Waukegan Vacations from CA $1,381

Waukegan flight + hotel packages

Prices and availability subject to change. Additional terms may apply.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun. 21 - Jun. 24

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for Trump International Hotel & Tower Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

The Peninsula Chicago

Downtown Chicago

Save 100% on your flight

per person

Jul. 15 - Jul. 19

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Peninsula Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

Fairmont Chicago at Millennium Park Gold Experience

Downtown Chicago

Save 100% on your flight

per person

Jul. 15 - Jul. 19

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

Chicago Marriott Downtown Magnificent Mile

Downtown Chicago

Save 100% on your flight

per person

Jul. 15 - Jul. 19

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Chicago Marriott Downtown Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

per person

Jun. 20 - Jun. 24

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast. Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for DoubleTree by Hilton Chicago - Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

Top Waukegan hotels deals

Sonesta ES Suites Chicago Waukegan Gurnee

1440 S White Oak Dr, Waukegan, IL

Free cancellation

Reserve now, pay when you stay

CA $111

per night

May 16 - May 17

Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Naval Base Great Lakes and Six Flags Great America are located nearby. Discover genuine guest reviews for Sonesta ES Suites Chicago Waukegan Gurnee along with the latest prices and availability – book now.

Holiday Inn Express & Suites Waukegan, an IHG Hotel

611 Lakehurst Rd, Waukegan, IL

Free cancellation

CA $160

per night

May 13 - May 14

Stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Six Flags Great America and Naval Base Great Lakes are located nearby. Discover genuine guest reviews for Holiday Inn Express & Suites Waukegan, an IHG Hotel along with the latest prices and availability – book now.

Hot tub

Pool

Howard Johnson by Wyndham Waukegan Great Lakes

619 S Green Bay Rd, Waukegan, IL

Free cancellation

Reserve now, pay when you stay

CA $103

per night

Apr. 30 - May 1

Stay at this hotel in Waukegan. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular attractions Naval Base Great Lakes and Six Flags Great America are located nearby. Discover genuine guest reviews for Howard Johnson by Wyndham Waukegan Great Lakes along with the latest prices and availability – book now.

Rodeway Inn Waukegan - Gurnee

630 N Green Bay Road, Waukegan, IL

Free cancellation

Reserve now, pay when you stay

CA $69

per night

Apr. 28 - Apr. 29

Stay at this motel in Waukegan. Enjoy free WiFi, free parking, and a business center. Popular attractions Six Flags Great America and Naval Base Great Lakes are located nearby. Discover genuine guest reviews for Rodeway Inn Waukegan - Gurnee along with the latest prices and availability – book now.

Pet-friendly

Parking included

Courtyard Chicago Waukegan Gurnee

3800 Northpoint Blvd, Waukegan, IL

Free cancellation

Reserve now, pay when you stay

CA $185

per night

May 3 - May 4

Stay at this business-friendly hotel in Waukegan. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Six Flags Great America and Naval Base Great Lakes are located nearby. Discover genuine guest reviews for Courtyard Chicago Waukegan Gurnee along with the latest prices and availability – book now.

Hampton Inn & Suites Chicago Waukegan

438 Lakehurst Road, Waukegan, IL

Free cancellation

Reserve now, pay when you stay

CA $162

per night

May 6 - May 7

Stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, a 24-hour fitness center, and onsite parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Six Flags Great America and Naval Base Great Lakes are located nearby. Discover genuine guest reviews for Hampton Inn & Suites Chicago Waukegan along with the latest prices and availability – book now.

Pet-friendly

Pool

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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

4.5/5(158 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

McCormick Place

4.5/5(141 reviews)

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.

Navy Pier

4.5/5(459 reviews)

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Waukegan Vacations

Got your plane ticket locked in and your luggage ready to go? Read on for a few basic Waukegan tips before you take off.

Waukegan sits 35 miles (56 kilometers) north of Chicago, a prominent city.

There are around about 89,000 locals that live in this part of Illinois.

Places to visit in Waukegan

While it can be quite exciting heading off the beaten track when you're in a new place, sometimes you just have to do the touristy things to see what all the hype's about — like visiting Six Flags Great America in Waukegan.

The intimacy and artistry of live theater is hard to deny. Secure tickets to a performance at Genesee Theater and experience the magic for yourself! Like some more options? Be sure to slip into your most artistic outfit if you're visiting Visual Arts Center. Hosting an assortment of events and festivals throughout the year, it's a vital part of the cultural landscape. And there's more. Breathe in the salty air as you take a stroll along Waukegan Harbor. Bobbing up and down in the twinkling water, the nearby boats look especially charming while the sun is setting.

Where do you fly into for Waukegan?

While you're researching for your upcoming Waukegan getaway, keep in mind that the closest terminal, O'Hare International Airport (ORD), is approximately 30 miles (48 kilometers) south of the central area. Book your airfares, pack your luggage and get set for an once-in-a-lifetime adventure!

Frequently asked questions

How much are vacation packages to Waukegan?

With a Travelocity vacation package, you can live the high life in Waukegan for as low as CA $1,381. Flights, tours and hotels — we’re an one-stop shop for all of them. You’re bound to save loads just for combining your bookings. And with all that taken care of before you go, you don’t have to worry about a thing.

How long should my Waukegan vacation be?

Around 3 nights is the average amount of time travelers vacation in Waukegan. But the ideal trip length all comes down to how many cherished memories you want to create. Why not allow a little more time and explore some hidden gems?

Where can I get the best vacation package deals for Waukegan?

For an amazing package deal to Waukegan, head straight to Travelocity. Select from 400 air carriers and 665,000 properties across the globe to create the ideal escape — simple as that.

Why should I book my Waukegan vacation package via Travelocity?

Travel should be about making fantastic new memories and leaving all your troubles behind — which is why we have a team of experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you’ll always get the best deal available on our broad range of package deals. So what are you waiting for? There’s no time like the present to secure that vacation you’ve always dreamed of.

Will I save money on my Waukegan car rental if I book it with a hotel or flight?

With a Waukegan vacation package, you can combine your flight, hotel and car bookings and save a whole lot. If you want to see the best of this impressive city, why not start with Wrigley Field? This must-see sight is 50 kilometersfrom Waukegan. With your own rental car, you’ll be there soon enough.

What is the best time of year to go to Waukegan?

Traveling in the quietest months of the year, , comes with a swag of benefits — think better-value flights and hotels and less grappling with tourist crowds. But there’s a real charm to the destination during the busiest season. More events will be planned and more attractions will be open in . If you’re eager to save, generally offers the thriftiest hotel rates. You’ll pay more for a bed in .

Which airport is best for Waukegan?

Chicago, IL (ORD-O’Hare Intl.) (45 kilometersaway from the downtown area), Chicago, IL (MDW-Midway Intl.) (64 kilometersaway from central Waukegan) and Milwaukee, WI (MKE-General Mitchell Intl.) (64 kilometersaway from central Waukegan) are the best options for Waukegan.

What is there to do in Waukegan?

Genesee Theater is one of the amazing sights that make Waukegan such a tourist hot spot. But leave some extra time to explore its lesser-known attractions too. This is often where the best memories are made.

Where should I stay when visiting Waukegan?

Those traveling on a tight budget will love staying at the Red Roof Inn Gurnee - Waukegan (2.0 stars) or the Howard Johnson by Wyndham Waukegan Great Lakes (2.0 stars). These afforable Waukegan hotels have all you need for a good night’s rest.

Can I go on vacation to Waukegan at this time?

Find out all the info that’s important relating to travel restrictions and quarantine policies before you fly to Waukegan. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation as smooth and carefree as possible.