Illinois Holidays

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Top destinations in Illinois

Chicago which includes a city and a high-rise building as well as a family
FlightsFlightsHotelsHotels

Chicago

Chicago

Top Flight + Hotel Deals in Illinois

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
15 May - 20 May
found 11 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8/10 Very Good! (1,524 reviews)
Love booking a room there

Reviewed on 23 Mar 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
per person
15 May - 20 May
found 11 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,310 reviews)
Great stay on St. Patrick's Day weekend.

Reviewed on 24 Mar 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
15 May - 20 May
found 11 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,036 reviews)
The Emily Hotel is a phenomenal place. Leo at the front desk was amazing at checking us in and making our experience so much better. Great stay!! And we look forward to going back for rooftop movie nights!!!

Reviewed on 23 Mar 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
15 May - 20 May
found 11 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,546 reviews)
Excellent, just what anyone would expect from this brand.

Reviewed on 25 Mar 2025

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
per person
15 May - 20 May
found 11 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,608 reviews)
The staff was great, it was nice they have a free cocktail bar at night where you get two adult beverages everyday. The breakfast was decent for a free breakfast. the bad, the hotel was under construction which was not communicated at time of booking. Only one elevator was operational so the wait times were long every time. The walls in the hotel were paper thin. The room next to us was empty but we could hear the kids two rooms down our entire stay. Pictures online show a walk in shower, not what our room had, and the beds were not comfortable.

Reviewed on 24 Mar 2025

Where to stay in Illinois

Find the best Illinois areas and neighborhoods for the activities you enjoy most. Learn more about Illinois
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Illinois

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is €138 per night from 14 Apr to 15 Apr
€138
includes taxes & fees
14 Apr - 15 Apr
8.2/10 Very Good! (3,756 reviews)
"This is a great property for families. It had a large breakfast area. A lot of places to hang out outside of the room. The view from the room was great too."

Reviewed on 24 Mar 2025

Embassy Suites by Hilton Chicago Downtown River North
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €107 per night from 13 Apr to 14 Apr
€107
includes taxes & fees
13 Apr - 14 Apr
8.6/10 Excellent! (3,958 reviews)
"Great stay!"

Reviewed on 24 Mar 2025

River Hotel
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is €118 per night from 3 Apr to 4 Apr
€118
includes taxes & fees
3 Apr - 4 Apr
8.6/10 Excellent! (1,025 reviews)
"They made us feel right at home and accommodated us"

Reviewed on 24 Mar 2025

Crowne Plaza Chicago West Loop by IHG
See all 9,463 properties in Illinois
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 an Illinois holiday package cost?
We make it simple to travel somewhere new, with Illinois packages starting from as low as €1,274. You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and experiences to your itinerary?
How do I get a cheap travel package to Illinois?
Booking an Illinois holiday package with Expedia is a great way to save. We have access to more than 550 air carriers and 1,000,000 hotel options all over the world. With such a fabulous range to choose from, you’ll have no trouble pulling together your perfect escape.
Where should I stay in Illinois?
Chicago is a wonderful destination to visit. Here, you’ll find popular sights including Wrigley Field and Six Flags Great America. Joliet also draws in many travellers eager to check out some of the best attractions in Illinois. These include Rialto Square Theatre and Silver Cross Field.
What are the top hotels in Illinois?
Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton know how to make their guests feel welcome in Chicago. If you also plan to explore Galena, have a look at The Whitehall Hotel and Hyatt Regency Chicago. Both are popular with travellers.
How far in advance should I book my Illinois holiday?
Browse Expedia to compare international airfares as early as possible. In most cases, you can purchase a seat up to 12 months before departure. If you don’t see your preferred air carrier, or you’ve left things to the last moment, don’t worry. Cheap fares to Illinois sometimes occur within weeks of departure.
What does an Expedia Illinois travel package include?
Rental cars, flights and hotels — we have them covered. With Expedia, you can create your Illinois travel package however you want. All you have to do is determine what you need. Once you’ve made your booking, you can add on fun things like tours and activities. The more you bundle, the greater the savings!
What should I know before booking an Illinois travel package?
Locking in all the parts of your holiday together is one of the easiest ways to save. Bundle car rentals, airfares and hotels into one package. But your options don’t end at hotels. Expedia features all sorts of properties, including holiday rentals like mountain cabins and serviced residences. The list is almost endless!
Can I choose my airline with an Illinois Expedia holiday package?
Yes, definitely. Expedia has more than 550 airline partners to select from globally. With so much choice, finding the ideal carrier to fly you to Illinois won’t be difficult.
If I'm not able to travel, can I cancel my Illinois holiday package?
Because we know life can throw you a few curveballs, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Popular places to visit

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

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.

McCormick Place
Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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

What to do in Illinois

Flyover in Chicago

Flyover in Chicago

€35
per adult
96% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

€45
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

€41
per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Illinois
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.