Leland Trip

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Top Leland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,781 reviews)
Great location and wonderful staff

Reviewed on 1 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.

Reviewed on 27 Jun 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Staff was very friendly and helpful. We had a great stay in every way possible!

Reviewed on 30 Jun 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The staff hospitality was incredible 💖

Reviewed on 2 Jul 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Comfortable, stylish, friendly hotel in a fabulous location near Millennium Park, Art Institute, and Riverwalk. Friendly staff throughout but the cherry on top was Antoine who checked our bags and arranged out transportation to the airport when we checked out

Reviewed on 29 Jun 2025

Top hotels in Leland

Grand Bear Resort at Starved Rock
Grand Bear Resort at Starved Rock
3 out of 5
2643 IL-178, Utica, IL
The price is ₹15,272 per night from 13 Jul to 14 Jul
₹15,272
₹17,457 total
13 Jul - 14 Jul
includes taxes & fees
7.2/10 Good! (845 reviews)
"Great water park clean facilities and close to starved rock . Perfect place for families"

Reviewed on 30 Jun 2025

Grand Bear Resort at Starved Rock
Holiday Inn Express & Suites Yorkville by IHG
Holiday Inn Express & Suites Yorkville by IHG
2.5 out of 5
577 E KENDALL DRIVE, Yorkville, IL
Fully refundable
The price is ₹7,971 per night from 13 Jul to 14 Jul
₹7,971
₹8,926 total
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (547 reviews)
"Nice & clean & a good friendly staff. Only issue was with the Breakfast they ad ertized to be served until 9:30am. 3 days in a row all Eggs, Bacon & Pancakes were gone for many with Family to eat. When I asked if she could bring more out as Holiday Inn express advertising os Breakfast until ..."

Reviewed on 2 Jul 2025

Holiday Inn Express & Suites Yorkville by IHG
Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG
Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG
3.5 out of 5
2558 N 3653 Road, Sheridan, IL
Fully refundable
The price is ₹7,855 per night from 10 Jul to 11 Jul
₹7,855
₹9,902 total
10 Jul - 11 Jul
includes taxes & fees
8.2/10 Very Good! (539 reviews)
"Been staying there for years always a relaxing experiance"

Reviewed on 26 Jun 2025

Holiday Inn Club Vacations Fox River Resort at Sheridan by IHG
See all 331 properties in Leland
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 Leland holiday package cost?
You can snap up a holiday package to this top destination from ₹47,490 on Expedia. However, how much your holiday to Leland costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Leland?
January, February and November are great times to search for cheap Leland holiday packages. Travelling in quieter periods means you'll typically find lower prices on flights and accommodation.
How many days is enough for Leland?
Usually, a handful of days is enough to tick off the top sights during your Leland holiday. However, if you want to have some time to rest or go on day trips, think about extending your trip.
How to find the best Leland package deals?
Landing a cheap Leland package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Leland package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Leland holiday as a package?
You can enjoy significant savings on your Leland getaway by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Leland?
If you've got your Leland travel dates locked in, book as early as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Leland?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Leland.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Leland.
  3. Decide how many days away: Start by compiling a list of the sights and activities you want to get to in Leland. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the ideal Leland holiday package for you.

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