Oswego Holidays from £1,134
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Your Oswego Holiday
Our holiday packages to Oswego offer countless opportunities to enjoy new sights, sounds and smells. And with all of the travel arrangements taken care of, you can breathe easy and enjoy your city escape in the way that you deserve. Aurora University, Hollywood Casino Aurora and Raging Waves Waterpark are just a few of the many attractions worth checking out during your trip to Oswego. Expedia is here to help you escape your routine. Tailor your holiday to Oswego to suit your travel style, whatever that may be!
Top Oswego Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Downtown Chicago
£1,134
per person
13 Nov - 20 Nov
found 9 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (2,218 reviews)
Great location. Nice room. Need more light.
Bathroom night light was a great touch.
Basic breakfast but nice to have.
Reviewed on 31 Aug 2026
Oswego Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 34,000 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Raging Waves Waterpark, Paramount Theatre and Splash Country Waterpark |
Top hotels in Oswego
Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
£70
20 Sept - 21 Sept
includes taxes & fees
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
£46
30 Sept - 1 Oct
includes taxes & fees
7.2/10 Good! (1,768 reviews)
"The hotel needs some remodeling, but overall my stay was peaceful, and the staff were pleasant and helpful. This is my second time at this place."
Reviewed on 1 Sept 2026
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
£77
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (2,990 reviews)
"Breakfast was not as good as I heard. The carpet was not clean and towels were not replaced for three days."
Reviewed on 1 Sept 2026
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.
Stay near popular Oswego attractions
Hudson Crossing Park
6.0/10 (4 reviews)
A riverside sanctuary with accessible playgrounds, ziplines, and serene picnic spots along the Fox River. Explore the Egret sculpture garden or cross the pedestrian bridge for peaceful views of Waubonsie Creek.
Fox Valley Winery
6.8/10 (5 reviews)
Fox Valley Winery showcases wines from grapes grown along the scenic Fox River Valley. Sample their diverse selection in the tasting room while admiring local artwork on display.
Keller's Farmstand
This family-run farmstand offers seasonal delights from apple picking to a corn maze. Savour homegrown produce and fresh-baked treats while enjoying authentic farm activities during the vibrant fall festivities.
Frequently asked questions
How much does an Oswego travel package cost?
Get set to book, because a getaway to Oswego starts from just £1,134. When you bundle your hotels, flights and car rentals into a travel package, you'll score the lowest prices.
If I'm not able to travel, can I cancel my Oswego travel package?
You can. We understand that things don't always go to plan, so we're here to help if you need to make changes to your Oswego travel package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Oswego?
Book everything in one place with our Oswego travel packages. You'll discover deals on hotels, flights, tours and more that'll keep your budget happy and your sense of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotels all over the world to pick from, there are endless opportunities to mix and match your own way.
Does Expedia offer Book Now, Pay Later Oswego holidays?
Yes. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Remember to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:
- Pay monthly holidays: Klarna has easy monthly payment plans that work for all budget sizes, so you can book that well-deserved holiday now.
- Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.
Where should I stay in Oswego?
If you plan to check out Hudson Crossing Park, forget about commuting and book a hotel nearby. It's one of the top attractions in this area.
What are the top hotels in Oswego?
If it's your very first time in Oswego, make a reservation at Holiday Inn Express & Suites Yorkville, an IHG Hotel or Hampton Inn Yorkville. Both offer friendly service and are popular options with many travellers.
How far in advance should I book my Oswego holiday?
Smart travellers will likely want to book as early as possible. You can normally start comparing international fares on Expedia up to a year before your intended flight. If you're late to book, don't stress. Low prices occasionally occur in the last weeks before departure.
What does an Expedia Oswego travel package include?
Hotels, flights and car rentals — we connect you to the best deals. All you'll have to do is decide on your preferred combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to customize an exciting Oswego holiday.
What should I know before booking an Oswego travel package?
Booking all the parts of your getaway together is a great way to save. Combine your car rentals, airfares and hotels into a tidy little package. But you're not restricted to hotels. Expedia has all kinds of properties, including holiday rentals like oceanfront condos and city residences. You've got choices galore!
Can I choose my airline with an Oswego Expedia travel package?
Most definitely. Expedia has more than 550 airline partners to select from globally. With all that choice at your fingertips, finding the perfect carrier to take you to Oswego shouldn't be hard.
* 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.
