Deals on vacations and trips to Northwest Chicago

Save when you book Northwest Chicago package deals

Choose two or more items and save on your trip:

Northwest Chicago flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago
Trump International Hotel & Tower Chicago
LondonHouse Chicago, Curio Collection by Hilton
Level Chicago – Old Town
JW Marriott Chicago

Top Northwest Chicago hotel deals

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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.

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Frequently asked questions

How much are vacation packages to Northwest Chicago?
Starting from as low as $317, flight and hotel packages are an ideal way to make your travel budget stretch further. Get ready Northwest Chicago — here you come!
Where can I get the best vacation package deals for Northwest Chicago?
One word — Travelocity. With no less than 400 air carriers and 1,000,000 properties worldwide, it’s a piece of cake to craft a Northwest Chicago package deal that ticks all your boxes.
Why should I purchase my Northwest Chicago vacation bundle with Travelocity?
By booking your flights, hotel, car rental and activities all in the one place, you’ll save time and money. We offer round-the-clock customer support, and you’ll know that you’re always getting the best deal possible with our Price Match Guarantee. So, what’s stopping you? Book that dream vacation today and get packing!
Will I save money on my Northwest Chicago car rental if I book it with hotels and flights?
You can with our Northwest Chicago vacation packages. With one of these, there are loads of ways to make your hard-earned cash go further. Bundle any two or more car, flight, hotel and tour bookings and watch the savings start to grow. With a rental car, all the attractions around Northwest Chicago are just a road trip away.
What is the best time of year to go to Northwest Chicago?
May, June and August is high season here, while December, January and February are the quietest months. If your budget is a deciding factor, try to avoid visiting in as it’s usually the dearest time. The cheapest month to explore this part of the world is .
Which airport is best for Northwest Chicago?
O’Hare Intl. Airport (ORD) is a good option for visitors jetting into Northwest Chicago. Midway Intl. Airport (MDW) and Rockford, IL (RFD-Greater Rockford) also welcome many flights to the region.