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$114+ Cheap flights from Chicago (CHI) to Halifax (YHZ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YHZ
Dec 7 — Dec 141
Sun 12/7
Sun 12/14
1 adult, Economy
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Find flight deals from Chicago to Halifax

Cheapest flights from Chicago to Halifax
Explore the most affordable flight options available from Chicago to Halifax. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 7, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:00 amMDW - YHZ
1 stop12h 42mMultiple Airlines
Mon 11/2410:40 pmYHZ - MDW
1 stop13h 25mMultiple Airlines
Deal found 11/5$388
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:00 amMDW - YHZ
1 stop12h 42mMultiple Airlines
Wed 11/268:20 pmYHZ - MDW
1 stop21h 00mMultiple Airlines
Deal found 11/6$396
This Mytrip deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:00 amORD - YHZ
2 stops17h 26mMultiple Airlines
Wed 11/268:20 pmYHZ - ORD
2 stops20h 35mMultiple Airlines
Deal found 11/6$421
This oojo deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2511:00 amMDW - YHZ
2 stops8h 20mPorter Airlines
Fri 11/288:25 amYHZ - MDW
2 stops8h 55mPorter Airlines
Deal found 11/5$427
This FlightHub deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:00 amMDW - YHZ
1 stop7h 10mPorter Airlines
Mon 1/58:30 amYHZ - MDW
1 stop8h 50mPorter Airlines
Deal found 11/5$453
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/194:57 pmORD - YHZ
3 stops28h 52mMultiple Airlines
Sun 11/238:45 amYHZ - ORD
1 stop16h 21mMultiple Airlines
Deal found 11/5$487
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/253:00 pmORD - YHZ
1 stop7h 22mAmerican Airlines
Fri 11/281:10 pmYHZ - ORD
1 stop6h 34mAmerican Airlines
Deal found 11/5$490
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:00 amORD - YHZ
2 stops14h 20mMultiple Airlines
Mon 11/246:30 amYHZ - ORD
2 stops18h 43mMultiple Airlines
Deal found 11/5$507
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:00 pmORD - YHZ
1 stop7h 22mAmerican Airlines
Wed 11/261:10 pmYHZ - ORD
1 stop8h 10mAmerican Airlines
Deal found 11/6$508
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:00 pmORD - YHZ
1 stop7h 22mAmerican Airlines
Mon 11/246:30 amYHZ - ORD
1 stop7h 57mAmerican Airlines
Deal found 11/5$511
This Gotogate deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2511:00 amMDW - YHZ
2 stops8h 20mPorter Airlines
Sun 11/308:25 amYHZ - MDW
1 stop27h 40mPorter Airlines
Deal found 11/6$522
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:00 amMDW - YHZ
2 stops10h 49mPorter Airlines
Mon 11/246:40 pmYHZ - MDW
1 stop17h 25mPorter Airlines
Deal found 11/4$536

Cheap flight deals from Chicago to Halifax

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Halifax (YHZ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 7, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$259
(Booking.com)

One-way from

$114
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$481
Provider with most accurate pricing for Chicago (CHI)-Halifax Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Halifax Intl flights.
Search Deals
From Chicago (CHI) to Halifax Intl
Search Deals
One-way flight from Chicago (CHI) to Halifax Intl
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Halifax that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 7, 2025.
Use the filters below to find and compare flights from Chicago to Halifax that are best for you.

