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 12/11. 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
1 adult, Economy

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

Sun, Nov 23 - Sun, Nov 30
Air Canada Logo
5:35 am - 11:18 amYHZ-ORD
7h 43m1 stop
Air Canada Logo
3:55 pm - 12:26 amORD-YHZ
6h 31m1 stop
$175Air Canada
Find Deal
Mon, Nov 10 - Sat, Nov 29
Air Canada Logo
7:00 am - 1:01 pmYHZ-ORD
8h 01m1 stop
Air Canada Logo
10:00 am - 5:41 pmORD-YHZ
5h 41m1 stop
$182Air Canada
Find Deal
Thu, Sep 25 - Thu, Oct 2
American Airlines Logo
4:06 pm - 11:48 pmYHZ-ORD
9h 42m1 stop
American Airlines Logo
7:00 am - 2:11 pmORD-YHZ
5h 11m1 stop
$183American Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
American Airlines Logo
4:06 pm - 11:48 pmYHZ-ORD
9h 42m1 stop
American Airlines Logo
3:33 pm - 3:16 pmORD-YHZ
21h 43m1 stop
$203American Airlines
Find Deal
Thu, Sep 25 - Thu, Oct 2
Delta Logo
6:40 am - 4:31 pmYHZ-ORD
11h 51m2 stops
Delta Logo
6:45 am - 11:13 pmORD-YHZ
14h 28m2 stops
$226Delta
Find Deal
Sun, Nov 9 - Thu, Nov 20
Porter Airlines Logo
8:30 am - 3:20 pmYHZ-MDW
8h 50m1 stop
Porter Airlines Logo
11:00 am - 8:05 pmMDW-YHZ
7h 05m1 stop
$229Porter Airlines
Find Deal
Thu, Sep 25 - Thu, Oct 2
Delta Logo
6:40 am - 4:31 pmYHZ-ORD
11h 51m2 stops
Delta Logo
6:45 am - 11:13 pmORD-YHZ
14h 28m2 stops
$253Delta
Find Deal
Sat, Oct 11 - Sat, Oct 25
United Airlines Logo
12:05 pm - 6:22 pmYHZ-ORD
8h 17m1 stop
United Airlines Logo
6:00 am - 7:39 pmORD-YHZ
11h 39m2 stops
$254United Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
Porter Airlines Logo
8:25 am - 3:20 pmYHZ-MDW
8h 55m2 stops
Porter Airlines Logo
11:00 am - 8:05 pmMDW-YHZ
7h 05m1 stop
$254Porter Airlines
Find Deal
Thu, Dec 25 - Thu, Jan 1
United Airlines Logo
7:00 am - 12:05 pmYHZ-ORD
7h 05m1 stop
United Airlines Logo
1:13 pm - 12:26 amORD-YHZ
9h 13m1 stop
$290United 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 $175 (round-trip)
United Airlines
Best reviews • 7.4 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
January
Cheapest • 31% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
1 day a week
There are direct flights from Halifax to Chicago 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
$175
Typical prices: $255-341
Air Canada
Sun 11/23Sun 11/30
YHZ - ORD • 1 stop
Cheapest one-way
$109
Typical prices: $196-383
Air Canada
Thu 12/11
YHZ - ORD • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
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
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.

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 $207 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 Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday 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 January, where tickets cost $269 (return) on average. On the other hand, the most expensive months are October and July, where the average cost of round-trip tickets is $507 and $481 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 $193 on average.

Good to know

Low seasonMarch
Cheapest flight$109
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 20% lower on average.
Flight from Halifax to Chicago O'Hare 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 $175 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?

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

  • On which days can I fly direct from Halifax to Chicago?

    You can catch a nonstop flight from Halifax to Chicago on on Saturday.

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

    The two airlines most popular with KAYAK users for flights from Halifax to Chicago are United Airlines and Air Canada. With an average price for the route of $467 and an overall rating of 7.4, United Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of $277 and an overall rating of 7.1.

  • 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.

KAYAK’s top tips for finding a cheap flight from Halifax to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $587 or less one-way and $509 or less round-trip.

Prefer to fly direct from Halifax to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Halifax Intl to Chicago.
Find which airlines fly direct from Halifax Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Halifax Intl to Chicago

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Chicago to Halifax Intl

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the 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.
7.4
United AirlinesOverall score based on 8929 reviews
6.6Food
7.3Comfort
7.7Boarding
7.1Entertainment
8.1Crew
Airline reviews

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

8.0 ExcellentAnonymous, Aug 2025YOW - ORD
Read more United Airlines reviews

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

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

All good, but plane outdated, seat uncomfortable, food that we had was 4 out of 10. Crew was great!

Lack of crew staffs to handle emergency medical situations that ending no meal served and only hot water and bag of pretzels served for business class!

Very Poor Even with the disruptions our flight was delayed twice then eventually cancelled. Subsequently we to this date have lost 3 days of our vacation. The situation still remains unresolved

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

Information on your arrival and departure airports

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