Search Cheap Flights to
Oswego

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Oswego Flights as Low as $58

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

Frontier Airlines
Tue, Feb 25 - Tue, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$58 Roundtrip, found 4 days ago
$58
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Feb 25 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Mar 4, priced at $58 found 4 days ago
Frontier Airlines
Wed, Feb 26 - Wed, Mar 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 26 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 5, priced at $58 found 1 day ago
Spirit Airlines
Tue, Mar 25 - Tue, Apr 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 5 days ago
$73
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Mar 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Apr 1, priced at $73 found 5 days ago
Frontier Airlines
Sat, Feb 22 - Tue, Mar 4
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 22 from George Bush Intercontinental to O'Hare Intl., returning Tue, Mar 4, priced at $83 found 1 day ago
Frontier Airlines
Wed, Apr 2 - Tue, Apr 8
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 5 days ago
$90
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Sky Harbor Intl. to O'Hare Intl., returning Tue, Apr 8, priced at $90 found 5 days ago
Frontier Airlines
Fri, Jan 31 - Sun, Feb 2
MCO
Orlando Intl.
ORD
O'Hare Intl.
$94 Roundtrip, found 2 hours ago
$94
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jan 31 from Orlando Intl. to O'Hare Intl., returning Sun, Feb 2, priced at $94 found 2 hours ago
Frontier Airlines
Tue, Apr 29 - Mon, May 5
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$99 Roundtrip, found 3 days ago
$99
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Apr 29 from Sky Harbor Intl. to Midway Intl., returning Mon, May 5, priced at $99 found 3 days ago
Spirit Airlines
Sat, Mar 8 - Wed, Mar 12
SMF
Sacramento Intl.
ORD
O'Hare Intl.
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, Mar 8 from Sacramento Intl. to O'Hare Intl., returning Wed, Mar 12, priced at $102 found 6 days ago
Frontier Airlines
Wed, Feb 12 - Mon, Feb 17
IAH
George Bush Intercontinental
MDW
Midway Intl.
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Feb 12 from George Bush Intercontinental to Midway Intl., returning Mon, Feb 17, priced at $108 found 6 days ago
Frontier Airlines
Tue, Feb 25 - Sat, Mar 8
SAT
San Antonio Intl.
MDW
Midway Intl.
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Feb 25 from San Antonio Intl. to Midway Intl., returning Sat, Mar 8, priced at $110 found 2 hours ago
Frontier Airlines
Wed, Feb 12 - Tue, Feb 25
MCO
Orlando Intl.
MDW
Midway Intl.
$119 Roundtrip, found 2 hours ago
$119
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Orlando Intl. to Midway Intl., returning Tue, Feb 25, priced at $119 found 2 hours ago
Delta
Wed, Mar 19 - Wed, Mar 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 5 days ago
$134
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Mar 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 19, priced at $134 found 5 days ago
United
Sat, Mar 1 - Wed, Mar 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select United flight, departing Sat, Mar 1 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 5, priced at $137 found 1 day ago
American Airlines
Sat, Mar 1 - Wed, Mar 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Mar 1 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 5, priced at $137 found 1 day ago
Frontier Airlines
Sat, Mar 1 - Tue, Mar 4
SAT
San Antonio Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Mar 1 from San Antonio Intl. to O'Hare Intl., returning Tue, Mar 4, priced at $160 found 1 day ago
JetBlue Airways
Tue, Apr 15 - Wed, Apr 23
MCO
Orlando Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Apr 15 from Orlando Intl. to O'Hare Intl., returning Wed, Apr 23, priced at $197 found 4 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 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 $58, 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 $58 right now, why wait?

Oswego Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$58

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 $100 per night from Jan 28 to Jan 29
$100
includes taxes & fees
Jan 28 - Jan 29
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! (620 reviews)
"This was my second time staying here staff is very nice helpful & respectful rates are always good room is always clean I will be booking again"

Reviewed on Jan 17, 2025

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
The price is $90 per night from Jan 29 to Jan 30
$90
includes taxes & fees
Jan 29 - Jan 30
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! (1,927 reviews)
Great stay
"I’ve been staying here while my house is renovated and everyone is very kind and helpful."

Reviewed on Jan 22, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
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 $128 per night from Jan 23 to Jan 24
$128
includes taxes & fees
Jan 23 - Jan 24
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! (1,016 reviews)
"Very nice area"

Reviewed on Jan 20, 2025

The Champagne Lodge & Luxury Suites
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 Feb 3 to Feb 4
$61
includes taxes & fees
Feb 3 - Feb 4
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 (1,002 reviews)
"Great quite"

Reviewed on Jan 11, 2025

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 $92 per night from Feb 2 to Feb 3
$92
includes taxes & fees
Feb 2 - Feb 3
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! (1,001 reviews)
"Very friendly and clean"

Reviewed on Jan 14, 2025

DoubleTree by Hilton Lisle Naperville
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
The price is $50 per night from Jan 27 to Jan 28
$50
includes taxes & fees
Jan 27 - Jan 28
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! (1,001 reviews)
"This was the first time I had a less than expected experience And got angry at Danny who was working the front desk"

Reviewed on Jan 21, 2025

Motel 6 Naperville, IL
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4 out of 5
3500 Midwest Road, Oak Brook, IL
The price is $141 per night from Jan 26 to Jan 27
$141
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star spa resort in Oak Brook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,005 reviews)
"Great staff and room service was amazing"

Reviewed on Jan 18, 2025

Hilton Chicago/Oak Brook Hills Resort & Conference Center
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
The price is $126 per night from Jan 27 to Jan 28
$126
includes taxes & fees
Jan 27 - Jan 28
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! (1,000 reviews)
"My favorite place to stay when I’m away."

Reviewed on Jan 17, 2025

Embassy Suites by Hilton Chicago Lombard Oak Brook
See all 553 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.