North Chicago Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
North Chicago Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Chicago Club Inn & Suites
Price was $616, price is now $538 per person
$538
per person
Dec 24 - Dec 29
found 23 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. Popular attractions Oakbrook Center Mall and Ty Warner Park are located nearby.
It was just OK
Reviewed on Nov 3, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was $847, price is now $704 per person
$704
per person
Dec 24 - Dec 29
found 23 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Overall my stay was pretty good. The only two issues were my mini fridge wasn’t working and I lost my leftovers that sat in there for the two days I stayed. Secondly, I had a staff member tell me about a special tour and promotion, only to tell me somehow I was not eligible. Then he had me bring my son down to see if he could be eligible. He was only 18,not 21. So he was not. That was not very pleasant considering it was basically pulled back for some reason . I visit 3-4 times a year. I either stay at the Westin River north or the Royal Sonesta River North. The lost food was no biggie but being given a whole rundown about how the hotel was trying to build a new customer base and then being told I wasn’t eligible was crappy. I can’t lie. Everything else was pretty good. The happy hours were cool. Staff outside of that was generally ok.
Reviewed on Nov 2, 2026
Comfort Inn & Suites Geneva - West Chicago
Price was $678, price is now $581 per person
$581
per person
Dec 24 - Dec 29
found 23 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions American Science & Surplus Store and Fabyan Windmill are located nearby.
The hotel was immaculate and the staff was very nice and helpful.
Reviewed on Nov 2, 2026
Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
Price was $876, price is now $771 per person
$771
per person
Dec 24 - Dec 29
found 23 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique 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 Grant Park and Millennium Park are located nearby.
Wel located hotel. Clean. Helpful staff. Too bad they don't offer breakfast.
Reviewed on Nov 1, 2026
DoubleTree by Hilton Lisle Naperville
Price was $658, price is now $579 per person
$579
per person
Dec 24 - Dec 29
found 23 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club are located nearby.
Lisette is awesome
Reviewed on Nov 2, 2026
Hollywood Casino Aurora
Price was $843, price is now $747 per person
$747
per person
Dec 24 - Dec 29
found 23 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Aurora. Enjoy a full-service spa, 9 restaurants, and a 24-hour fitness center. Popular attractions Chicago Premium Outlets and Funway Ultimate Entertainment Center are located nearby.
Don't see what you're looking for?
See all available trips from Singapore to North Chicago
View all tripsNorth Chicago Vacation Packages
Trying to plan a way to bundle your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to North Chicago perfect. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. We have an incredible list of flights and hotels, and North Chicago things to do to choose from.
North Chicago Hotel Deals
Our listings include hotels that are close to all the North Chicago points of interest, and some that are just outside the city center for a quieter retreat.
From North Chicago hotels with swimming pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll find a hotel here that will make your trip astounding. With AARP Travel Center's North Chicago hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in North Chicago
North Chicago has about 29,491 people that make this city their home. If you needed a break from the hustle and bustle of a big city, then you are in the right spot. With North Chicago's burgeoning art scene and plenty of interest for history buffs you may have a hard time fitting everything into one trip.
The AARP Travel Center "Things to Do" page has more great activities that you can book.
Save with a North Chicago Vacation Package
As an AARP Member, you get to benefit from all the great deals. You can save on select hotels worldwide, flights, and also car rentals. No matter what North Chicago vacation package you pick, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Bundle now and get ready for your North Chicago vacation.
Top Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
19.24 km from city center
Book a stay at this business-friendly hotel in Deerfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
33.14 km from city center
Book a stay at this business-friendly hotel in Arlington Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
Motel 6 Rolling Meadows, IL - Chicago Northwest
1800 Winnetka Cir Rolling Meadows IL
30.39 km from city center
Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Chez Hotel Arlington Heights
519 W Algonquin Rd Arlington Heights IL
33.28 km from city center
Stay at this hotel in Arlington Heights. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Embassy Suites by Hilton Chicago North Shore Deerfield
1445 Lake Cook Rd Deerfield IL
19.51 km from city center
Book a stay at this business-friendly hotel in Deerfield. Enjoy free breakfast, free parking, and free train station pick-up. Our guests praise the breakfast ...
Motel 6 Arlington Heights, IL - Chicago North Central
441 W Algonquin Rd Arlington Heights IL
33.36 km from city center
Stay at this motel in Arlington Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave Prospect Heights IL
24.87 km from city center
Stay at this motel in Prospect Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
10.26 km from city center
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
10.68 km from city center
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
DoubleTree by Hilton Chicago - North Shore Conference Center
9599 Skokie Blvd Skokie IL
31.15 km from city center
Book a stay at this business-friendly hotel in Skokie. Enjoy free parking, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
16.04 km from city center
Book a stay at this business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Baymont by Wyndham Glenview
1625 Milwaukee Ave Glenview IL
26.79 km from city center
Book a stay at this business-friendly hotel in Glenview. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr Deerfield IL
14.73 km from city center
Book a stay at this family-friendly hotel in Deerfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Thu, Dec 17 - Fri, Dec 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$240 Roundtrip, found 3 days ago
$240
Roundtrip
found 3 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$331 Roundtrip, found 3 days ago
$331
Roundtrip
found 3 days ago