North Chicago Vacations from AED2,500

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AED 148 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest North Chicago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
8.8/10 Excellent! (2,269 reviews)
Beautiful space, right near the lake. Also has a cozy little restaurant on the 1st floor

Reviewed on 3 June 2025

Chicago River Side Suites

Chicago River Side Suites

2 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
No reviews
Perfect location. The roads are very clean and most importantly the mattress was very comfortable. We had the option to use a non pet friendly rooms since I have allergies and got a room higher floor for a free upgrade. So far one of the best hotels I’ve ever stayed at.

Reviewed on 24 May 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,598 reviews)
This is the second time that we have stayed at the Trump hotel. It’s a beautiful property in a prime location. There are amazing views of the river and lake. The hotel is within walking distance of shopping, restaurants, and other fun sites! The spa is provides great service! I will definitely stay there again!

Reviewed on 1 June 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,754 reviews)
Our stay was ok. The hotel was not as updated as the pictures on the site shows. The carpets were stained and worn down, and the sheets and rooms were very old and outdated. The rooftop looked nothing like the photos. Otherwise it’s in a great location.

Reviewed on 31 May 2025

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
8.4/10 Very Good! (1,733 reviews)
Location was great, walkable to anywhere in downtown Chicago, Millennium Park, Soldier Field, etc.

Reviewed on 27 May 2025

Find the Best North Chicago Vacation Packages

North Chicago Hotel Deals

Days Inn by Wyndham Great Lakes Naval Base
Days Inn by Wyndham Great Lakes Naval Base
2 out of 5
3000 North Skokie Highway, North Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 236 per night from Jun 8 to Jun 9
AED 236
AED 272 total
includes taxes & fees
8 Jun - 9 Jun
6.8/10 (1,006 reviews)
"The room nuce and clean and comfortable"

Reviewed on 30 May 2025

Days Inn by Wyndham Great Lakes Naval Base
Sleep Inn near Great Lakes Naval Base
Sleep Inn near Great Lakes Naval Base
2.5 out of 5
3250 Bittersweet Ave, North Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 347 per night from Jun 15 to Jun 16
AED 347
AED 401 total
includes taxes & fees
15 Jun - 16 Jun
8.2/10 Very Good! (834 reviews)
"Loved how close it was to naval base"

Reviewed on 31 May 2025

Sleep Inn near Great Lakes Naval Base
Red Carpet Inn Great Lakes
Red Carpet Inn Great Lakes
2 out of 5
3207 Buckley Rd, North Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 275 per night from Jun 9 to Jun 10
AED 275
AED 318 total
includes taxes & fees
9 Jun - 10 Jun
5.8/10 (1,001 reviews)
"For the price was ok"

Reviewed on 26 May 2025

Red Carpet Inn Great Lakes
See all 750 properties in North Chicago
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.

Frequently asked questions

How much does a North Chicago vacation package cost?
Offering great value package deals from AED2,500 on Expedia, you’ll be pleasantly surprised at how much a vacation to North Chicago costs! Expedia’s packages make travel planning easier and your savings go further.
What are the cheapest months to go to North Chicago?
You can typically find lower prices and greater availability in February, March and December. Take a look at our cheap North Chicago vacation packages and you could land some great off-season discounts.
How to find the best North Chicago package deals?
Landing a cheap North Chicago package deal is a cinch with Expedia. Once you’ve entered your destination and travel dates under our “Packages” tab, set your maximum budget, apply a few filters and see what’s available. You can customize your search by “Popular locations,” “Property type,” “Guest rating” and more. Order the results by “Price: low to high” to discover the most affordable North Chicago package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a North Chicago vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your North Chicago getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to North Chicago?
Score incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu North Chicago getaway.
How to plan a trip to North Chicago?

  1. Choose when to travel: Check your schedule and get packing. Your favorite season and the activities on offer will also help you decide when to visit North Chicago.
  2. Set a budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to North Chicago. Then, select a property that matches your budget, whether that’s a wallet-friendly option or a deluxe getaway.
  3. Decide your trip length: Think about how long you’d like to spend discovering North Chicago. Plan your itinerary so you can get to all the attractions and experiences you’re interested in without rushing.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to pick a North Chicago vacation package that brings all your bookings together.

Discover the most popular places to visit in North Chicago

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 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 fascinating museums.

Navy Pier
Six Flags Great America featuring rides

Six Flags Great America

4.5/5(347 reviews)

Enjoy the excitement at Six Flags Great America and see why people love this theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.

Six Flags Great America