Search Cheap Flights to
Oswego

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Oswego Flights as Low as $72

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

Spirit Airlines
Wed, Aug 27 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 1 day ago
$72
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $72 found 1 day ago
Frontier Airlines
Thu, Sep 4 - Mon, Sep 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 1 hour ago
$90
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Sep 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $90 found 1 hour ago
American Airlines
Wed, Oct 15 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$93 Roundtrip, found 8 hours ago
$93
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Oct 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Oct 22, priced at $93 found 8 hours ago
Frontier Airlines
Sun, Sep 28 - Wed, Oct 1
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$100 Roundtrip, found 7 hours ago
$100
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sun, Sep 28 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Oct 1, priced at $100 found 7 hours ago
Spirit Airlines
Tue, Oct 7 - Wed, Oct 15
LGA
LaGuardia
ORD
O'Hare Intl.
$110 Roundtrip, found 5 days ago
$110
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Oct 7 from LaGuardia to O'Hare Intl., returning Wed, Oct 15, priced at $110 found 5 days ago
Spirit Airlines
Fri, Oct 17 - Mon, Oct 20
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 3 days ago
$120
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Oct 17 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Oct 20, priced at $120 found 3 days ago
Frontier Airlines
Wed, Oct 22 - Sat, Oct 25
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Oct 22 from John F. Kennedy Intl. to O'Hare Intl., returning Sat, Oct 25, priced at $123 found 4 days ago
Spirit Airlines
Tue, Sep 9 - Sun, Sep 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 3 days ago
$128
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Sep 9 from Los Angeles Intl. to O'Hare Intl., returning Sun, Sep 14, priced at $128 found 3 days ago
Frontier Airlines
Mon, Sep 8 - Mon, Sep 15
RDU
Raleigh - Durham Intl.
ORD
O'Hare Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Sep 8 from Raleigh - Durham Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $155 found 4 days ago
Frontier Airlines
Mon, Aug 25 - Wed, Sep 3
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 25 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Sep 3, priced at $160 found 1 day ago
Frontier Airlines
Sat, Aug 9 - Sat, Aug 16
RDU
Raleigh - Durham Intl.
MDW
Midway Intl.
$191 Roundtrip, found 5 days ago
$191
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 9 from Raleigh - Durham Intl. to Midway Intl., returning Sat, Aug 16, priced at $191 found 5 days ago
Delta
Tue, Sep 9 - Tue, Sep 9
DAL
Love Field
ORD
O'Hare Intl.
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 9 from Love Field to O'Hare Intl., returning Tue, Sep 9, priced at $194 found 3 days ago
Delta
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 6 from Love Field to Midway Intl., returning Tue, Sep 9, priced at $197 found 2 days ago
Frontier Airlines
Sat, Aug 30 - Wed, Sep 3
LGA
LaGuardia
MDW
Midway Intl.
$208 Roundtrip, found 7 hours ago
$208
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Aug 30 from LaGuardia to Midway Intl., returning Wed, Sep 3, priced at $208 found 7 hours ago
Delta
Tue, Nov 4 - Tue, Nov 11
JFK
John F. Kennedy Intl.
MDW
Midway Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Nov 4 from John F. Kennedy Intl. to Midway Intl., returning Tue, Nov 11, priced at $217 found 4 days ago
Frontier Airlines
Wed, Aug 6 - Wed, Aug 13
LAX
Los Angeles Intl.
MDW
Midway Intl.
$246 Roundtrip, found 19 hours ago
$246
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Wed, Aug 6 from Los Angeles Intl. to Midway Intl., returning Wed, Aug 13, priced at $246 found 19 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 $72, 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 $72 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$72

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! (714 reviews)
"Great service, but elevator didn’t work the entire time of our stay."

Reviewed on Aug 1, 2025

Get rates
Best Western Oswego Hotel
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! (2,169 reviews)
"Good"

Reviewed on Aug 4, 2025

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SureStay Plus Hotel by Best Western 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 ...
6.8/10 (1,241 reviews)
"At first, I was a little hesitant about staying here due to the reviews I read before booking, and hoping they could improve in those areas, I took a chance. It truly exceeded my expectations. The staff was very helpful and friendly. The room was clean and very quiet, and the breakfast was well-prepared ..."

Reviewed on Aug 4, 2025

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Chicago Club Inn & Suites
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! (1,054 reviews)
"Comfortable bed, clean room, reasonable price!"

Reviewed on Aug 4, 2025

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DoubleTree by Hilton Lisle Naperville
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! (1,184 reviews)
"We love the room"

Reviewed on Aug 2, 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! (1,020 reviews)
"Comfortable bed. Nice facilities. Pretty lobby."

Reviewed on Aug 4, 2025

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The Westin Chicago Lombard
Holiday Inn Chicago-Oakbrook by IHG

Holiday Inn Chicago-Oakbrook by IHG

3 out of 5
17 W 350 22nd St, Villa Park, IL
Stay at this 3-star business-friendly hotel in Villa Park. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
7.2/10 Good! (1,006 reviews)
"It was a good stay. Well maintained. Staff was great. Bar Louis was delicious."

Reviewed on Aug 1, 2025

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Holiday Inn Chicago-Oakbrook by IHG
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road, Lombard, IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,069 reviews)
"They were very friendly when we checked in. The food options were good. The bed was comfortable. It was a great location for what we needed. The rooms are also very spacious."

Reviewed on Aug 5, 2025

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Embassy Suites by Hilton Chicago Lombard Oak Brook
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.