Waukegan Vacations

Book a Hotel + Flight together to unlock savings

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  • Better together

    Save up to AED 148 when you book a flight and hotel together*

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Find the Best Waukegan Vacation Packages

Waukegan Hotel Deals

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 AED 344 per night from Jan 18 to Jan 19
AED 344
AED 385 total
18 Jan - 19 Jan
includes taxes & fees
8.8/10 Excellent! (1,583 reviews)
.

Reviewed on 6 January 2026

Sonesta ES Suites Chicago Waukegan Gurnee
Hampton Inn & Suites Chicago Waukegan

Hampton Inn & Suites Chicago Waukegan

2.5 out of 5
438 Lakehurst Road Waukegan IL
Fully refundableReserve now, pay when you stay
The price is AED 358 per night from Jan 25 to Jan 26
AED 358
AED 401 total
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Clean rooms

Reviewed on 22 December 2025

Hampton Inn & Suites Chicago Waukegan
Holiday Inn Express & Suites Waukegan by IHG

Holiday Inn Express & Suites Waukegan by IHG

2.5 out of 5
611 Lakehurst Rd Waukegan IL
Fully refundable
The price is AED 393 per night from Jan 18 to Jan 19
AED 393
AED 440 total
18 Jan - 19 Jan
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Staff was great! Rooms comfy and very quiet

Reviewed on 6 January 2026

Holiday Inn Express & Suites Waukegan by IHG
See all 779 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.

Discover the most popular places to visit in Waukegan

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.

Michigan Avenue
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

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

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

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 art scene.

Navy Pier

Frequently asked questions

How do I find cheap flights to Waukegan that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just type in your origin, destination and dates, click "Search," then tick the box directly under the "Flexible change policies" heading (to the left of your screen). Expedia makes it a snap to find cheap, flexible fares to Waukegan.
Which airlines fly to Waukegan?
Pack your suitcase and take your pick of these quality airlines that service Waukegan:

  • United Airlines - 13,005 flights to or near Waukegan each month, including 13,005 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,036 flights to or near Waukegan each month, including 10,036 flights to O'Hare Intl. Airport (ORD) per month.
  • Delta Air Lines - 1,005 flights to or near Waukegan each month, including 1,005 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to Waukegan?
One of the easiest ways to nab cheap tickets to Waukegan is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It will bring up the cheapest prices for nearby days. The best price for a flight to Waukegan in the last seven days was . Booking well in advance will usually help you pick up an even better deal.
How much is a flight to Waukegan?
You could have snapped up a round-trip airfare to Waukegan from anywhere between and in the last seven days. For one-way journeys taking off from (), the lowest price during this time was just .
What are the most popular airports to fly into in Waukegan?
O'Hare Intl. Airport (ORD) is the main entry point for people hoping to visit Waukegan. Around 26,484 flights per month touch down at this airport.
When is the cheapest time to fly to Waukegan?
Jet off on a Tuesday to better your chances of scoring the cheapest deal to Waukegan. Mondays are usually the next most affordable day to depart. Saturday is normally the costliest day to fly anywhere.
How much is a plane ticket to Waukegan?
In the last seven days, plane tickets to Waukegan fluctuated from to .
What months are the cheapest to book a flight to Waukegan?
February is the ideal month to secure cheap flights to Waukegan. Bear in mind that the costliest time to make a purchase in the USA isn't the middle of summer, but the month of December.
How long is a flight to Waukegan?
That depends on where you take off from. These popular domestic routes and their average flight times will give you a rough idea of how long it'll take you to get to Waukegan:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 37 minutes
  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 34 minutes
  • Phoenix, AZ (PHX-Sky Harbor Intl.) to O'Hare Intl. Airport (ORD) - 3 hours and 17 minutes