Search Cheap Flights to
Oswego

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Oswego Flights as Low as $62

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

Spirit Airlines
Thu, May 29 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$62 Roundtrip, found 3 days ago
$62
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $62 found 3 days ago
Spirit Airlines
Thu, May 29 - Sun, Jun 1
TPA
Tampa Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 3 days ago
$86
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, May 29 from Tampa Intl. to O'Hare Intl., returning Sun, Jun 1, priced at $86 found 3 days ago
Frontier Airlines
Tue, Jun 24 - Sat, Jun 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $88 found 2 days ago
Frontier Airlines
Sun, May 11 - Mon, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, May 11 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, May 19, priced at $92 found 2 days ago
Frontier Airlines
Thu, May 29 - Sun, Jun 1
TPA
Tampa Intl.
MDW
Midway Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, May 29 from Tampa Intl. to Midway Intl., returning Sun, Jun 1, priced at $96 found 3 days ago
Frontier Airlines
Mon, Jun 30 - Wed, Jul 9
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jun 30 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Wed, Jul 9, priced at $99 found 4 days ago
Frontier Airlines
Sat, May 24 - Sat, Jun 14
DEN
Denver Intl.
ORD
O'Hare Intl.
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Denver Intl. to O'Hare Intl., returning Sat, Jun 14, priced at $109 found 4 days ago
Spirit Airlines
Sun, May 25 - Thu, May 29
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, May 25 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, May 29, priced at $112 found 1 day ago
Delta
Sat, Aug 9 - Sat, Aug 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Aug 9, priced at $152 found 1 day ago
United
Tue, Jul 1 - Tue, Jul 8
DEN
Denver Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jul 1 from Denver Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $154 found 3 days ago
Bargain Flight
Thu, May 22 - Mon, May 26
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Thu, May 22 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, May 26, priced at $159 found 6 days ago
Frontier Airlines
Sat, May 24 - Tue, May 27
DEN
Denver Intl.
MDW
Midway Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Denver Intl. to Midway Intl., returning Tue, May 27, priced at $171 found 3 days ago
Frontier Airlines
Mon, May 19 - Thu, May 29
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$182 Roundtrip, found 21 hours ago
$182
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Mon, May 19 from Minneapolis - St. Paul Intl. to Midway Intl., returning Thu, May 29, priced at $182 found 21 hours ago
Delta
Sat, Jul 19 - Tue, Jul 22
RIC
Richmond Intl.
MDW
Midway Intl.
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jul 19 from Richmond Intl. to Midway Intl., returning Tue, Jul 22, priced at $201 found 5 days ago
Delta
Tue, Jun 24 - Wed, Jun 25
JAN
Evers Intl.
MDW
Midway Intl.
$257 Roundtrip, found 23 hours ago
$257
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Jun 24 from Evers Intl. to Midway Intl., returning Wed, Jun 25, priced at $257 found 23 hours ago
Delta
Wed, Jun 11 - Tue, Jun 17
JAN
Evers Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 11 from Evers Intl. to O'Hare Intl., returning Tue, Jun 17, priced at $257 found 1 day 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 $62, 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 $62 right now, why wait?

Oswego Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$62

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 $101 per night from May 11 to May 12
$101
includes taxes & fees
May 11 - May 12
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! (659 reviews)
"Very nice. Love it."

Reviewed on Apr 30, 2025

Best Western Oswego Hotel
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 $69 per night from May 29 to May 30
$69
includes taxes & fees
May 29 - May 30
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. ...
6/10 (1,002 reviews)
"The property is in a bad location they need to be transportation around the area and stores walking distance, not only driving and they have to have coffee microwave in the fridge in our rooms not only certain rooms"

Reviewed on Apr 27, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
The price is $47 per night from May 18 to May 19
$47
includes taxes & fees
May 18 - May 19
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! (1,010 reviews)
"Good treatment and clean."

Reviewed on May 3, 2025

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
The price is $129 per night from May 12 to May 13
$129
includes taxes & fees
May 12 - May 13
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! (1,097 reviews)
"Good stay"

Reviewed on May 3, 2025

The Champagne Lodge & Luxury Suites
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 May 7 to May 8
$90
includes taxes & fees
May 7 - May 8
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! (2,032 reviews)
"Could have been a little cleaner but overall great place to stay. No bad smells, comfy bed, and good customer service. My partner had a medicak emergency in the lobby and the staff was quick to help and call medics. Greatful for their help."

Reviewed on May 4, 2025

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
The price is $89 per night from May 7 to May 8
$89
includes taxes & fees
May 7 - May 8
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 (1,221 reviews)
"First floor"

Reviewed on Apr 30, 2025

Chicago Club Inn & Suites
Best Western Naperville Inn
Best Western Naperville Inn
2.5 out of 5
1617 Naperville Wheaton Rd, Naperville, IL
The price is $94 per night from May 12 to May 13
$94
includes taxes & fees
May 12 - May 13
Book a stay at this eco-certified hotel in Naperville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,009 reviews)
"The place is well kept and quiet, with very polite and helpful staff."

Reviewed on May 4, 2025

Best Western Naperville Inn
The Westin Chicago Lombard
The Westin Chicago Lombard
4 out of 5
70 Yorktown Center, Lombard, IL
The price is $145 per night from May 26 to May 27
$145
includes taxes & fees
May 26 - May 27
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! (1,003 reviews)
"Very professional hotel ! Love the way they take care of their guest ! One of my top options in the city ! My daughter enjoyed the pool as well ."

Reviewed on May 4, 2025

The Westin Chicago Lombard
See all 533 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.