Oglesby Vacations from ￥248,500

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The Latest Oglesby Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was ￥343,557, price is now ￥248,500 per person
￥248,500
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
The restrooms do not have built in ventilation and the hotel needs to be updated overall.

Reviewed on Aug 25, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥353,710, price is now ￥268,396 per person
￥268,396
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,316 reviews)
Staffs were super friendly and helpful. Buffet breakfast was great, location was near everything……

Reviewed on Aug 28, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was ￥358,844, price is now ￥278,143 per person
￥278,143
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Very nice hotel and staff were pleasant. The area is okay but if you go a block over it is nicer. The river walk is very close and inviting.

Reviewed on Aug 25, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was ￥323,910, price is now ￥251,450 per person
￥251,450
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Great location and room was fantastic! Only negatives were a lengthy check in and access to the outside deck was closed at 10 PM. Probably a good idea for that, but it would’ve been nice to go out there for a nightcap.

Reviewed on Aug 26, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was ￥409,499, price is now ￥319,112 per person
￥319,112
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,099 reviews)
The Hotel is very convenient, but needs updating. The bathrooms are old, etc. The staff was very friendly and the dining options are excellent and very convenient given you’re in the middle of the airport.

Reviewed on Aug 26, 2025

Find the Best Oglesby Vacation Packages

Oglesby Hotel Deals

Days Inn by Wyndham Oglesby/ Starved Rock

Days Inn by Wyndham Oglesby/ Starved Rock

2 out of 5
120 N Lewis Ave, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is ￥12,459 per night from Sep 4 to Sep 5
￥12,459
￥13,827 total
Sep 4 - Sep 5
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"Easy to check-in and reasonable fee for our dog. Staff quickly responded to our request for extra pillows because of our back issues."

Reviewed on Aug 21, 2025

Days Inn by Wyndham Oglesby/ Starved Rock
Best Western Oglesby Inn

Best Western Oglesby Inn

2.5 out of 5
900 Holiday Street, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is ￥16,052 per night from Sep 4 to Sep 5
￥16,052
￥17,814 total
Sep 4 - Sep 5
includes taxes & fees
Best Western Oglesby Inn
Starved rock area country ranch

Starved rock area country ranch

Oglesby
The price is ￥23,858 per night from Aug 31 to Sep 1
￥23,858
￥37,927 total
Aug 31 - Sep 1
includes taxes & fees
Starved rock area country ranch
See all 357 properties in Oglesby
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.

What to do in Oglesby

Single Guided Kayaking Tour near Chicago

Single Guided Kayaking Tour near Chicago

￥13,006
per adult
100% of travellers recommend
Single Guided Kayaking Tour near Chicago
Tandem Guided Kayak Tour Near Chicago

Tandem Guided Kayak Tour Near Chicago

￥8,720
per adult
Tandem Guided Kayak Tour Near Chicago
See all activities in Oglesby

Frequently asked questions

How much does an Oglesby vacation package cost?
You'll find cheap prices from ￥248,500 on Expedia for your Oglesby escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Oglesby costs.
What are the cheapest months to go to Oglesby?
If you're looking to snag a cheap Oglesby vacation package, consider visiting in December, January and February. You'll typically find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Oglesby?
The ideal duration of your Oglesby vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to tick off all the leading sights and discover some hidden spots along the way.
Is it worth booking a vacation package to Oglesby?
It's easy to see why an Oglesby vacation is on the to-do list of many travelers. Well-known attractions like Matthiessen State Park are just the start of things to keep you busy here.
How to find the best Oglesby package deals?
Begin your search for an Oglesby package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Oglesby package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oglesby escape off to a flying start.
Is it cheaper to book an Oglesby vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can customize your Oglesby getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Oglesby?
If you have your Oglesby travel dates finalized, book as early as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for traveling on a whim.
How to plan a trip to Oglesby?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to escape to Oglesby.
  2. Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that could arise during your trip to Oglesby.
  3. Decide how long to go away for: Now that you're up to speed on Oglesby, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the right Oglesby vacation package for you.

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