YHZ - CHI

$172 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 5/4. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$303
Overall average: $202
Porter Airlines
Wed 9/2Wed 9/9
YHZ - ORD • 2 stops
Cheapest non-stop
$586
United Airlines
Fri 5/29Fri 6/5
YHZ - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Cheapest • from $303 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with United Airlines. Average duration is 0
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $431 (round-trip)
Shortest trip • 5h 11m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 40% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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!
Flight Deals
Booking Insights
Expert advice
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

Wed, Sep 2 - Wed, Sep 9
Porter Airlines Logo
1:40 pm - 9:35 pm
YHZ
-
ORD
9h 55m
2 stops
Porter Airlines Logo
11:45 am - 11:44 pm
ORD
-
YHZ
9h 59m
2 stops
$303Porter Airlines
Wed, Sep 2 - Wed, Sep 9
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
11:45 am - 11:44 pm
ORD
-
YHZ
9h 59m
2 stops
$306Porter Airlines
Wed, Sep 2 - Wed, Sep 9
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
11:45 am - 11:44 pm
ORD
-
YHZ
9h 59m
2 stops
$312Porter Airlines
Wed, Sep 2 - Wed, Sep 9
Porter Airlines Logo
7:00 am - 2:35 pm
YHZ
-
ORD
9h 35m
2 stops
Porter Airlines Logo
11:45 am - 11:44 pm
ORD
-
YHZ
9h 59m
2 stops
$317Porter Airlines
Sat, Sep 5 - Sat, Sep 12
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
7:00 am - 4:24 pm
ORD
-
YHZ
7h 24m
2 stops
$328Porter Airlines
Sat, Sep 5 - Sat, Sep 12
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
ORD
8h 35m
2 stops
Porter Airlines Logo
7:00 am - 4:24 pm
ORD
-
YHZ
7h 24m
2 stops
$334Porter Airlines
Fri, Apr 17 - Tue, Apr 21
Porter Airlines Logo
8:30 am - 3:20 pm
YHZ
-
MDW
8h 50m
1 stop
Porter Airlines Logo
11:00 am - 8:05 pm
MDW
-
YHZ
7h 05m
1 stop
$336Porter Airlines
Sat, Apr 4 - Sat, Apr 11
Porter Airlines Logo
8:25 am - 12:10 pm
YHZ
-
MDW
5h 45m
1 stop
Porter Airlines Logo
12:55 pm - 8:05 pm
MDW
-
YHZ
5h 10m
1 stop
$337Porter Airlines
Fri, Jun 19 - Mon, Jun 22
WestJet Logo
3:30 pm - 6:41 pm
YHZ
-
ORD
5h 11m
1 stop
WestJet Logo
8:55 am - 9:45 pm
ORD
-
YHZ
10h 50m
1 stop
$361WestJet
Fri, Jun 19 - Mon, Jun 22
WestJet Logo
3:30 pm - 6:41 pm
YHZ
-
ORD
5h 11m
1 stop
WestJet Logo
7:10 am - 9:45 pm
ORD
-
YHZ
12h 35m
1 stop
$362WestJet
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 $560 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 Saturday and avoiding Wednesdays 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 January and July, where the average cost of round-trip tickets is $690 and $676 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 $498 on average.

Expert advice

Expert advice for your flight from Halifax to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

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.

Jody Robbins

Jody Robbins

Expert on YHZ

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.

Good to know

Low seasonFebruary
Cheapest flight$172
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 30% 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 $165 for a one-way ticket and $303 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.

  • 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 $476 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 $496 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.

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

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Halifax Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United 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 9431 reviews
8.1Crew
7.3Comfort
7.7Boarding
6.6Food
7.1Entertainment
Airline reviews

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

6.0 GoodAnonymous, Mar 2026
FRA - ORD
Read more United Airlines reviews

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

I would like to review the next flight from Toronto to Fort Myers as it was a disaster!!

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

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.

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

Information on your arrival and departure airports