Oglesby Holidays from £1,037

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Your Oglesby Holiday

There's no better way to embark on an adventure than with one of our holiday packages to Oglesby. The small-town feel and friendly locals are a couple of the countless reasons you'll want to visit this fascinating city. Make your trip to Oglesby even more fulfilling by including some sightseeing. Starved Rock State Park, Grand Bear Falls Indoor Water Park and Matthiessen State Park are among the leading attractions you'll want to explore. Stop dreaming and start adventuring. Check out the many options on Expedia today and finally put your Oglesby holiday plans into gear!

Top Oglesby Flight + Hotel Deals

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
Price was £1,493, price is now £1,037 per person
£1,037
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Excellent spot, in the perfect location. Parking at the property is pretty expensive, but there are cheaper parking garages close by.

Reviewed on 6 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,940, price is now £2,278 per person
£2,278
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.

Reviewed on 2 Jul 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,895, price is now £1,317 per person
£1,317
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Smooth check in to check out

Reviewed on 7 Jul 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,895, price is now £2,012 per person
£2,012
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.8/10 Exceptional! (1,008 reviews)
The most helpful staff. The most comfortable bed. The most luxurious bathroom. The Peninsula is unrivaled amongst the five-star hotels. Cannot wait to return yet again!

Reviewed on 5 Jul 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,778, price is now £1,932 per person
£1,932
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)
The best hotel we have ever stayed at!

Reviewed on 6 Jul 2026

Oglesby Essential Information

Language
English
Currency
U.S dollars
Population
3,600
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Starved Rock State Park, Matthiessen State Park and Grand Bear Falls Indoor Water Park

Top hotels in Oglesby

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 £74 per night from 16 Jul to 17 Jul
£74
16 Jul - 17 Jul
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
"It's a good location for people wanting to hike at Starved Rock."

Reviewed on 6 Jul 2026

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 £90 per night from 8 Jul to 9 Jul
£90
8 Jul - 9 Jul
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"Nos quedamos por la alberca pero la agua fría y al entrar olía a cigarro y el cuarto a humedad Si está limpio y el desayuno está bien por el precio está bien"

Reviewed on 5 Jul 2026

Best Western Oglesby Inn
Starved rock area country ranch

Starved rock area country ranch

Oglesby IL
The price is £195 per night from 8 Jul to 9 Jul
£195
8 Jul - 9 Jul
includes taxes & fees
9.2/10 Wonderful! (28 reviews)
"The property was good, but the oven didn’t work and the water smelled. And then the host messaged me many days later to accuse me of breaking a stove that we didn’t even touch. I am refusing to pay for something that I did not break, even touch, or really can’t even tell you what the stove looked ..."

Reviewed on 25 Jun 2026

Starved rock area country ranch
See all 360 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.
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Stay near popular Oglesby attractions

Matthiessen State Park

9.4/10 (216 reviews)
Carved by ancient glaciers, this park features dramatic sandstone canyons and cascading waterfalls. Explore five miles of trails through verdant forests and discover hidden geological wonders at your own pace.
See properties

Frequently asked questions

How much does an Oglesby travel package cost?
Get your credit card ready, because a trip to Oglesby starts from just £1,037. When you bundle your hotels, flights and car rentals into a travel package, you'll score the best deals.
If I'm not able to travel, can I cancel my Oglesby travel package?
You can cancel your Oglesby booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Oglesby?
Bundle your hotels and flights, add extras such as a rental car or activities, and save with an Oglesby travel package. You won't just score amazing discounts on your adventure — you'll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 properties around the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Oglesby holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply pick the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that suit all budgets, so you can lock in that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment plan. Put down a small deposit on your booking and then get on your way.

Where should I stay in Oglesby?
Close to the action. Many visitors favor hotels in the vicinity of popular sights, such as Matthiessen State Park, Deer Park Country Club and Lock 16 Visitor Centre & LaSalle Canal Boat.
What are the top hotels in Oglesby?
Get your trip off to a good start by booking a stay at Hyatt Regency Chicago. It's one of most sought-after hotels in Oglesby. Another cosy option is The Godfrey Hotel Chicago.
How far in advance should I book my Oglesby holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Oglesby sometimes occur a few weeks before departure.
What does an Expedia Oglesby travel package include?
It comes down to what you're looking for. If you're travelling by yourself, you might decide to bundle hotels and flights. Taking the whole crew to Oglesby? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom to customize your travel package.
What should I know before booking an Oglesby travel package?
When you book your flights, hotels and car rentals together, you'll be rewarded with terrific discounts. Whether you're organising a rural escape in a cottage or would rather stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with an Oglesby Expedia travel package?
With a travel package, you're the one in charge. Whether you'd prefer to fly to Oglesby in economy or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners worldwide.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.