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YHZ - CHI

Find cheap flights from Halifax to Chicago from $143

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Halifax to Chicago departing on 6/26. 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
Thu 6/6
Thu 6/13

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Halifax to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Halifax to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,573,820 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Halifax to Chicago (YHZ-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Halifax to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:50 am - 9:54 amYHZ-ORD
6h 04m1 stop
4:00 pm - 1:36 amORD-YHZ
7h 36m1 stop
$258Air Canada
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Thu, Oct 17 - Mon, Oct 21
5:50 am - 10:01 amYHZ-ORD
6h 11m1 stop
7:25 am - 3:44 pmORD-YHZ
6h 19m1 stop
$348Air Canada
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Tue, Aug 13 - Wed, Aug 21
5:50 am - 10:01 amYHZ-ORD
6h 11m1 stop
6:40 pm - 9:34 pmORD-YHZ
24h 54m2 stops
Sun, May 26 - Tue, Jun 4
2:15 pm - 10:36 pmYHZ-ORD
10h 21m1 stop
7:00 am - 3:01 pmORD-YHZ
6h 01m1 stop
$359American Airlines
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Thu, Aug 15 - Wed, Aug 21
5:50 am - 10:01 amYHZ-ORD
6h 11m1 stop
7:00 am - 4:55 pmORD-YHZ
31h 55m3 stops
Sun, May 26 - Tue, Jun 4
9:15 am - 4:17 pmYHZ-MDW
9h 02m2 stops
11:05 am - 8:10 pmMDW-YHZ
7h 05m1 stop
$364Porter Airlines
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Tue, Jun 4 - Tue, Jun 11
12:55 pm - 11:56 pmYHZ-ORD
13h 01m2 stops
8:30 am - 9:38 pmORD-YHZ
11h 08m2 stops
$364Delta
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Fri, Jun 7 - Fri, Jun 14
2:46 pm - 10:34 pmYHZ-ORD
9h 48m1 stop
8:36 pm - 10:55 amORD-YHZ
12h 19m1 stop
$367American Airlines
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Fri, Jun 7 - Fri, Jun 14
6:00 am - 6:35 pmYHZ-ORD
14h 35m2 stops
2:30 pm - 11:39 pmORD-YHZ
7h 09m1 stop
$368Delta
Find Deal
Tue, Aug 13 - Tue, Aug 20
2:20 pm - 9:37 pmYHZ-MDW
9h 17m2 stops
8:00 am - 10:09 pmMDW-YHZ
12h 09m2 stops
$378Porter Airlines
Find Deal
Thu, Jun 13 - Mon, Jun 17

Flights from Halifax to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Halifax to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Halifax to Chicago?

The average price of all flights from Halifax to Chicago clicked on KAYAK for each day over the last 12 months.
When flying from Halifax to Chicago, you should consider leaving on a Monday and avoid Sundays if you are looking for the best rates. For your return to Halifax, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Halifax to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Halifax to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Halifax to Chicago is January, where tickets cost $306 on average. On the other hand, the most expensive months are September and July, where the average cost of tickets is $623 and $506 respectively.

How far in advance should I book a flight from Halifax to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Halifax to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Halifax to Chicago, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 18 days before departure.

Which airlines provide the cheapest flights from Halifax to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Porter Airlines offered the best one-way deal for that route, at $143. KAYAK users also found Halifax to Chicago round-trip flights on Air Canada from $258 and on American Airlines from $359.

Good to know

Low season

January

High season

December

Cheapest flight

$143
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Halifax to Chicago Midway Airport

When to book flights from Halifax to Chicago

Are your dates flexible? Find out the best times to travel from Halifax to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Halifax to Chicago

  • What is the cheapest flight from Halifax to Chicago?

    In the last 3 days, the lowest price for a flight from Halifax to Chicago was $143 for a one-way ticket and $258 for a round-trip.

  • Do I need a passport to fly between Halifax and Chicago?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Halifax and on arrival in Chicago.

  • Which airports will I be using when flying from Halifax to Chicago?

