Search Cheap Flights to
Oswego

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Oswego Flights as Low as $63

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

Spirit Airlines
Tue, Aug 5 - Wed, Aug 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 21 hours ago
$63
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 6, priced at $63 found 21 hours ago
Spirit Airlines
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
ORD
O'Hare Intl.
$90 Roundtrip, found 10 hours ago
$90
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Tue, Sep 30, priced at $90 found 10 hours ago
United
Sat, Aug 16 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $91 found 1 day ago
Delta
Sat, Aug 16 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $91 found 1 day ago
Delta
Sun, Sep 28 - Tue, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Sep 28 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 30, priced at $98 found 2 days ago
Frontier Airlines
Sat, Jul 26 - Sat, Aug 2
MCO
Orlando Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 5 days ago
$100
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jul 26 from Orlando Intl. to O'Hare Intl., returning Sat, Aug 2, priced at $100 found 5 days ago
Spirit Airlines
Mon, Aug 4 - Thu, Aug 7
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Aug 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Aug 7, priced at $110 found 1 day ago
Frontier Airlines
Tue, Aug 5 - Sat, Aug 9
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$127 Roundtrip, found 9 hours ago
$127
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Aug 9, priced at $127 found 9 hours ago
Spirit Airlines
Tue, Aug 26 - Sat, Aug 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 7 hours ago
$130
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Tue, Aug 26 from Los Angeles Intl. to O'Hare Intl., returning Sat, Aug 30, priced at $130 found 7 hours ago
Spirit Airlines
Fri, Oct 3 - Mon, Oct 6
TPA
Tampa Intl.
ORD
O'Hare Intl.
$136 Roundtrip, found 3 days ago
$136
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Oct 3 from Tampa Intl. to O'Hare Intl., returning Mon, Oct 6, priced at $136 found 3 days ago
Frontier Airlines
Sat, Sep 13 - Sun, Sep 14
MCO
Orlando Intl.
MDW
Midway Intl.
$146 Roundtrip, found 6 days ago
$146
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Sep 13 from Orlando Intl. to Midway Intl., returning Sun, Sep 14, priced at $146 found 6 days ago
Frontier Airlines
Thu, Jul 31 - Thu, Aug 7
TPA
Tampa Intl.
MDW
Midway Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jul 31 from Tampa Intl. to Midway Intl., returning Thu, Aug 7, priced at $152 found 2 days ago
Delta
Tue, Aug 12 - Wed, Aug 13
DAL
Love Field
MDW
Midway Intl.
$174 Roundtrip, found 4 days ago
$174
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 12 from Love Field to Midway Intl., returning Wed, Aug 13, priced at $174 found 4 days ago
Delta
Tue, Aug 19 - Tue, Aug 19
DAL
Love Field
ORD
O'Hare Intl.
$194 Roundtrip, found 20 hours ago
$194
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Aug 19 from Love Field to O'Hare Intl., returning Tue, Aug 19, priced at $194 found 20 hours ago
Delta
Tue, Nov 4 - Tue, Nov 11
LGA
LaGuardia
MDW
Midway Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 4 from LaGuardia to Midway Intl., returning Tue, Nov 11, priced at $217 found 1 day ago
Delta
Tue, Sep 2 - Wed, Sep 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$251 Roundtrip, found 14 hours ago
$251
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Sep 2 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 3, priced at $251 found 14 hours 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 August, 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 $63, 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 $63 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$63

Last Minute Hotel Deals in Oswego

Best Western Oswego Hotel
Best Western Oswego Hotel
2.5 out of 5
2055 Wiesbrook Dr, Oswego, IL
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! (698 reviews)
"Definitely would recommend and would stay when in town to visit family. Thank you for a pleasant experience"

Reviewed on Jul 11, 2025

Get rates
Best Western Oswego Hotel
DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
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! (1,018 reviews)
"It was a very nice hotel. We really enjoyed our stay."

Reviewed on Jul 8, 2025

Get rates
DoubleTree by Hilton Lisle Naperville
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
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (2,109 reviews)
"Great!!"

Reviewed on Jul 11, 2025

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SureStay Plus Hotel by Best Western Chicago Lombard
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
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. ...
7.8/10 Good! (1,008 reviews)
"Very quiet and good parking"

Reviewed on Jul 8, 2025

Get rates
Motel 6 Naperville, IL
The Champagne Lodge & Luxury Suites
The Champagne Lodge & Luxury Suites
3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
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! (1,154 reviews)
"Great"

Reviewed on Jul 9, 2025

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The Champagne Lodge & Luxury Suites
The Westin Chicago Lombard
The Westin Chicago Lombard
4 out of 5
70 Yorktown Center, Lombard, IL
Stay at this 4-star business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.8/10 Excellent! (1,001 reviews)
"Great property and very helpful staff."

Reviewed on Jul 6, 2025

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The Westin Chicago Lombard
Chicago Club Inn & Suites
Chicago Club Inn & Suites
3 out of 5
630 Pasquinelli Dr, Westmont, IL
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 ...
7/10 Good! (1,236 reviews)
"Friendly staff"

Reviewed on Jul 12, 2025

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Chicago Club Inn & Suites
Delta Hotels by Marriott Chicago Willowbrook
Delta Hotels by Marriott Chicago Willowbrook
3 out of 5
7800 Kingery Hwy, Willowbrook, IL
Book a stay at this business-friendly hotel in Willowbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
8.2/10 Very Good! (430 reviews)
"Staff was helpful but room wasn’t ready till an hour and a half after the initial check in time."

Reviewed on Jul 4, 2025

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Delta Hotels by Marriott Chicago Willowbrook
See all 598 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.