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Find cheap flights to Windsor from $109

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Windsor departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
sön 6/30
sön 7/7

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Good to know

Low season

March

High season

August

Cheapest flight

$109
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago O'Hare Airport to Halifax

FAQs - booking Windsor flights

  • How long is the flight to Windsor?

    Flights from Washington, D.C.2h 26m
    Flights from Newark2h 16m
    Flights from Boston1h 48m
    Flights from Orlando3h 45m
    Flights from Philadelphia2h 12m
  • What is the cheapest flight to Halifax?

    Based on KAYAK searches from the last 72 hours, if you fly from Chicago, you should have a good chance of getting the best deal to Halifax as it was the cheapest place to fly from. Prices were found for as low as $109 one-way and $265 for a round-trip flight. Also in the last 72 hours, the most popular connection to Halifax was from Boston and the lowest price for a round-trip flight was $265.

  • Which airlines fly to Halifax?

    United Airlines, American Airlines, and Air Canada are commonly used to fly to Halifax from United States. See the amount of flights per week for popular airlines flying to Halifax.

  • How to fly to Windsor?

    You cannot fly directly to Windsor. KAYAK recommends you fly to Halifax Intl (YHZ) (31.09 miles from Windsor). From there you can rent a car or get a taxi.

  • What airports are near Windsor?

    The closest airport is Halifax Intl (YHZ) (31.09 mi). Other nearby airports are Moncton Intl (YQM) (82.46 mi) or Saint John (YSJ) (88.9 mi). KAYAK recommends you fly to Halifax Intl.

  • How far is Halifax from central Halifax?

    The distance between Halifax and downtown Halifax is 17 miles.

  • What is the name of Halifax’s airport?

    There is only 1 airport in Halifax, called Halifax (YHZ). It can also be referred to as Halifax Intl, Halifax Stanfield Intl, or Halifax/Robert L. Stanfield Intl.

  • How does KAYAK find such low prices on flights to Windsor?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Windsor.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Windsor?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Windsor is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Windsor?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Windsor with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Windsor?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Windsor up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Windsor

  • There is no major airport in Windsor. It is instead served by Halifax Intl Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Windsor flight deals.

Top 5 airlines flying to Windsor

 
Need help choosing which airline to fly with from the United States to Windsor? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
WestJetOverall score based on 2869 reviews
7.3Comfort
6.4Entertainment
6.4Food
7.7Boarding
8.1Crew
Airline reviews

They lost our luggage and didn’t return it until 15 days AFTER we got back.

6.0 GoodAnonymous, May 2024SEA - YYC
Read more about WestJet reviews

They lost our luggage and didn’t return it until 15 days AFTER we got back.

food worker strike caused lack of service. I know, not your fault but a bit of a inconvenience.

The staff on the WestJet flight were friendly and helpful. The flight was smooth and we arrived 30 minutes ahead of time.

The on time performance and the ease of boarding are great. The crew were cordial. During landing the pilot made a hard landing with some swerve that was a bit rough but other than that everything else is as smooth as it can be.

Horrible, flight on the way to Vegas was delayed significantly and then on my way back my second flight was cancelled

If they have a tv for movie or map during 5h flight could be better and the food can purchase on flight are ok with that.

We requested 2 wheel chairs upon arrival. On board an attendant told us to remain in our seats until everyone was off the plane. we were in row 11 and thought we would be off early. After all were off, a different attendant said we should leave, and that the chairs were gone. One was available for my friend who had just spent 9 days in hospital but I had to walk quite some distance. Eventually a cart arrived to take us the rest of the way. This was over an hour after our arrival. The staff at the terminal did their best to help us but if we had been allowed off with the other passengers, our ride home would have been an hour earlier.

Our flight experience was great! Flight staff was funny and offered great service. Made record flying time coming home from Vegas after having to wait for planes on the tarmac because of high winds

Seats can use more cushioning, it felt very hard. The snack option could be better

Over all good. I had some issues with trying to buy my seat. The Westjet system kept trying to charge my credit card, without getting the seat. In the end after 5 times being charged, I got my seat.

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

Well....let's start from the point that I had to stay in airport for 12 hours instead of 2 that was scheduled. Poor company and even worst customer service. Never again....

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

We liked the fully reclinable seats. Had center seats, so it was difficult to talk to spouse. Crew was great

Aisle chair was good and liked the foot bar preventing you from putting your foot in the isle, The breakfast on this international flight to Zurich was horrible (Europeans, specially, used to good food) may make this a dealbreaker for booking with United Airlines again. I agreed with my Spanish fellow passenger.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

The flight was delayed almost 2 hours. Bad customer service etc. I will never fly Luthansa. Ever!!!

On time take off…US cabins look tired and need of refresh!

Fine. Though no food or entertainment so the survey needs to be updated with those options.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

Original flight delayed several times and finally canceled at 2:30 in the morning. Staff at the gate was not very helpful in resolving problems or communicating why there were delays. I spent 34 hours at the airport before I could leave, they couldn't book me on another early flight even after canceling my original flight. Next flight available after my original flight was canceled was 22 hours later. I will never fly American Airlines again.

very very tight seats unfriendly crew who do not seem to care about the comfort of their passengers and do not know how to smile poor ground staff support at LHR and PHX

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

So uncomfortable to sit in the tiny space on a long, international. Food was rough. Please, less white flour and processed food.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Unable to initiate refund/reschedule the ticket #worst experience #lost 900$

Flight was delayed for almost 3 hours. Communication of gate change was poor. Email and screen said one gate and it was a different gate from that. Gate changed first to 64 B and then to 64 C. Originally it was 68B. 64C was not communicated properly!

This was a red eye return, so I doubt there would be anyway to make it better. Other than adding beds.

Direct nonstop flight was great. Flight was delayed and the crew announced a 2h delay on the sound system. 30 min or so later I hear my name on the sound system for immediate board. Several other passangers were late too. Reason: The crew incorrectly announced a 2h delay when in reality they meant a new boarding time at 2pm.

Plenty of room in the exit row. Sat on the plane an hour before taking off.☹️ Landed late and had to wait for gate availability.

Flight was on time early arrival better entertainment good staff.everything was excellent

Delayed leaving. On arrival we were taken to the airstrip and had to get off onto an over crowed bus, not all that passengers fit. Drove around the airport for 20 + minutes. Taken off the bus told to go upstairs 3 flights then all the passengers had to walk a mile or more , those of us old there was no one to direct us to were to go. I asked several people with no answers. Once I got to baggage claim my bags were not on the right bag claim. Once again asked for help and finally someone found my bags on a different carasel. Very frustrating.

Excellent host on board. Not so friendly check-in staff. Older plane with no food or entertainment due to short flight. Friendly captain and crew.

I don’t think there was entertainment? No mention of it. It was a good flight. Only complaint was my seat cushion was not attached and kept slipping.

They canceled the flight on us very close to the flight date .

Book Cheap Windsor Plane Tickets

Recent round-trip flight deals

7/4tors
1 stopPorter Airlines
6h 04mBOS-YHZ
7/4tors
1 stopPorter Airlines
13h 22mYHZ-BOS
$265
7/2tis
1 stopPorter Airlines
7h 04mEWR-YHZ
7/11tors
1 stopPorter Airlines
5h 55mYHZ-EWR
$298
7/8mån
1 stopAir Canada
7h 18mORD-YHZ
7/13lör
1 stopAir Canada
6h 11mYHZ-ORD
$301
8/17lör
1 stopAir Canada
4h 53mPHL-YHZ
8/24lör
1 stopAir Canada
5h 09mYHZ-PHL
$305
9/7lör
1 stopUnited Airlines
5h 44mORD-YHZ
9/21lör
1 stopUnited Airlines
7h 26mYHZ-ORD
$311
9/27fre
1 stopAmerican Airlines
19h 13mORD-YHZ
9/30mån
1 stopAmerican Airlines
22h 11mYHZ-ORD
$316
9/7lör
2 stopsUnited Airlines
13h 16mORD-YHZ
9/21lör
1 stopUnited Airlines
5h 41mYHZ-ORD
$322
9/25ons
1 stopAmerican Airlines
19h 12mORD-YHZ
10/7mån
2 stopsAmerican Airlines
17h 14mYHZ-ORD
$336
7/25tors
nonstopWestJet
2h 14mLGA-YHZ
7/29mån
nonstopWestJet
2h 11mYHZ-LGA
$381
8/10lör
nonstopWestJet
2h 09mLGA-YHZ
8/16fre
nonstopWestJet
2h 11mYHZ-LGA
$383

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Recent one-way flight deals

9/11ons
1 stopDelta
8h 25mORD-YHZ
$109
8/27tis
2 stopsDelta
10h 29mORD-YHZ
$119
7/13lör
1 stopAir Canada
7h 18mORD-YHZ
$126
9/16mån
1 stopAir Canada
4h 51mPHL-YHZ
$128
6/19ons
1 stopPorter Airlines
6h 04mEWR-YHZ
$136
6/12ons
1 stopPorter Airlines
7h 04mEWR-YHZ
$137
6/19ons
nonstopUnited Airlines
2h 11mEWR-YHZ
$147
6/22lör
nonstopUnited Airlines
2h 11mEWR-YHZ
$154
6/13tors
1 stopAmerican Airlines
20h 02mLGA-YHZ
$162
8/27tis
2 stopsAmerican Airlines
15h 00mJFK-YHZ
$164

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Last minute flights to Windsor

Last minute flight, train and bus deals

6/4tis
multi-stop
24h 32mBWI-YHZ
6/7fre
multi-stop
9h 15mYHZ-BWI
$372
6/4tis
multi-stop
15h 00mLGA-YHZ
6/9sön
nonstop
2h 17mYHZ-LGA
$460
6/1lör
multi-stopPorter Airlines
6h 00mEWR-YHZ
6/4tis
multi-stopPorter Airlines
4h 25mYHZ-EWR
$482
6/3mån
multi-stopPorter Airlines
7h 04mEWR-YHZ
6/10mån
multi-stopPorter Airlines
4h 25mYHZ-EWR
$499
6/4tis
multi-stopAir Canada
4h 28mLGA-YHZ
6/6tors
multi-stopAir Canada
4h 50mYHZ-LGA
$542
6/2sön
multi-stopAir Canada
5h 58mJFK-YHZ
6/5ons
multi-stopAir Canada
5h 25mYHZ-JFK
$542
6/4tis
multi-stopAmerican Airlines
20h 19mLGA-YHZ
6/6tors
nonstopAmerican Airlines
2h 11mYHZ-LGA
$547
6/1lör
nonstopUnited Airlines
2h 11mEWR-YHZ
6/4tis
nonstopUnited Airlines
2h 21mYHZ-EWR
$559
6/4tis
multi-stopAmerican Airlines
16h 46mLGA-YHZ
6/6tors
multi-stopAmerican Airlines
8h 13mYHZ-LGA
$566
6/1lör
nonstopUnited Airlines
2h 11mEWR-YHZ
6/6tors
nonstopUnited Airlines
2h 21mYHZ-EWR
$596

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