Search Deals onNorthwest Chicago Vacation Packages
Northwest Chicago Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
Save 100% on your flight
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Soldier Field are located nearby.
InterContinental Chicago Magnificent Mile by IHG
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Save 100% on your flight
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
SpringHill Suites by Marriott Chicago Chinatown
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Soldier Field and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
per person
Apr 26 - May 1
found 23 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star 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.
Hyatt Regency McCormick Place Chicago
Save 100% on your flight
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Chicago Riverwalk are located nearby.
Fairmont Chicago at Millennium Park
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, 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.
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.
Thu, Apr 10 - Tue, Apr 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Thu, Jun 5 - Thu, Jun 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$210 Roundtrip, found 5 days ago
$210
Roundtrip
found 5 days ago
Fri, Jun 20 - Mon, Aug 4
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$1,013 Roundtrip, found 2 days ago
$1,013
Roundtrip
found 2 days ago
Sat, Apr 19 - Sat, May 3
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,059 Roundtrip, found 3 days ago
$1,059
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Schaumburg Convention Center Vacations
- Woodfield Mall Vacations
- LEGOLAND® Discovery Center Vacations
- Schaumburg Medieval Times Vacations
- NOW Arena Vacations
- Grand Victoria Casino Vacations
- Santa's Village Vacations
- Arboretum of South Barrington Vacations
- Alexian Brothers Medical Center Vacations
- Hemmens Cultural Center Vacations
- Harper College Vacations
- Villa Olivia Country Club 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
Car Rentals in Northwest Chicago
- Car rentals in Schaumburg
- Car rentals in Rosemont
- Car rentals in Naperville
- Car rentals in Willowbrook
- Car rentals in Oak Brook
- Car rentals in Gurnee
- Car rentals in Evanston
- Car rentals in Skokie
- Car rentals in Lombard
- Car rentals in Downers Grove
- Car rentals in Aurora
- Car rentals in Arlington Heights
Book your Northwest Chicago Vacation
Prices are always lower in the app!
Book and go: Last-minute deals and trip details all in one place
Exclusive prices: Hot Rate® Hotels always cost less in the app
Fresh features: So slick you’ll never go back to desktop