    On your way to Chicago, you’ll fly out from Halifax Intl. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Halifax to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Halifax to Chicago?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between Halifax and Chicago, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Halifax to Chicago, Porter Airlines or Air Canada?

    The two airlines most popular with KAYAK users for flights from Halifax to Chicago are Porter Airlines and Air Canada. With an average price for the route of $416 and an overall rating of 7.5, Porter Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of $420 and an overall rating of 7.0.

  • How does KAYAK find such low prices on flights from Halifax to Chicago?

    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 from Halifax to Chicago.

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

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

  • What is the Hacker Fare option on flights from Halifax to Chicago?

    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 Chicago with an airline and back to Halifax with another airline.

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

    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 Chicago from Halifax up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Halifax to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Halifax to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Halifax to Chicago? 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
Porter AirlinesOverall score based on 424 reviews
7.5Comfort
6.7Entertainment
8.3Crew
7.6Boarding
7.5Food
Airline reviews

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.

10.0 ExcellentJustin, Apr 2024YVR - YYZ
Read more about Porter Airlines reviews

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.

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

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

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

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.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

Wasn’t on the flight- again. Bad weather in Halifax and I was in an accident. What a poor experience to have to pay for all this flight and not be on it

I didn’t make my flight due to poor weather and I had an accident driving there. I tried to get my money back or even credit and nothing. I have an entire flight both to Florida and back that I paid for and no one will give me any money back. I know this isn’t just Porter and it’s 3rd party- however airlines should allow these companies to take money for things they don’t get. I’m so upset. Who can afford a full flight they never take?

Limited snack options cause the snack vendor was on strike

The experience was generally above average. The only downside was the absence of WiFi during my flight from Vancouver to San Francisco.

on demand entertainment in seat back awesome Check in Kiosk too demanding with endless demand for more information information then says go to counter. Counter agent unfriendly. Do it yourself check in luggage procedure not intuitive, upset employees frustrated the whole procedure.

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

When we got to the airport for our flight from Chicago to Montreal which was scheduled for 2.00 p.m. they had no record of it and booked us on a flight at 3.30 very disappointing . We also had to pay 50.00 each for a seat. All things considered ,I will never book thru Kayak again. Next time I will only book directly thru Air Canada no second party booking Sue

Ease of boarding, take off and landing. Unable to watch movies

Rouge airbus seat pitch is the worst I’ve ever experienced. 6’7” and couldn’t properly fit my legs in.

Book cheap flights from Halifax to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Halifax to Chicago found on KAYAK in the last 72 hours.
6/26Wed
2 stopsPorter Airlines
9h 17mYHZ-MDW
$143
6/20Thu
1 stopAir Canada
5h 31mYHZ-ORD
$157
5/26Sun
1 stopAir Canada
6h 11mYHZ-ORD
$172
10/8Tue
1 stopAir Canada
9h 52mYHZ-ORD
$180
5/26Sun
2 stopsAir Canada
9h 04mYHZ-ORD
$186
6/26Wed
1 stopPorter Airlines
5h 42mYHZ-MDW
$188
9/15Sun
1 stopAmerican Airlines
19h 22mYHZ-ORD
$207
6/20Thu
2 stopsAmerican Airlines
8h 40mYHZ-ORD
$217
10/8Tue
2 stopsPorter Airlines
8h 37mYHZ-MDW
$221
6/20Thu
2 stopsDelta
13h 04mYHZ-MDW
$228

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Last minute flights from Halifax to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Halifax to Chicago that are departing in the next 10 days.
5/11Sat
multi-stopAir Canada
6h 16mYHZ-ORD
5/14Tue
multi-stopAir Canada
14h 54mORD-YHZ
$448
5/11Sat
multi-stopAir Canada
10h 03mYHZ-ORD
5/14Tue
multi-stopAir Canada
14h 37mORD-YHZ
$454
5/11Sat
multi-stopAir Canada
6h 16mYHZ-ORD
5/14Tue
multi-stopAir Canada
6h 40mORD-YHZ
$460

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Halifax - Chicago Flights

Departure:

Halifax (YHZ)Canada

Return flight deals:

Chicago - Halifax

Cabin classes: