YHZ - CHI

$109 Find Cheap Flights from Halifax to Chicago

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 12/13. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Halifax to Chicago

Thu, Nov 20 - Wed, Nov 26
Air Canada Logo
5:35 am - 11:18 amYHZ-ORD
7h 43m1 stop
Air Canada Logo
2:00 pm - 10:06 pmORD-YHZ
6h 06m1 stop
$166Air Canada
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Thu, Nov 20 - Wed, Nov 26
Air Canada Logo
5:35 am - 11:18 amYHZ-ORD
7h 43m1 stop
Air Canada Logo
2:00 pm - 10:06 pmORD-YHZ
6h 06m1 stop
$177Air Canada
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Mon, Nov 24 - Mon, Dec 1
Multiple Airlines Logo
3:15 pm - 11:34 pmYHZ-ORD
10h 19m1 stop
Multiple Airlines Logo
2:00 pm - 11:04 amORD-YHZ
19h 04m2 stops
$247Multiple Airlines
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Fri, Dec 26 - Thu, Jan 1
United Airlines Logo
9:00 am - 3:10 pmYHZ-ORD
8h 10m1 stop
United Airlines Logo
6:00 am - 2:31 pmORD-YHZ
6h 31m1 stop
$254United Airlines
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Tue, Mar 24 - Wed, Mar 25
United Airlines Logo
3:15 pm - 9:34 pmYHZ-ORD
8h 19m1 stop
United Airlines Logo
9:00 am - 10:11 pmORD-YHZ
11h 11m2 stops
$259United Airlines
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Tue, Mar 3 - Wed, Mar 4
Delta Logo
6:00 am - 12:35 pmYHZ-MDW
8h 35m2 stops
Delta Logo
1:00 pm - 1:41 amMDW-YHZ
10h 41m2 stops
$290Delta
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Tue, Mar 3 - Wed, Mar 4
Delta Logo
6:00 am - 12:35 pmYHZ-MDW
8h 35m2 stops
Delta Logo
1:00 pm - 1:41 amMDW-YHZ
10h 41m2 stops
$291Delta
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Thu, Nov 20 - Wed, Nov 26
Multiple Airlines Logo
6:00 am - 3:20 pmYHZ-MDW
11h 20m1 stop
Multiple Airlines Logo
11:00 am - 8:10 pmMDW-YHZ
7h 10m1 stop
$382Multiple Airlines
Find Deal
Thu, Nov 20 - Wed, Nov 26
Porter Airlines Logo
7:00 am - 3:20 pmYHZ-MDW
10h 20m2 stops
Porter Airlines Logo
11:00 am - 8:10 pmMDW-YHZ
7h 10m1 stop
$396Porter Airlines
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Thu, Nov 20 - Wed, Nov 26
Porter Airlines Logo
7:00 am - 3:20 pmYHZ-MDW
10h 20m2 stops
Porter Airlines Logo
11:00 am - 11:49 pmMDW-YHZ
10h 49m2 stops
$420Porter Airlines
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
Halifax Airport's shorter lines ease your journey start.
Use the CTA Blue Line from ORD to reach downtown fast.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Air Canada
Cheapest • from $166 (round-trip)
Air Canada
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
YHZ-ORD
Cheapest
YHZ-ORD
Most popular
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 29% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$166
Overall average: $248
Air Canada
Thu 11/20Wed 11/26
YHZ - ORD • 1 stop
Cheapest one-way
$109
Porter Airlines
Sat 12/13
YHZ - MDW • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for Halifax to Chicago flights

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.

How much is a round-trip flight from Halifax to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Halifax to Chicago departing in November.

What is the cheapest Halifax to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Halifax to Chicago costs $414 on the route between Halifax (YHZ) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

The average price of all round-trip flights from Halifax to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Halifax to Chicago. For your return ticket, we recommend flying on a Monday and avoiding Fridays for the best deals.

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 round-trip 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 September, where tickets cost $260 (return) on average. On the other hand, the most expensive months are July and August, where the average cost of round-trip tickets is $492 and $477 respectively.

Can I save money by flying with a layover from Halifax to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $476 on average.

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Expert advice

Expert advice for your flight from Halifax to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
YHZ

Halifax Airport's shorter lines and quick processing make it easy to navigate, ideal for a stress-free start to your trip.

Read more about YHZby Jody Robbins
ORD

Take the CTA Blue Line from ORD to downtown Chicago in about 45 minutes, avoiding traffic and saving money.

Read more about ORDby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Jody Robbins

Jody Robbins

Expert on YHZ

Jody Robbins

Jody Robbins

Recognized as the Canadian Travel Media of the Year by the Tourism Industry Association of Canada (2024), Jody is an award-winning travel and lifestyles writer based in Calgary. She’s spent the last two decades racking up the air miles, living in Japan, England and managing a European sales channel for a not-so-glamorous audio-visual company.

Read more

Good to know

Low seasonMarch
Cheapest flight$109
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 25% 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 $109 for a one-way ticket and $166 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?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Halifax to Chicago flight route.

  • Which airline alliances offer flights from Halifax to Chicago?

    Star Alliance is the only airline alliance operating flights between Halifax and Chicago.

  • 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.

Reviews of the top airline 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.
7.1
Air CanadaOverall score based on 10372 reviews
7.3Boarding
6.3Food
7.8Crew
6.8Entertainment
7.1Comfort
Airline reviews

Seats too small and too cramped, I have stomach cancer and I threw up after the flight . No advance boarding for disabled people. No aisle seats available for disabled people who have to use the washroom frequently. No space for cabin baggage for disabled people who have to carry bulky medications or equipment to use on the flight. Baggage rules and fees are ridiculous. I have been an aeroplan member for 30 years and I fly frequently, but from now on I will choose offshore carriers. .

2.0 MediocreDave, Oct 2025YHZ - YYZ
Read more Air Canada reviews

Seats too small and too cramped, I have stomach cancer and I threw up after the flight . No advance boarding for disabled people. No aisle seats available for disabled people who have to use the washroom frequently. No space for cabin baggage for disabled people who have to carry bulky medications or equipment to use on the flight. Baggage rules and fees are ridiculous. I have been an aeroplan member for 30 years and I fly frequently, but from now on I will choose offshore carriers. .

taking our carryon and forcing us to check it through

Obviously the leg room...but I guess that's what business class would be ..expensive though.

I was very excited when we were to arrive 19 mins early . However that did not last long since there was no available gate and sat there waiting almost a hour.

Seats horribly uncomfortable. Air nozzles didn't work so very overheated.

Every person and every experience with Air Canada was excellent. All customer service was outstanding and done pleasantly. The notifications through their App were timely and informative. This airline shines. All other airlines should take training from them.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Better than usual. We’ve flown air Canada for years at least once or twice a year and used it to bring our Canadian American son back and forth from USA and Canada and Europe and we have had MANY bad experiences with late flights, missed connections, boarding issues, for almost 10 years. Just lots of bad experiences. This one wasn’t bad at all. It’s simply what we expected. Even though the first flight this time was 45 min late in leaving due to a maintenance issue, that didn’t mess us up. But all else was fine so we were pleased.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

It was just ok, after a weather delay and had to take 3 planes in one day I asked for another cookie and she said no only one per passenger, found that a bit pity after spending my whole day in airports and planes

Everything you need to know for your flight from Halifax to Chicago

Information on your arrival and departure airports

Halifax (YHZ)

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