Fly from

Chicago

Fly to

Halifax

Route

Depart

Return

Price

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Thu 4/9

11:00 am-8:05 pm

1 stop7h 05m

Halifax Intl

Mon 4/13

8:25 am-3:20 pm

2 stops8h 55m

$259

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Thu 4/30

11:00 am-8:05 pm

1 stop7h 05m

Halifax Intl

Mon 5/4

9:15 am-4:24 pm

2 stops9h 09m

$259

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Thu 11/20

11:00 am-1:42 am

1 stop12h 42m

Halifax Intl

Wed 11/26

8:20 pm-3:20 pm

1 stop21h 00m

$396

ChicagoHalifax

ORD - YHZ

ORDYHZ

Chicago O'Hare Intl

Thu 11/20

5:00 am-12:26 am

2 stops17h 26m

Halifax Intl

Wed 11/26

8:20 pm-2:55 pm

2 stops20h 35m

$421

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Tue 11/25

11:00 am-9:20 pm

2 stops8h 20m

Halifax Intl

Fri 11/28

8:25 am-3:20 pm

2 stops8h 55m

$427

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Sat 3/21

12:45 pm-8:05 pm

1 stop5h 20m

Halifax Intl

Sat 3/28

7:00 am-11:50 am

2 stops6h 50m

$428

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Thu 11/20

11:00 am-11:49 pm

2 stops10h 49m

Halifax Intl

Mon 11/24

10:40 pm-10:05 am

1 stop13h 25m

$433

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Thu 4/30

11:00 am-9:05 pm

2 stops8h 05m

Halifax Intl

Mon 5/4

9:15 am-4:24 pm

2 stops9h 09m

$446

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Tue 12/30

11:00 am-8:10 pm

1 stop7h 10m

Halifax Intl

Mon 1/5

8:30 am-3:20 pm

1 stop8h 50m

$453

ChicagoHalifax

ORD - YHZ

ORDYHZ

Chicago O'Hare Intl

Thu 4/30

11:40 am-8:12 pm

1 stop6h 32m

Halifax Intl

Mon 5/4

11:05 am-3:55 pm

1 stop6h 50m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 25 results
1
2
3

Compare providers for flights from Chicago to Halifax

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Halifax in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Halifax flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Halifax flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Halifax flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Halifax flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Halifax flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Halifax

Have a flexible travel schedule? Discover the best time to fly to Halifax from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to Halifax?

Currently, June is the cheapest month in which you can book a flight from Chicago to Halifax (average of $165). Flying from Chicago to Halifax in December is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to YHZ?

Find hourly flight availability from Chicago to Halifax. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 7, 2025.

It’s typically best to fly out from Chicago to Halifax in the evening. Doing so could potentially save you 76% on the flight price compared to flying at noon, which is usually more expensive.

How much does it cost to fly round-trip from Chicago to Halifax?

Reviews of airlines servicing Halifax

Get insights into the airlines that provide service to Halifax. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Halifax. Reviews last updated November 7, 2025.
Read through reviews of airlines operating flights from Chicago to Halifax, such as Porter Airlines, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
387 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Porter Airlines
8.0
Very good
387 reviews
Porter Airlines
8.0
Very good
387 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
United Airlines
7.4
Good
9,004 reviews
Porter Airlines
8.0
Very good
387 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
American Airlines
7.2
Good
11,040 reviews
Porter Airlines
8.0
Very good
387 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Air Canada
7.1
Good
10,415 reviews
Porter Airlines
8.0
Very good
387 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Halifax. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Halifax from Chicago?

    If you book a flight to Halifax from Chicago, you will be flying to Halifax Intl, which is the city’s only airport. Halifax Intl (YHZ) is located 16.7 mi from the center of Halifax. There are 0 flights from Chicago to Halifax Intl per day from 3 different airlines.

  • How long is the flight from Chicago to Halifax?

    Porter Airlines and American Airlines can get you from Chicago to Halifax in just under 6h 32m. Your travel time can differ by up to 33m. Airlines will cover a distance of 1235 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Halifax round-trip?

    Cheapflights users have booked flights from Chicago to Halifax round-trip from $170. Other airlines that can offer you cheap pricing are Air Canada, from $189, and American Airlines, from $224. These flights start at 65% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Chicago to Halifax?

    Consider SkyWest Airlines (90%), United Airlines (90%) or Air Canada (88%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Halifax.

  • Can I find deals for flights from Chicago to Halifax that include hotel bookings?

    Yes. In addition to deals on Chicago to Halifax flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Halifax?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Halifax.

  • Can I find deals for business class flights from Chicago to Halifax?

    Yes. Cheapflights offers flight deals from Chicago to Halifax by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Halifax?

    Currently, June is the cheapest month in which you can book a flight from Chicago to Halifax (average of $165). Flying from Chicago to Halifax in December is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Halifax?

Book flights to Halifax if you plan to visit one of these locations
Dartmouth
Bridgewater

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Top 3 airlines flying from Chicago to Halifax

Discover the top 3 airlines that operate flights from Chicago to Halifax. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$170Average$487FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$189Average$520FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$224Average$569FlexibilityNo cancel feeOn-time71%

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