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$151+ Cheap flights from Halifax (YHZ) to Chicago (CHI)

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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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Find cheap flights from Halifax to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Halifax Intl to Chicago are usually found in January or February, booked 15 days in advance, depart on a Friday or Tuesday and return on a Monday

Cheap flight deals from Halifax to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Halifax (YHZ) to Chicago (CHI). 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 April 22, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$275
(American Airlines)

One-way from

$151
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$365

Good one-way deal

$223 or less
Provider with most accurate pricing for Halifax Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Halifax Intl-Chicago (CHI) flights.
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From Halifax Intl to Chicago (CHI)
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One-way flight from Halifax Intl to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a one-way flight from Halifax Intl to Chicago (CHI).
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Find flight deals from Halifax to Chicago

Cheapest flights from Halifax to Chicago
Explore the most affordable flight options available from Halifax to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 7/183:25 pmYHZ - ORD
2 stops11h 34mAmerican Airlines
Sat 7/198:09 amORD - YHZ
Nonstop3h 05mAmerican Airlines
Deal found 4/22$275
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:40 amYHZ - ORD
1 stop9h 04mDelta
Tue 9/92:30 pmORD - YHZ
1 stop6h 18mDelta
Deal found 4/22$374
This WestJet deal was found by Cheapflights users on 4/22. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/56:00 pmYHZ - ORD
2 stops18h 03mWestJet
Sun 5/116:24 amORD - YHZ
2 stops22h 51mWestJet
Deal found 4/22$375
This oojo deal was found by Cheapflights users on 4/22. 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.
Wed 8/279:15 amYHZ - MDW
2 stops9h 09mPorter Airlines
Fri 9/59:15 amMDW - YHZ
2 stops11h 57mPorter Airlines
Deal found 4/22$404
This WestJet deal was found by Cheapflights users on 4/22. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/56:00 pmYHZ - MDW
2 stops30h 22mWestJet
Sun 5/111:55 pmMDW - YHZ
2 stops15h 20mWestJet
Deal found 4/22$405
This Air Canada deal was found by Cheapflights users on 4/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2711:20 amYHZ - ORD
1 stop5h 31mAir Canada
Fri 9/510:40 amORD - YHZ
1 stop6h 38mAir Canada
Deal found 4/22$423
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
Wed 7/306:30 amYHZ - MDW
1 stop11h 54mMultiple Airlines
Sat 8/29:40 amMDW - YHZ
1 stop11h 00mMultiple Airlines
Deal found 4/21$438
This Mytrip deal was found by Cheapflights users on 4/22. 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.
Mon 5/511:45 amYHZ - ORD
2 stops38h 35mMultiple Airlines
Sun 5/114:35 pmORD - YHZ
1 stop8h 20mMultiple Airlines
Deal found 4/22$499
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1611:55 amYHZ - ORD
1 stop12h 11mUnited Airlines
Tue 5/207:00 amORD - YHZ
2 stops16h 49mUnited Airlines
Deal found 4/21$660

Cheapflights Fare Finder

Customize your flight search to find flights from Halifax to Chicago 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 April 22, 2025.
Use the filters below to find and compare flights from Halifax to Chicago that are best for you.

