YHZ - CHI

$169 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 5/27. 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
$356
Typical prices: $576-$466
Multiple Airlines
Wed 6/10Wed 6/17
YHZ - ORD • 1 stop
Cheapest non-stop
$578
American Airlines
Sat 6/20Sat 6/27
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
Delta
Cheapest • from $374 (round-trip)
United Airlines
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 and American Airlines. Average duration is 3h 53m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
YHZ
-
ORD
Cheapest
YHZ
-
ORD
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Montreal (YUL)
Cheapest • Avg $306 (round-trip)
Detroit (DTW)
Shortest trip • 4h 55m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 72% price drop
June
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, Jun 10 - Wed, Jun 17
Multiple Airlines Logo
8:15 pm - 9:00 am
YHZ
-
ORD
14h 45m
1 stop
Multiple Airlines Logo
9:55 am - 9:17 pm
ORD
-
YHZ
9h 22m
1 stop
$356Multiple Airlines
Sat, Jun 13 - Sat, Jun 20
Multiple Airlines Logo
8:15 pm - 9:00 am
YHZ
-
ORD
14h 45m
1 stop
Multiple Airlines Logo
8:40 pm - 1:10 pm
ORD
-
YHZ
14h 30m
1 stop
$357Multiple Airlines
Mon, Jun 8 - Wed, Jun 10
Delta Logo
6:30 am - 5:04 pm
YHZ
-
ORD
12h 34m
2 stops
Delta Logo
8:08 am - 11:32 pm
ORD
-
YHZ
13h 24m
2 stops
$374Delta
Wed, Jun 3 - Mon, Jun 8
Porter Airlines Logo
8:00 am - 9:35 am
YHZ
-
MDW
27h 35m
1 stop
Porter Airlines Logo
3:20 pm - 9:14 pm
MDW
-
YHZ
27h 54m
2 stops
$376Porter Airlines
Wed, Jun 10 - Sat, Jun 20
Delta Logo
6:30 am - 4:16 pm
YHZ
-
MDW
11h 46m
2 stops
Delta Logo
9:54 am - 11:07 pm
MDW
-
YHZ
11h 13m
2 stops
$381Delta
Mon, Jun 15 - Fri, Jun 19
Delta Logo
6:30 am - 12:40 pm
YHZ
-
ORD
8h 10m
2 stops
Delta Logo
9:48 am - 11:32 pm
ORD
-
YHZ
11h 44m
2 stops
$381Delta
Sat, Jun 20 - Sat, Jun 27
WestJet Logo
3:30 pm - 8:31 pm
YHZ
-
ORD
7h 01m
1 stop
WestJet Logo
11:15 am - 9:45 pm
ORD
-
YHZ
8h 30m
1 stop
$399WestJet
Tue, Aug 25 - Sat, Aug 29
WestJet Logo
3:30 pm - 8:24 pm
YHZ
-
ORD
6h 54m
1 stop
WestJet Logo
1:35 pm - 9:40 pm
ORD
-
YHZ
6h 05m
1 stop
$405WestJet
Fri, Jun 19 - Mon, Jun 22
WestJet Logo
3:30 pm - 8:31 pm
YHZ
-
ORD
7h 01m
1 stop
WestJet Logo
7:01 am - 9:40 pm
ORD
-
YHZ
12h 39m
1 stop
$407WestJet
Thu, Jun 18 - Thu, Jun 25
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
MDW
8h 35m
1 stop
Porter Airlines Logo
10:25 am - 11:44 pm
MDW
-
YHZ
11h 19m
2 stops
$426Porter Airlines
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 June.

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 $156 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, Tuesday 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 $63 (return) on average. On the other hand, the most expensive months are January and February, where the average cost of round-trip tickets is $479 and $350 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.

No, with an average price for the route of $594, prices are generally cheapest when you fly direct.

Find deals
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.

Read more
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.

Read more

Good to know

Low seasonFebruary
Cheapest flight$169
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 3% increase in price.
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

  • How many flights are there between Halifax and Chicago per day?

    There is a maximum of 1 nonstop flight a day that takes off from Halifax and lands in Chicago, with an average flight time of 3h 53m. The most common departure time is 4:00 pm and most flights take off in the afternoon. Each week, there are 7 flights.

  • 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 $169 for a one-way ticket and $356 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.

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

    There are nonstop flights from Halifax to Chicago on a daily basis.

  • 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 $211 or less one-way and $213 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

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,American Airlines

United Airlines,American 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,American Airlines

United Airlines,American Airlines

Sunday

United Airlines

United Airlines

See more direct flights

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.
7.4
United AirlinesOverall score based on 9680 reviews
7.1Entertainment
8.1Crew
7.3Comfort
6.6Food
7.7Boarding
Airline reviews

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

8.0 ExcellentAnonymous, Apr 2026
ZRH - ORD
Read more United Airlines reviews

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

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

Information on your arrival and departure airports

Halifax (YHZ)