Search Cheap Flights to
Middlesex

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Middlesex Flights as Low as $203

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

United
Sat, Apr 12 - Wed, Apr 16
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select United flight, departing Sat, Apr 12 from O'Hare Intl. to Greater Rochester Intl., returning Wed, Apr 16, priced at $203 found 1 day ago
American Airlines
Sat, Apr 12 - Wed, Apr 16
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 12 from O'Hare Intl. to Greater Rochester Intl., returning Wed, Apr 16, priced at $203 found 1 day ago
American Airlines
Sat, Apr 12 - Wed, Apr 16
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 12 from O'Hare Intl. to Greater Rochester Intl., returning Wed, Apr 16, priced at $205 found 1 day ago
Spirit Airlines
Sat, Apr 12 - Wed, Apr 16
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Apr 12 from O'Hare Intl. to Greater Rochester Intl., returning Wed, Apr 16, priced at $209 found 1 day ago
United
Sat, Apr 12 - Wed, Apr 16
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select United flight, departing Sat, Apr 12 from O'Hare Intl. to Greater Rochester Intl., returning Wed, Apr 16, priced at $213 found 1 day ago
Delta
Sat, Apr 12 - Wed, Apr 16
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Apr 12 from O'Hare Intl. to Greater Rochester Intl., returning Wed, Apr 16, priced at $215 found 1 day ago
United
Fri, Mar 14 - Sun, Mar 16
ORD
O'Hare Intl.
BUF
Buffalo Niagara Intl.
$215 Roundtrip, found 4 days ago
$215
Roundtrip
found 4 days ago
Select United flight, departing Fri, Mar 14 from O'Hare Intl. to Buffalo Niagara Intl., returning Sun, Mar 16, priced at $215 found 4 days ago
Delta
Wed, Apr 9 - Thu, Apr 17
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 9 from O'Hare Intl. to Greater Rochester Intl., returning Thu, Apr 17, priced at $218 found 1 day ago
Frontier Airlines
Sun, Mar 9 - Mon, Mar 17
DFW
Dallas-Fort Worth Intl.
BUF
Buffalo Niagara Intl.
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Mar 9 from Dallas-Fort Worth Intl. to Buffalo Niagara Intl., returning Mon, Mar 17, priced at $218 found 1 day ago
Spirit Airlines
Wed, Apr 9 - Sat, Apr 19
ORD
O'Hare Intl.
ROC
Greater Rochester Intl.
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Apr 9 from O'Hare Intl. to Greater Rochester Intl., returning Sat, Apr 19, priced at $222 found 1 day ago
Frontier Airlines
Thu, Jul 10 - Mon, Jul 14
DFW
Dallas-Fort Worth Intl.
SYR
Hancock Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 10 from Dallas-Fort Worth Intl. to Hancock Intl., returning Mon, Jul 14, priced at $254 found 1 day ago
Frontier Airlines
Wed, Aug 13 - Fri, Aug 15
ORD
O'Hare Intl.
SYR
Hancock Intl.
$254 Roundtrip, found 7 hours ago
$254
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Aug 13 from O'Hare Intl. to Hancock Intl., returning Fri, Aug 15, priced at $254 found 7 hours ago
JetBlue Airways
Thu, Mar 13 - Tue, Mar 25
ORD
O'Hare Intl.
SYR
Hancock Intl.
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Mar 13 from O'Hare Intl. to Hancock Intl., returning Tue, Mar 25, priced at $257 found 3 days ago
Delta
Sat, Jul 12 - Tue, Jul 15
DAL
Love Field
BUF
Buffalo Niagara Intl.
$415 Roundtrip, just found
$415
Roundtrip
just found
Select Delta flight, departing Sat, Jul 12 from Love Field to Buffalo Niagara Intl., returning Tue, Jul 15, priced at $415 just found
Delta
Thu, Mar 6 - Sun, Mar 9
DAL
Love Field
SYR
Hancock Intl.
$559 Roundtrip, found 3 days ago
$559
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Mar 6 from Love Field to Hancock Intl., returning Sun, Mar 9, priced at $559 found 3 days ago
Delta
Sun, May 4 - Wed, May 14
DFW
Dallas-Fort Worth Intl.
BGM
Greater Binghamton
$561 Roundtrip, found 4 days ago
$561
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, May 4 from Dallas-Fort Worth Intl. to Greater Binghamton, returning Wed, May 14, priced at $561 found 4 days ago

Cheap Flights to Middlesex

Fall in love at first flight with your vacation to Middlesex 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 Middlesex on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlesex, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlesex

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlesex 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 null airport.

What is the cheapest month to fly to Middlesex?

