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Oswego

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Oswego Flights as Low as $56

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

Frontier Airlines
Tue, May 12 - Wed, May 13
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$56 Roundtrip, found 9 hours ago
$56
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, May 12 from George Bush Intercontinental to O'Hare Intl., returning Wed, May 13, priced at $56 found 9 hours ago
Frontier Airlines
Tue, Jun 2 - Tue, Jun 16
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$68 Roundtrip, found 6 hours ago
$68
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jun 16, priced at $68 found 6 hours ago
Spirit Airlines
Wed, Apr 29 - Sat, May 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 10 hours ago
$73
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Wed, Apr 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 2, priced at $73 found 10 hours ago
Frontier Airlines
Wed, Apr 22 - Thu, Apr 30
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$80 Roundtrip, found 5 days ago
$80
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Apr 30, priced at $80 found 5 days ago
Spirit Airlines
Sat, Apr 25 - Tue, Apr 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Apr 25 from Los Angeles Intl. to O'Hare Intl., returning Tue, Apr 28, priced at $93 found 1 day ago
Frontier Airlines
Thu, Apr 16 - Tue, May 5
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$103 Roundtrip, found 12 hours ago
$103
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, May 5, priced at $103 found 12 hours ago
Frontier Airlines
Thu, Apr 30 - Tue, May 5
IAH
George Bush Intercontinental
MDW
Midway Intl.
$142 Roundtrip, found 19 hours ago
$142
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from George Bush Intercontinental to Midway Intl., returning Tue, May 5, priced at $142 found 19 hours ago
Bargain Flight
Thu, Apr 30 - Mon, May 4
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Thu, Apr 30 from Ronald Reagan Washington National to O'Hare Intl., returning Mon, May 4, priced at $175 found 3 days ago
Contour Airlines
Mon, May 18 - Thu, May 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$193 Roundtrip, found 11 hours ago
$193
Roundtrip
found 11 hours ago
Select Contour Airlines flight, departing Mon, May 18 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, May 21, priced at $193 found 11 hours ago
American Airlines
Wed, May 13 - Wed, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, May 13 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 13, priced at $195 found 7 hours ago
Delta
Wed, May 13 - Wed, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, May 13 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 13, priced at $195 found 7 hours ago
Frontier Airlines
Fri, Apr 24 - Sat, May 2
LAX
Los Angeles Intl.
MDW
Midway Intl.
$209 Roundtrip, found 3 hours ago
$209
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Apr 24 from Los Angeles Intl. to Midway Intl., returning Sat, May 2, priced at $209 found 3 hours ago
Delta
Sat, May 9 - Tue, May 12
DAL
Love Field
MDW
Midway Intl.
$222 Roundtrip, found 16 hours ago
$222
Roundtrip
found 16 hours ago
Select Delta flight, departing Sat, May 9 from Love Field to Midway Intl., returning Tue, May 12, priced at $222 found 16 hours ago
Delta
Tue, May 12 - Sat, May 16
DAL
Love Field
ORD
O'Hare Intl.
$241 Roundtrip, found 3 hours ago
$241
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, May 12 from Love Field to O'Hare Intl., returning Sat, May 16, priced at $241 found 3 hours ago
Delta
Wed, May 6 - Wed, May 20
DCA
Ronald Reagan Washington National
MDW
Midway Intl.
$243 Roundtrip, found 14 hours ago
$243
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, May 6 from Ronald Reagan Washington National to Midway Intl., returning Wed, May 20, priced at $243 found 14 hours ago
JetBlue Airways
Wed, Apr 29 - Tue, May 12
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$334 Roundtrip, found 2 hours ago
$334
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Apr 29 from Ronald Reagan Washington National to O'Hare Intl., returning Tue, May 12, priced at $334 found 2 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 May, 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 $56, 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 $56 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$56

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 ...
8.8/10 Excellent! (868 reviews)
Breakfast was ok, didn't eat much. Coffee was excellent. Staff was helpful and pleasant. Room was clean. Fresh towels etc.

Reviewed on Apr 9, 2026

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Best Western Oswego Hotel
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7.2/10 Good! (1,504 reviews)
Needs major renovations.

Reviewed on Apr 8, 2026

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Chicago Club Inn & Suites
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
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. ...
6.4/10 (1,085 reviews)
Yes

Reviewed on Apr 5, 2026

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Red Roof Inn PLUS+ Chicago - Willowbrook
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! (1,495 reviews)
The complimentary drinks and appetizers at happy hour every day was 10/10!!

Reviewed on Apr 9, 2026

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Embassy Suites by Hilton Chicago Lombard Oak Brook
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 ...
9/10 Wonderful! (2,681 reviews)
Front was always full of kids and a family that lives there

Reviewed on Apr 9, 2026

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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
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,459 reviews)
The staff was great during check in and made the process quick. They were friendly and welcoming. The room was very clean and spacious. The amenities within the room like the whirlpool and shower/steam room made my experience great! The bed was comfortable. Overall, my whole experience at The Champagne ...

Reviewed on Apr 9, 2026

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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
Book a stay at this business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,215 reviews)
Don’t forget your swim suit. The pool is one of the best indoor pools I have seen from a hotel. The rooms are clean and staff are friendly. Otherwise, I would not have chosen Westin as my go to hotel when in the area.

Reviewed on Apr 9, 2026

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The Westin Chicago Lombard
Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

3 out of 5
2340 South Fountain Square Drive 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 ...
8.4/10 Very Good! (1,089 reviews)
I received a $150 charge on my account and just figured that it was a deposit. The charge then went down to $111 and I decided to call because it never dropped off. I was informed that that was a pet cleaning fee. We are local and would have never stood there if we were informed about the fee. I ...

Reviewed on Apr 9, 2026

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Hyatt Place Chicago/Lombard/Oak Brook
See all 614 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.