Cheap Oak Park Vacation Packages

You’re on the hunt for a steal of a deal on your Oak Park vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Oak Park hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Oak Park vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Oak Park for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to Oak Park?

When you want to book the very best Oak Park getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Oak Park for as low as $424 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Oak Park?

Looking to save some extra cash on your Oak Park vacation? Try going on your getaway in , which is the off-season, and avoid the most popular time to vacation in the month of . Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Oak Park?

If scoring the very best deal on your Oak Park vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Oak Park vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $424.

Can I vacation in Oak Park right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Oak Park right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

What does Hotwire Oak Park travel package include?

When you book a package deal on Hotwire, you can expect a Oak Park vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.

Oak Park Flight + Hotel Packages

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

The Westin Michigan Avenue Chicago

per person

Jul 4 - Jul 7

Roundtrip flight included

Washington (IAD) to Chicago (ORD)

Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Congress Plaza Hotel

Save 100% on your flight

per person

Jul 21 - Jul 26

Roundtrip flight included

Norfolk (ORF) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.

LondonHouse Chicago, Curio Collection by Hilton

Save 100% on your flight

per person

Jul 21 - Jul 26

Roundtrip flight included

Norfolk (ORF) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Level Chicago – Old Town

Save 100% on your flight

per person

Jul 21 - Jul 26

Roundtrip flight included

Norfolk (ORF) to Chicago (ORD)

Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Save 100% on your flight

per person

Jul 21 - Jul 26

Roundtrip flight included

Norfolk (ORF) to Chicago (ORD)

Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Peninsula Chicago

Save 100% on your flight

per person

Jul 21 - Jul 26

Roundtrip flight included

Norfolk (ORF) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

DoubleTree by Hilton Chicago - Magnificent Mile

per person

Jun 21 - Jun 23

Roundtrip flight included

Dayton (DAY) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Kinzie Hotel

per person

Jul 21 - Jul 26

Roundtrip flight included

Norfolk (ORF) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy room service, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.