Oak Lawn Vacation Packages 2026

Top Oak Lawn hotels deals

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$182 total

Feb 1 - Feb 2

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$94 total

Jan 25 - Jan 26

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Pool

Pet friendly

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$192 total

Jan 23 - Jan 24

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Pool

Spa

Club Quarters Hotel Wacker at Michigan, Chicago

75 E Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$103 total

Jan 30 - Jan 31

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$126 total

Jan 19 - Jan 20

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

Hyatt Regency Chicago

151 East Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$214 total

Feb 8 - Feb 9

Total with taxes and fees

This smoke-free hotel's 4 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and express check-in are also on offer.

Free WiFi

Restaurant

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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.

Popular places to visit

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Frequently asked questions

How much are vacation packages to Oak Lawn?

Packages, including flights and hotels in Oak Lawn, start from as low as . Turn your daydreams into reality and secure your dream vacation with Travelocity today.

How long should my Oak Lawn vacation be?

There are no firm rules for how long you should spend in Oak Lawn, but most travelers decide to stay for around 2 nights. Got some leeway with your travel dates? Consider treating yourself to an extra night or two. Then you'll have time to check out some lesser-known areas as well.

Where can I get the best vacation package deals for Oak Lawn?

For a fun and affordable package deal to Oak Lawn, head straight to Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties around the world to create the ideal adventure — it's really that easy.

Why should I book my Oak Lawn vacation package with Travelocity?

From exciting destinations to memorable experiences, we have everything you need to satisfy your love for travel. Our 24/7 customer care will also ensure you're being well taken care of while you're on your trip. And don't panic if you notice a lower price on your booking, we'll match it. That's our Price Match Guarantee.

Can I save on my Oak Lawn car rental if I combine it with my hotel or flight?

With an Oak Lawn vacation package, you can bundle your hotel, flight and car bookings and save a whole lot. If you're eager to explore the best of this fabulous part of the world, why not make tracks to Six Flags Great America? This popular attraction is 45 mi from Oak Lawn. With your own set of wheels, you'll be there in a jiffy.

Which airport is best for Oak Lawn?

There's a good chance you'll be landing at O'Hare Intl. Airport (ORD), which is 20 mi northwest of inner Oak Lawn. Midway Intl. Airport (MDW) (5 mi away from central Oak Lawn) and Lewis University Airport (LOT) (19 mi away from central Oak Lawn) are other options.

What is there to do in Oak Lawn?

Childrens Museum of Oak Lawn should be toward the top of your travel itinerary. Once you've crossed off this popular attraction, wander through the streets of Oak Lawn and find out what makes this wonderful place tick.

Where should I stay when visiting Oak Lawn?

Many visitors choose to spend their nights at the Hilton Chicago/Oak Lawn. It's an excellent base for your Oak Lawn getaway.