Fly from

Halifax

Fly to

Chicago

Route

Depart

Return

Price

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 7/18

3:25 pm-12:59 am

2 stops11h 34m

Chicago O'Hare Intl

Sat 7/19

8:09 am-1:14 pm

Nonstop3h 05m

$275

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 8/19

6:40 am-1:44 pm

1 stop9h 04m

Chicago O'Hare Intl

Tue 9/9

2:30 pm-10:48 pm

1 stop6h 18m

$374

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 5/5

6:00 pm-10:03 am

2 stops18h 03m

Chicago O'Hare Intl

Sun 5/11

6:24 am-7:15 am

2 stops22h 51m

$375

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 8/27

9:15 am-4:24 pm

2 stops9h 09m

Chicago Midway

Fri 9/5

9:15 am-11:12 pm

2 stops11h 57m

$404

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 5/5

6:00 pm-10:22 pm

2 stops30h 22m

Chicago Midway

Sun 5/11

1:55 pm-7:15 am

2 stops15h 20m

$405

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 8/27

11:20 am-2:51 pm

1 stop5h 31m

Chicago O'Hare Intl

Fri 9/5

10:40 am-7:18 pm

1 stop6h 38m

$423

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 7/30

6:30 am-4:24 pm

1 stop11h 54m

Chicago Midway

Sat 8/2

9:40 am-10:40 pm

1 stop11h 00m

$438

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 5/5

11:45 am-12:20 am

2 stops38h 35m

Chicago O'Hare Intl

Sun 5/11

4:35 pm-2:55 am

1 stop8h 20m

$499

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 5/16

11:55 am-10:06 pm

1 stop12h 11m

Chicago O'Hare Intl

Tue 5/20

7:00 am-1:49 am

2 stops16h 49m

$660

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 5/21

12:00 pm-8:22 am

2 stops22h 22m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 16 results
1
2

Compare providers for flights from Halifax to Chicago

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 Halifax to Chicago in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy-Trust 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 Halifax-Chicago flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Halifax-Chicago flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Halifax-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Halifax-Chicago flights, Cheapflights users trust Mytrip the most. Mytrip 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 Halifax-Chicago 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 Halifax to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Halifax 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 Halifax to Chicago

How far ahead should I book a flight from Halifax to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Halifax to Chicago. Price data was last updated on April 18, 2025.

To ensure you get the cheapest price possible for a flight from Halifax to Chicago, you should look to book at least 15 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Halifax to Chicago (average of $245). Flying from Halifax to Chicago in March is currently the most expensive (average of $321). 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 YHZ to CHI?

Find hourly flight availability from Halifax to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 22, 2025.

One of the essential ways to save on airfare from Halifax to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 16% on airfare.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 22, 2025.
Porter Airlines
8.0
Very good
284 reviews

Entertainment

7.0

Crew

8.8

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
284 reviews
Porter Airlines
8.0
Very good
284 reviews

Entertainment

7.0

Crew

8.8

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,920 reviews
Porter Airlines
8.0
Very good
284 reviews

Entertainment

7.0

Crew

8.8

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,683 reviews
Porter Airlines
8.0
Very good
284 reviews

Entertainment

7.0

Crew

8.8

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
284 reviews

Entertainment

7.0

Crew

8.8

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
WestJet
7.2
Good
2,813 reviews
Porter Airlines
8.0
Very good
284 reviews

Entertainment

7.0

Crew

8.8

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Related info for your journey

Find useful and relevant information for your journey from Halifax to Chicago. 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 from for flights from Halifax to Chicago?

    Halifax Intl (YHZ), located 16.7 mi from the city center, is the airport you fly out of when you book flights from Halifax to Chicago. 1 airline have flights from Halifax Intl to Chicago on a regular basis. Booking flights from Halifax Intl to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

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

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $275. Additional round-trip tickets that might be worth considering are offered by Delta and WestJet, with the lowest prices starting at $374 and $375, respectively. You may be able to fly from Halifax to Chicago for 25% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Halifax to Chicago one-way?

    One-way options have recently been found by users for as low as $153 on Air Canada. Other airlines that offer cheap prices include Delta from $159 and Porter Airlines from $173 one-way.

  • What are the cheapest flights from Halifax to Chicago?

    On average you can expect to pay $224 for a flight from Halifax to Chicago. The cheapest flight overall is $160 while the most popular route, (Halifax Intl - Chicago O'Hare Intl) is currently priced at $276.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Halifax to Chicago 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 Halifax to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Halifax to Chicago (average of $245). Flying from Halifax to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Halifax to Chicago

Discover the top airline that operate flights from Halifax to Chicago. 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$255Average$474FlexibilityNo cancel feeOn-time67%

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