Oak Lawn Vacation Packages 2025/2026 from $144

Oak Lawn flight + hotel vacation packages

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$144

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

The Westin Michigan Avenue Chicago

Downtown Chicago

$605

per person

Dec 24 - Dec 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

The Blackstone, Autograph Collection

Downtown Chicago

Save 100% on your flight

$334

per person

Jan 16 - Jan 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a lobby fireplace, and express check-in are also offered.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$196

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$187

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Top Oak Lawn hotels deals

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$112 total

Nov 25 - Nov 26

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.

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$115 total

Dec 7 - Dec 8

Total with taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$129 total

Dec 8 - Dec 9

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$134 total

Nov 20 - Nov 21

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$100 total

Nov 25 - Nov 26

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

Hotel Riu Plaza Chicago

150 East Ontario Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$139 total

Dec 8 - Dec 9

Total with taxes and fees

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.

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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.

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Frequently asked questions

How much are vacation packages to Oak Lawn?

Packages, including flights and hotels in Oak Lawn, start from as low as $144. 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.