Search Cheap Flights to
Oswego

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Oswego Flights as Low as $68

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Feb 12 - Wed, Feb 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Feb 19, priced at $68 found 1 day ago
Frontier Airlines
Sat, Jan 25 - Sat, Feb 1
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 25 from Sky Harbor Intl. to O'Hare Intl., returning Sat, Feb 1, priced at $78 found 3 days ago
Frontier Airlines
Sat, Mar 1 - Tue, Mar 18
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$88 Roundtrip, found 19 hours ago
$88
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Mar 18, priced at $88 found 19 hours ago
Spirit Airlines
Wed, Jan 8 - Wed, Jan 8
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Jan 8 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Jan 8, priced at $88 found 6 days ago
Frontier Airlines
Sat, Jan 11 - Mon, Jan 13
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$104 Roundtrip, found 5 days ago
$104
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jan 11 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Mon, Jan 13, priced at $104 found 5 days ago
Frontier Airlines
Sat, Jan 18 - Thu, Jan 23
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 18 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, Jan 23, priced at $118 found 3 days ago
Frontier Airlines
Sat, Feb 15 - Mon, Feb 24
ONT
Los Angeles - Ontario Intl.
MDW
Midway Intl.
$118 Roundtrip, found 16 hours ago
$118
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Feb 15 from Los Angeles - Ontario Intl. to Midway Intl., returning Mon, Feb 24, priced at $118 found 16 hours ago
Frontier Airlines
Sat, Feb 15 - Wed, Feb 19
ONT
Los Angeles - Ontario Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 5 days ago
$134
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Feb 15 from Los Angeles - Ontario Intl. to O'Hare Intl., returning Wed, Feb 19, priced at $134 found 5 days ago
United
Sat, Jan 18 - Tue, Jan 21
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$139 Roundtrip, found 3 days ago
$139
Roundtrip
found 3 days ago
Select United flight, departing Sat, Jan 18 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Tue, Jan 21, priced at $139 found 3 days ago
American Airlines
Sat, Feb 15 - Sat, Feb 22
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Feb 15 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Feb 22, priced at $157 found 6 days ago
Contour Airlines
Thu, Jan 9 - Mon, Jan 13
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 9 hours ago
$189
Roundtrip
found 9 hours ago
Select Contour Airlines flight, departing Thu, Jan 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jan 13, priced at $189 found 9 hours ago
Frontier Airlines
Fri, Dec 27 - Mon, Jan 6
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$238 Roundtrip, found 12 hours ago
$238
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Fri, Dec 27 from Sky Harbor Intl. to Midway Intl., returning Mon, Jan 6, priced at $238 found 12 hours ago
Delta
Sat, Feb 15 - Sat, Feb 22
DAL
Love Field
ORD
O'Hare Intl.
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Feb 15 from Love Field to O'Hare Intl., returning Sat, Feb 22, priced at $247 found 6 days ago
Delta
Thu, Mar 13 - Sat, Mar 15
DTW
Detroit Metropolitan Wayne County
MDW
Midway Intl.
$273 Roundtrip, found 20 hours ago
$273
Roundtrip
found 20 hours ago
Select Delta flight, departing Thu, Mar 13 from Detroit Metropolitan Wayne County to Midway Intl., returning Sat, Mar 15, priced at $273 found 20 hours ago
Delta
Thu, Jan 16 - Sun, Jan 19
DAL
Love Field
MDW
Midway Intl.
$346 Roundtrip, found 5 days ago
$346
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Jan 16 from Love Field to Midway Intl., returning Sun, Jan 19, priced at $346 found 5 days ago
Spirit Airlines
Tue, Dec 24 - Mon, Dec 30
DTW
Detroit Metropolitan Wayne County
ORD
O'Hare Intl.
$387 Roundtrip, found 4 days ago
$387
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Dec 24 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Mon, Dec 30, priced at $387 found 4 days ago

Cheap Flights to Oswego

Fall in love at first flight with your vacation to Oswego by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Oswego on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Oswego, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Oswego

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Oswego with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Oswego?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Oswego are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oswego?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Oswego.

What airport is best to fly into Oswego?

When you’re planning your trip to Oswego, convenience is the name of the game. Luckily, Oswego Dupage Airport is nearby so you can deplane and get going on checking off everything on your Oswego must-do list.

How much are flights to Oswego?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oswego on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $68, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Oswego?

The trick to saving a stack of cash on your flight to Oswego? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $68 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$68

Last Minute Hotel Deals in Oswego

Best Western Oswego Hotel
Best Western Oswego Hotel
2.5 out of 5
2055 Wiesbrook Dr, Oswego, IL
The price is $103 per night from Dec 29 to Dec 30
$103
includes taxes & fees
Dec 29 - Dec 30
Book a stay at this business-friendly hotel in Oswego. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (604 reviews)
"Great staff, clean facility. Highly recommend."

Reviewed on Dec 15, 2024

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 $126 per night from Dec 25 to Dec 26
$126
includes taxes & fees
Dec 25 - Dec 26
Stay at this 3.5-star boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,007 reviews)
"Definitely will go back!"

Reviewed on Dec 20, 2024

The Champagne Lodge & Luxury Suites
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
The price is $85 per night from Dec 24 to Dec 25
$85
includes taxes & fees
Dec 24 - Dec 25
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,891 reviews)
"Great customer service"

Reviewed on Dec 20, 2024

SureStay Plus Hotel by Best Western Chicago Lombard
Red Roof Inn Chicago - Joliet
Red Roof Inn Chicago - Joliet
2 out of 5
1750 Mcdonough St, Joliet, IL
The price is $59 per night from Dec 24 to Dec 25
$59
includes taxes & fees
Dec 24 - Dec 25
Stay at this hotel in Joliet. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.6/10 (1,005 reviews)
"Great"

Reviewed on Dec 15, 2024

Red Roof Inn Chicago - Joliet
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
The price is $56 per night from Dec 28 to Dec 29
$56
includes taxes & fees
Dec 28 - Dec 29
Stay at this motel in Naperville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (1,003 reviews)
"Nice and quiet"

Reviewed on Dec 10, 2024

Motel 6 Naperville, IL
Red Roof Inn PLUS+ Chicago - Willowbrook
Red Roof Inn PLUS+ Chicago - Willowbrook
2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
The price is $61 per night from Dec 30 to Dec 31
$61
includes taxes & fees
Dec 30 - Dec 31
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.2/10 (1,001 reviews)
"Clean, nice room"

Reviewed on Dec 21, 2024

Red Roof Inn PLUS+ Chicago - Willowbrook
DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
The price is $88 per night from Dec 30 to Dec 31
$88
includes taxes & fees
Dec 30 - Dec 31
Stay at this 4-star business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (1,002 reviews)
"The bar, restaurant and especially the hot tub great ambience very clean! Coming back soon!💕"

Reviewed on Dec 15, 2024

DoubleTree by Hilton Lisle Naperville
Chicago Club Inn & Suites
Chicago Club Inn & Suites
3 out of 5
630 Pasquinelli Dr, Westmont, IL
The price is $66 per night from Jan 5 to Jan 6
$66
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 3-star business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
6.6/10 (1,129 reviews)
"Very nice facility and staff. The rooms are amazing and spacious"

Reviewed on Dec 20, 2024

Chicago Club Inn & Suites
See all 546 properties in Oswego
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.