Waukegan Holidays from £806

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Your Waukegan Holiday

With one of our holiday packages to Waukegan, you'll discover limitless opportunities for fun and relaxation. There's loads to experience, including its diversity and lakes. Love to explore? Six Flags Great America, Gurnee Mills and Genesee Theatre are just three of the most popular places to visit during a trip to Waukegan. Whoever you're taking time off with and whatever you plan to spend, your dream Waukegan holiday is just clicks away with Expedia.

Top Waukegan Flight + Hotel Deals

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

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £957, price is now £806 per person
£806
per person
27 Dec - 31 Dec
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
The Swisshotel was a last minute choice when the hotel where I was originally booked had some staffing issues. Swisshotel is a modern, well maintained property. I did have some issues with the wifi, but other than that the stay was good. Spacious room with good work areas.

Reviewed on 13 Nov 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £1,542, price is now £1,214 per person
£1,214
per person
27 Dec - 31 Dec
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was £1,857, price is now £1,512 per person
£1,512
per person
27 Dec - 31 Dec
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £1,084, price is now £885 per person
£885
per person
27 Dec - 31 Dec
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on 8 Nov 2026

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Price was £1,032, price is now £854 per person
£854
per person
27 Dec - 31 Dec
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (5,074 reviews)
Good location

Reviewed on 14 Nov 2026

Waukegan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
88,500
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Six Flags Great America, Genesee Theatre and Forest Park Beach

Top hotels in Waukegan

Courtyard Chicago Waukegan Gurnee

Courtyard Chicago Waukegan Gurnee

3 out of 5
3800 Northpoint Blvd Waukegan IL
Fully refundableReserve now, pay when you stay
The price is £107 per night from 21 Nov to 22 Nov
£107
21 Nov - 22 Nov
includes taxes & fees
Courtyard Chicago Waukegan Gurnee
Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

3 out of 5
1440 S White Oak Dr Waukegan IL
Fully refundableReserve now, pay when you stay
The price is £83 per night from 15 Nov to 16 Nov
£83
15 Nov - 16 Nov
includes taxes & fees
Sonesta ES Suites Chicago Waukegan Gurnee
Days Inn by Wyndham Waukegan

Days Inn by Wyndham Waukegan

2 out of 5
630 N Green Bay Road Waukegan IL
Fully refundableReserve now, pay when you stay
The price is £71 per night from 15 Nov to 16 Nov
£71
15 Nov - 16 Nov
includes taxes & fees
Days Inn by Wyndham Waukegan
See all 784 properties in Waukegan
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Waukegan attractions

A waterfront with a dock, buildings, and a large tree reflecting in calm water.

Waukegan Harbor

8.2/10 (152 reviews)
Waukegan Harbour offers over 1,000 slips for vessels along Lake Michigan's scenic shoreline. Boaters can enjoy the full-service marina with dining options and access to the adjacent beach and arts district.
See properties

What to do in Waukegan

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Waukegan

Frequently asked questions

How much does a Waukegan travel package cost?
From as little as £806. Yes, you read that right. Our Waukegan travel packages are the easiest way to make your dollars go much further. Combine your preferred flights, hotels and rental car and get out and explore this lively destination.
If I'm not able to travel, can I cancel my Waukegan travel package?
Because we understand life can be unpredictable, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your Waukegan travel package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Waukegan?
Booking a Waukegan travel package with Expedia is a simple way to save. We offer more than 550 airlines and 1,000,000 properties around the world. With such a wonderful range to choose from, you'll have no difficulty putting together your dream holiday.
Does Expedia offer Book Now, Pay Later Waukegan holidays?
Expedia has partnered with online lender Klarna to make booking your next break a little easier on the wallet. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan from Klarna.

Where should I stay in Waukegan?
Stay where the action happens. Many travellers favor hotels within easy reach of top attractions, such as Genesee Theatre, Waukegan Harbour and Waukegan SportsPark.
What are the top hotels in Waukegan?
If this will be your first time in Waukegan, make a reservation at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both hotels offer friendly service and are top options with lots of travellers.
How far in advance should I book my Waukegan holiday?
It's tricky picking the ideal time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available up to 12 months in advance. If you're booking last minute, don't worry. Cheap prices appear from time to time just weeks before departure dates.
What does an Expedia Waukegan travel package include?
Expedia has everything you need to book your Waukegan trip, but how you structure your package depends on you. Pick from a combination of hotels, rental cars and flights. After a few activities to keep you on the go? Once you've made your booking, you can add them on too. No matter your budget, there's a deal to meet your needs.
What should I know before booking a Waukegan travel package?
So many places to travel to, so many things to see and do. With a package, you can cross more of them off your list. Bundle your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Waukegan Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.