Oglesby Vacation Packages 2025/2026 from $284

Oglesby flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$284

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Art Villa

West Town

Save 100% on your flight

$514

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$428

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Waldorf Astoria Chicago

Downtown Chicago

Save 100% on your flight

$1,084

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$398

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

Popular places to visit

Matthiessen State Park

5/5(57 reviews)

You can take time to visit Matthiessen State Park during your travels to Oglesby. Amble around this family-friendly area's parks, or seek out the hiking trails.

Illinois Valley Community College

4.5/5(5 reviews)

Explore the campus of Illinois Valley Community College as part of your travels around Oglesby. Amble around this relaxing area's parks, or seek out the hiking trails.

Deer Park Country Club

4/5(6 reviews)

Enjoy a round of golf in Oglesby at Deer Park Country Club. Wander around the parks in this family-friendly area, or simply enjoy its restaurants.

Frequently asked questions

How much are vacation packages to Oglesby?

Enjoy a memorable travel experience in Oglesby with a vacation package starting at just $284. Organizing your flights, tours and hotels with Travelocity is so easy. And even better, our vacation deals will leave you with more cash in your pocket for fun times.

How long should my Oglesby vacation be?

Many visitors pack their suitcase and vacation in Oglesby for about 2 nights. That gives you some guidance, but don't let it restrict you. Whether you just stay for a couple of days to see the big attractions or hang around to uncover hidden gems, an unforgettable journey awaits.

Where can I get the best vacation package deals for Oglesby?

There are terrific Oglesby package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Remember this when you're ready to check another place off your must-visit list.

Why should I book my Oglesby vacation bundle with Travelocity?

Whether you're planning a weeks-long vacation or a last-minute weekend escape, we have lots of amazing destinations to choose from at an affordable rate. On top of that, we provide 24/7 customer support, superb service and a Price Match Guarantee. Save yourself time and money and lock in your dream vacation now.

Can I save on my Oglesby car rental if I book it with hotels and flights?

You sure can — combine your car, flight and hotel into an Oglesby vacation package and you can save plenty. With so many places to explore in Oglesby, having your own set of wheels will make exploring a joy. Once you've buckled up, crank up the tunes and find your way to Wrigley Field, a famous sight around 85 mi from Oglesby.

Which airport is best for Oglesby?

There's a very good chance you'll touch down at Greater Peoria Regional Airport (PIA), located 55 mi southwest of downtown Oglesby. Central Illinois Regional Airport (BMI) (55 mi away from central Oglesby) and Lewis University Airport (LOT) (55 mi away from central Oglesby) are other choices.

What is there to do in Oglesby?

Oglesby is overflowing with sights to explore, including Matthiessen State Park and Deer Park Country Club. These well-known attractions are at the top of most tourists' must-see lists.

Where should I stay when visiting Oglesby?

If you're searching for someplace comfortable to lay your head, have a look at the Best Western Oglesby Inn. It's the top choice for many visitors.