Oak Lawn Vacation Packages 2026 from $262

Oak Lawn flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Save 100% on your flight

$262

per person

Feb 15 - Feb 18

found 23 hours ago

Roundtrip flight included

Miami (MIA) to Chicago (ORD)

This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.

The Langham, Chicago

Downtown Chicago

Save 100% on your flight

$546

per person

Mar 20 - Mar 23

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Hotel Riu Plaza Chicago

Downtown Chicago

$281

per person

Feb 27 - Mar 1

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

theWit Chicago, a Hilton Hotel

Downtown Chicago

$330

per person

Mar 25 - Mar 27

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.

Level Chicago - River North

Downtown Chicago

$403

per person

Mar 5 - Mar 8

found 6 hours ago

Roundtrip flight included

Charlotte (CLT) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

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.

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$94 total

Feb 8 - Feb 9

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.

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$193 total

Jan 21 - Jan 22

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.

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.

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.

Hyatt Regency Chicago

151 East Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$178 nightly

$209 total

Feb 1 - Feb 2

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.

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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 $262. 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.