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Oswego

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Oswego Flights as Low as $90

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

Spirit Airlines
Wed, Jul 9 - Wed, Jul 16
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 3 hours ago
$90
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Jul 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Jul 16, priced at $90 found 3 hours ago
Spirit Airlines
Thu, Jun 12 - Tue, Jun 17
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$100 Roundtrip, found 13 hours ago
$100
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Thu, Jun 12 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Jun 17, priced at $100 found 13 hours ago
Frontier Airlines
Wed, Jul 2 - Wed, Jul 9
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$107 Roundtrip, found 8 hours ago
$107
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Jul 2 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Wed, Jul 9, priced at $107 found 8 hours ago
Spirit Airlines
Tue, Aug 19 - Tue, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 26, priced at $110 just found
Frontier Airlines
Sun, Jul 27 - Sat, Aug 2
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jul 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Aug 2, priced at $117 found 2 days ago
Spirit Airlines
Sun, Aug 3 - Sun, Aug 10
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$122 Roundtrip, found 6 days ago
$122
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sun, Aug 3 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Sun, Aug 10, priced at $122 found 6 days ago
United
Sat, Oct 18 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 9 hours ago
$132
Roundtrip
found 9 hours ago
Select United flight, departing Sat, Oct 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $132 found 9 hours ago
Delta
Sat, Oct 18 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 9 hours ago
$132
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Oct 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $132 found 9 hours ago
Spirit Airlines
Thu, Jun 26 - Fri, Jun 27
MSY
Louis Armstrong New Orleans Intl.
ORD
O'Hare Intl.
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, Jun 26 from Louis Armstrong New Orleans Intl. to O'Hare Intl., returning Fri, Jun 27, priced at $162 found 3 hours ago
Frontier Airlines
Wed, Jun 25 - Sat, Jun 28
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$168 Roundtrip, found 10 hours ago
$168
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Jun 25 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jun 28, priced at $168 found 10 hours ago
Frontier Airlines
Tue, Jun 24 - Tue, Jul 1
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$177 Roundtrip, found 12 hours ago
$177
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Jul 1, priced at $177 found 12 hours ago
Delta
Tue, Aug 5 - Tue, Aug 5
DAL
Love Field
ORD
O'Hare Intl.
$191 Roundtrip, found 19 hours ago
$191
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Aug 5 from Love Field to O'Hare Intl., returning Tue, Aug 5, priced at $191 found 19 hours ago
Bargain Flight
Tue, Jun 24 - Mon, Jun 30
BHM
Birmingham Intl.
ORD
O'Hare Intl.
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jun 24 from Birmingham Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $195 found 1 day ago
Delta
Sat, Jul 5 - Tue, Jul 15
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jul 5 from Love Field to Midway Intl., returning Tue, Jul 15, priced at $197 found 6 days ago
Delta
Sat, Aug 9 - Sat, Aug 9
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$211 Roundtrip, found 9 hours ago
$211
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Aug 9 from Louis Armstrong New Orleans Intl. to Midway Intl., returning Sat, Aug 9, priced at $211 found 9 hours ago
Delta
Sat, Jul 5 - Tue, Jul 15
BHM
Birmingham Intl.
MDW
Midway Intl.
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Jul 5 from Birmingham Intl. to Midway Intl., returning Tue, Jul 15, priced at $297 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 July, 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 15 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 $90, 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 $90 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$90

Last Minute Hotel Deals in Oswego

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! (1,011 reviews)
"Great value. Comfortable and quiet stay"

Reviewed on May 28, 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! (1,103 reviews)
"The property was amazing!! The shower and jacuzzi made my day especially after a long day. I recommend 10/10"

Reviewed on May 24, 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! (1,006 reviews)
"I decided to do a mommy daughter weekend and we stayed here. Our stay was good. The room was clean, the beds were comfortable and i felt safe being with my children without dad being there. The pool area was clean and kept up. It was walking distance to the mallband close to the destinations we wanted ..."

Reviewed on May 23, 2025

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The Westin Chicago Lombard
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! (2,053 reviews)
"Decent stay. Old property and could be upgraded. Good for one night stay. Not very close to the downtown and will need public transportation."

Reviewed on May 29, 2025

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SureStay Plus Hotel by Best Western Chicago Lombard
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
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! (1,003 reviews)
"Very nice facility & staff!"

Reviewed on May 26, 2025

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Hilton Chicago/Oak Brook Hills Resort & Conference Center
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 (1,239 reviews)
"Handy cap access"

Reviewed on May 27, 2025

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Chicago Club Inn & Suites
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)
"Our bathroom was not Cleaned Hair and a razor cap Behind door The clean up person Didn’t Speak English so It Was hard to Navigate"

Reviewed on May 25, 2025

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Holiday Inn Chicago-Oakbrook by IHG
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! (405 reviews)
"Very convenient to I-55 and Midway Airport. Clean, staff was very nice and helpful. Price for 2 Queens was best I've found in a very long time. Highly recommend this facility if you're needing a hotel in the Midway Airport vicinity. I'll definitely be staying here again."

Reviewed on May 21, 2025

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Delta Hotels by Marriott Chicago Willowbrook
See all 539 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.