Oswego Vacations from ¥267,392

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The Latest Oswego Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
Swissotel - Chicago
Trump International Hotel & Tower Chicago
Embassy Suites by Hilton Chicago Downtown River North
Arlo Chicago

Find the Best Oswego Vacation Packages

Oswego Hotel Deals

Best Western Oswego Hotel
Best Western Oswego Hotel
2.5 out of 5
2055 Wiesbrook Dr, Oswego, IL
Fully refundableReserve now, pay when you stay
The price is ¥12,609 per night from Apr 7 to Apr 8
¥12,609
¥13,742 total
includes taxes & fees
Apr 7 - Apr 8
8.6/10 Excellent! (647 reviews)
Best hotel in area
"Great staff very helpful and informative great breakfast good hospitality beds could be a bit softer but i sleep on a memory foam mattress at home showers could be updated but wont stop us from staying here in the future 2nd year staying here for our vacation pool was drained when we arrived for ..."

Reviewed on Mar 29, 2025

Best Western Oswego Hotel
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 ¥14,539 per night from Apr 2 to Apr 3
¥14,539
¥19,156 total
includes taxes & fees
Apr 2 - Apr 3
8.4/10 Very Good! (1,059 reviews)
"Awesome service"

Reviewed on Mar 31, 2025

The Champagne Lodge & Luxury Suites
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is ¥7,493 per night from Apr 2 to Apr 3
¥7,493
¥8,353 total
includes taxes & fees
Apr 2 - Apr 3
7.8/10 Good! (1,006 reviews)
"Tv not working."

Reviewed on Mar 29, 2025

Motel 6 Naperville, IL
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 from ¥267,392 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 many days is enough for Oswego?
With a well-organized travel plan, you can easily tick off the most popular Oswego attractions in a few days. But if you’d like to venture off the beaten track or take day trips, think about booking your Oswego vacation for longer.
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

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