Grant Park Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 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

Top Flight + Hotel Deals in Grant Park

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
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The hotel Felix exceeded my expectations. I was pleasantly surprised. The room was clean and very nice. I highly recommend the Hoel Felix.

Reviewed on 20 Jul 2025

Claridge House

Claridge House

4 out of 5
Downtown Chicago
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,255 reviews)
Great breakfast options and welcoming vibe. Amazing location and overall great value.

Reviewed on 19 Jul 2025

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

4 out of 5
Downtown Chicago
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,211 reviews)
I enjoyed the experience. Tysm!

Reviewed on 20 Jul 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (229 reviews)
Absolutely loved it here! Would 100% stay again. This is the best location in Chicago for tourists. Super walkable, so much to do! Close to the train from the airport. The only thing is, the bed I had was like bolted to the wall so if you drop anything down the side, it’s basically gone forever so just be careful of that

Reviewed on 20 Jul 2025

Central Loop Hotel

Central Loop Hotel

4 out of 5
Downtown Chicago
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (1,796 reviews)
Good spot and reasonable quality

Reviewed on 20 Jul 2025

Top hotels in Grant Park

Comfort Inn Schererville

Comfort Inn Schererville

2.5 out of 5
1019 W. Lincoln Hwy, Schererville, IN
Fully refundableReserve now, pay when you stay
The price is €102 per night from 27 Jul to 28 Jul
€102
27 Jul - 28 Jul
includes taxes & fees
8.4/10 Very Good! (636 reviews)
"Had non-working frig in room replaced by friendly staff right away"

Reviewed on 16 Jul 2025

Comfort Inn Schererville
Hampton Inn & Suites Chicago Southland-Matteson

Hampton Inn & Suites Chicago Southland-Matteson

2.5 out of 5
20920 Matteson Avenue, Matteson, IL
Fully refundableReserve now, pay when you stay
The price is €147 per night from 3 Aug to 4 Aug
€147
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (903 reviews)
Weekend concert
"We were there for a concert, great location, clean rooms, we would stay here again."

Reviewed on 20 Jul 2025

Hampton Inn & Suites Chicago Southland-Matteson
Super 8 by Wyndham Monee

Super 8 by Wyndham Monee

2 out of 5
5825 W Monee Manhattan Rd, Monee, IL
Fully refundableReserve now, pay when you stay
The price is €67 per night from 3 Aug to 4 Aug
€67
3 Aug - 4 Aug
includes taxes & fees
6.8/10 (655 reviews)
"It was a good hotel"

Reviewed on 15 Jul 2025

Super 8 by Wyndham Monee
See all 161 properties in Grant Park
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 Grant Park holiday package cost?
You can pick up a holiday package to this top destination from €1,093 on Expedia. But how much your holiday to Grant Park costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Grant Park?
January, February and November are the best times to search for cheap Grant Park holiday packages. Travelling in quieter periods means you can typically find lower prices on flights and hotels.
How many days is enough for Grant Park?
With a well-organised itinerary, you can easily visit the top Grant Park sights in a few days. But if you prefer to discover hidden spots or go on day tours, consider booking your Grant Park holiday for longer.
How to find the best Grant Park package deals?
Begin your search for a Grant Park package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Grant Park package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Grant Park adventure underway.
Is it cheaper to book a Grant Park holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a customised Grant Park holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Grant Park?
If you have your Grant Park travel dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Grant Park?

  1. Pick your travel dates: What you want to do in Grant Park and your preferred season can help you decide when to go.
  2. Set your budget: Factor in costs like flights, food and transportation when working out how much to put aside for your trip to Grant Park. Then, choose a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide how long to go for: Now that you're up to speed on Grant Park, you can figure out the perfect length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Grant Park holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.