Oswego Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AED 148 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Oswego Vacation Packages

Oswego Hotel Deals

SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is AED 297 per night from Apr 16 to Apr 17
AED 297
AED 330 total
includes taxes & fees
16 Apr - 17 Apr
8.8/10 Excellent! (2,017 reviews)
"Staff members were amazing"

Reviewed on 14 April 2025

SureStay Plus Hotel by Best Western Chicago Lombard
The Champagne Lodge & Luxury Suites
The Champagne Lodge & Luxury Suites
3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is AED 364 per night from May 5 to May 6
AED 364
AED 477 total
includes taxes & fees
5 May - 6 May
8.4/10 Very Good! (1,083 reviews)
"Sound proof"

Reviewed on 11 April 2025

The Champagne Lodge & Luxury Suites
DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is AED 306 per night from Apr 27 to Apr 28
AED 306
AED 339 total
includes taxes & fees
27 Apr - 28 Apr
7.8/10 Good! (1,008 reviews)
"Chilly in the winter. Very affordable and great service!"

Reviewed on 15 April 2025

DoubleTree by Hilton Lisle Naperville
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 an Oswego vacation package cost?
You’ll find cheap prices on Expedia for your Oswego escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Oswego costs.
What are the cheapest months to go to Oswego?
January, February and November are the best times to look for cheap Oswego vacation packages. Opting to travel in quieter months means you can typically find better prices on flights and hotels.
How to find the best Oswego package deals?
Start your search for an Oswego package deal by entering your travel dates and destination under our “Packages” tab. Then apply some filters, like “Property type” and “Popular locations,” to tailor the results to your exact style. You can also sort by “Package discount” and browse offers that come with irresistible savings. If you don’t find the ideal Oswego package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oswego adventure underway.
Is it cheaper to book an Oswego vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You’ll usually get a better deal than booking each component individually. And you’ll still get the freedom to create a personalized Oswego vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Oswego?
If you’re planning an impromptu Oswego adventure, check out our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Oswego?

  1. Choose when to travel: Check your schedule and get packing. Your favorite time of year and the activities on offer will also help you decide when to escape to Oswego.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Oswego. Then, choose a property that works with your budget, whether that’s a wallet-friendly stay or a high-end retreat.
  3. Decide your trip length: Think about how much time you want to spend exploring Oswego. Plan your days so you can get to all the attractions and activities you’re interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left is to find an Oswego vacation package that brings all your bookings together.

Discover the most popular places to visit in Oswego