Old Town Chicago Vacation Packages

Book a Stay + Flight or Car to save on your trip

Old Town Chicago Vacation Packages

Old Town Chicago Vacation Packages

Keen to find great-value Old Town deals? Save money by letting the clever team at Orbitz combine your flights and hotels. Think about all you can do with a saving of as much as $374. The one thing you need to do is select your preferred hotels, airfares, rental cars and experiences to save cash! And there's more — if you're not quite sure who to fly with or where you'll stay, our ever-expanding database has more than 500,000 international hotel options and 500 partner airlines. The freedom is all yours! There are endless available options to design your own inspiring vacation, no matter your style, budget or needs.

Where is Old Town?

Tickets? Got 'em. Bags all packed? Yep. Wait... where exactly are we going again? Before you hop in the airport cab, it'll be handy to know where Old Town is. It's a neighborhood in the well-loved city of Chicago. You'll find it sitting 2 miles north of the downtown area. Chicago is home to some 2,700,000 residents.

Car Rentals in Old Town

Adventure is calling, and there’s no better way to find it than with the freedom of your own ride. See and do more by checking out car rentals in Old Town with the help of Orbitz. If you're going to be landing at Midway International Airport, you can pretty well rent a vehicle right next to the runway. Budget is one good option here. Avis is also worth having a look at. Consider renting a vehicle from Enterprise at 523 West North Ave. They are conveniently located right in the heart of the city. Budget at 1561 N Fremont St, Grossinger City Autoplex is another place you can stop by.

Where to stay in Old Town – Hotel Accommodation

Book your hotel in Old Town as soon as possible and start organizing the rest of your thrilling getaway. Orbitz currently has 165 available accommodations in this destination. On the hunt for top-notch accommodations? You'll feel like a VIP if you choose to rest your head at the Waldorf Astoria Chicago or The Peninsula Chicago. Otherwise, getting a room at a budget hotel such as the Old Chicago Inn (3222 N Sheffield Ave) and the Urban Holiday Lofts (2014 W Wabansia) will enable you to save your cash for fantastic Old Town activities and experiences. You'll be happy to learn that there are a few hotels within close reach of the Art Institute of Chicago if you're eager to stay close by. The Langham, Chicago is just 0.6 miles away. If that's not to your liking, consider the JW Marriott Chicago, 0.5 miles away.

Nearest Airports to Old Town

It can be unsettling landing in a foreign place, but the more you know about your destination, the easier it is. The most convenient airport to Old Town is Midway International Airport (MDW). It sits 10 miles to the southwest of the neighborhood.

Popular Places to Visit Near Old Town

Take the chance to check out some nearby destinations such as Armitage Avenue or Gold Coast. Armitage Avenue is about 0.6 miles from Old Town, while Gold Coast is 0.8 miles away.

No Cancellation Fees

Do you need to cancel or change your booking? Keen to know what the fee is? You'll be thrilled to hear that we don't have one!^ With any luck, your selected airline and hotel don't either, but it's a good idea to contact them about their policies.

Top Old Town Chicago vacation package deals

Price found within the past 48 hours. Click for updated prices.
Red Carpet Inn Great Lakes
Best Motel By OYO Chicago I-90
Bridgeview Inn Chicago Area
Motel 6 Villa Park, IL - Chicago West
Stardust Motel

Top rated hotels for your Old Town Chicago vacation package

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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.