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 Middlesex are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlesex?

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 Middlesex.

What airport is best to fly into Middlesex?

When you’re planning your trip to Middlesex, convenience is the name of the game. Luckily, Middlesex Greater Rochester Intl. Airport is nearby so you can deplane and get going on checking off everything on your Middlesex must-do list.

How much are flights to Middlesex?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlesex on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $203, 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 Middlesex?

The trick to saving a stack of cash on your flight to Middlesex? 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 $203 right now, why wait?

Middlesex Flight Information
Destination airport
Hancock Intl.
Destination airport IATA code
SYR
Roundtrip price
$181

Last Minute Hotel Deals in Middlesex

Hampton Inn Penn Yan
Hampton Inn Penn Yan
2.5 out of 5
110 Mace Street, Penn Yan, NY
The price is $83 per night from Mar 23 to Mar 24
$83
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this spa hotel in Penn Yan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (996 reviews)
Another good stay!
"If the beds could be softer, it would be a home run. I have family in Penn Yan and visit often. This hotel has the best view, nice rooms and fantastic staff. I just wish the beds were a bit softer."

Reviewed on Feb 28, 2025

Hampton Inn Penn Yan
The Lake House on Canandaigua
The Lake House on Canandaigua
4.5 out of 5
770 South Main Street, Canandaigua, NY
Stay at this 4.5-star luxury hotel in Canandaigua. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (290 reviews)
Nice hotel
"Very nice hotel, nice staff, very clean, restaurant was also very good."

Reviewed on Feb 22, 2025

Get rates
The Lake House on Canandaigua
41 Lakefront Hotel, Trademark Collection By Wyndham
41 Lakefront Hotel, Trademark Collection By Wyndham
3 out of 5
41 Lake Front Blvd, Geneva, NY
The price is $107 per night from Mar 9 to Mar 10
$107
includes taxes & fees
Mar 9 - Mar 10
Book a stay at this business-friendly hotel in Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,005 reviews)
"Enjoyed our stay and location on the lake."

Reviewed on Mar 2, 2025

41 Lakefront Hotel, Trademark Collection By Wyndham
Comfort Inn & Suites Farmington - Victor
Comfort Inn & Suites Farmington - Victor
2.5 out of 5
6026 Route 96, Farmington, NY
The price is $107 per night from Mar 19 to Mar 20
$107
includes taxes & fees
Mar 19 - Mar 20
Stay at this hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (931 reviews)
"Friendly staff, easy access from parking lot to room."

Reviewed on Feb 28, 2025

Comfort Inn & Suites Farmington - Victor
Microtel Inn & Suites by Wyndham Geneva
Microtel Inn & Suites by Wyndham Geneva
2 out of 5
550 Hamilton St, Geneva, NY
The price is $97 per night from Mar 11 to Mar 12
$97
includes taxes & fees
Mar 11 - Mar 12
Book a stay at this business-friendly hotel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,001 reviews)
"Location of property was perfect. Exactly what I needed for a 1 night stay."

Reviewed on Feb 21, 2025

Microtel Inn & Suites by Wyndham Geneva
Holiday Inn Express Canandaigua - Finger Lakes, an IHG Hotel
Holiday Inn Express Canandaigua - Finger Lakes, an IHG Hotel
2.5 out of 5
330 Eastern Blvd., Canandaigua, NY
The price is $91 per night from Mar 9 to Mar 10
$91
includes taxes & fees
Mar 9 - Mar 10
Book a stay at this business-friendly hotel in Canandaigua. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"Great Breakfast"

Reviewed on Mar 1, 2025

Holiday Inn Express Canandaigua - Finger Lakes, an IHG Hotel
Hotel Canandaigua, Tapestry Collection by Hilton
Hotel Canandaigua, Tapestry Collection by Hilton
3.5 out of 5
205 Lakeshore Drive, Canandaigua, NY
The price is $134 per night from Mar 16 to Mar 17
$134
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3.5-star hotel in Canandaigua. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (171 reviews)
"Wonder place to stay right on the lake, Wife & kids had a blast!"

Reviewed on Feb 24, 2025

Hotel Canandaigua, Tapestry Collection by Hilton
Americas Best Value Inn Farmington
Americas Best Value Inn Farmington
2 out of 5
6037 Route 96, Farmington, NY
The price is $80 per night from Mar 16 to Mar 17
$80
includes taxes & fees
Mar 16 - Mar 17
Stay at this motel in Farmington. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (312 reviews)
"Love the staff , very nice, very welcoming , clean, relaxing,"

Reviewed on Mar 1, 2025

Americas Best Value Inn Farmington
See all 1,309 properties in Middlesex
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.