Nov 30
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,074 Roundtrip, found 3 hours ago
$1,074
Roundtrip
found 3 hours ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Northwest Chicago
- Hotwire Picks
- Woodfield Mall Vacations
- Schaumburg Convention Center Vacations
- NOW Arena Vacations
- Schaumburg Medieval Times Vacations
- Santa's Village Vacations
- LEGOLAND® Discovery Center Vacations
- Arboretum of South Barrington Vacations
- Harper College Vacations
- Grand Victoria Casino Vacations
- Elgin Sports Complex Vacations
- Villa Olivia Country Club Vacations
- Hemmens Cultural Center Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
