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

Airfare is below average for this route at the moment. Halifax to Chicago flights typically cost between C$ 628 and C$ 752 in September. The cheapest round-trip price found within the last 3 days was C$ 188 on United Airlines (20 Sep-27 Sep).

Question 1

Which airport typically offers the quickest layover for flights from Halifax to Chicago?

Accepted Answer

Flights via Newark (EWR) offer the fastest connection on this route, with an average layover time of 1h 42m.

Question 2

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

Accepted Answer

Airfare is below average for this route at the moment.Halifax to Chicago flights typically cost between C$ 628 and C$ 752 in September.
The cheapest round-trip price found within the last 3 days was C$ 188 on United Airlines (20 Sep-27 Sep).

Question 3

What’s the cheapest layover airport for flights from Halifax to Chicago?

Accepted Answer

Newark (EWR) is the most affordable 1-stop option, with an average round-trip price of C$ 402.

Question 4

What’s the top layover airport for flights from Halifax to Chicago?

Accepted Answer

Toronto (YYZ) – chosen by Cheapflights users on 36% of one-stop itineraries from Halifax to Chicago on Cheapflights.

Question 5

What’s the fastest layover option from Halifax to Chicago?

Accepted Answer

Flights via Toronto (YTZ) have the shortest average one-way travel time for 1-stop routes: 5h 30m.

Question 6

How long is the flight from Halifax to Chicago?

Accepted Answer

For as low as C$ 188, United Airlines can have you in Chicago from Halifax in 7h 21m. The distance from Halifax to Chicago is about 1988 km. This flight may include one or multiple stops.

Question 7

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

Accepted Answer

Air Canada, at C$ 379, was found to be the cheapest airline from Halifax to Chicago.Alternate airlines to your destination round-trip include United Airlines and Porter Airlines. Users have found that Air Canada is 31% cheaper than the other options available to this destination.

Question 8

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

Accepted Answer

To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at C$ 138. Air Canada flights start at C$ 155 while deals on Porter Airlines start at C$ 174 one-way.

Question 9

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

Accepted Answer

To ensure you get the cheapest price possible for a flight from Halifax to Chicago, you should look to book at least 50 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.

Question 10

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

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Halifax to Chicago (average of C$ 261). Flying from Halifax to Chicago in March is currently the most expensive (average of C$ 351). 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.

Question 11

What is the cheapest day to fly from Halifax to Chicago?

Accepted Answer

Travelers seeking maximum savings on their Halifax to Chicago flight should consider departing on Monday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Question 12

E

Accepted Answer

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Question 13

E

Accepted Answer

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Question 14

What are the cheapest flights from Halifax to Chicago?

Accepted Answer

On average you can expect to pay C$ 863 for a flight from Halifax to Chicago. The cheapest flight overall is C$ 432 while the most popular route, (Halifax Intl - Chicago O'Hare Intl) is currently priced at C$ 266.

Question 15

What are the most reliable airlines from Halifax to Chicago?

Accepted Answer

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Halifax to Chicago on time: American Airlines (93%), Envoy Air (93%), SkyWest Airlines (75%).

Question 16

What is the cheapest day to fly round-trip from Halifax to Chicago?

Accepted Answer

Users have found that flying from Halifax to Chicago on a Friday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

Question 17

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

Accepted Answer

To save up to 125% on this flight, we recommend booking at least 51 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Halifax to Chicago from C$ 473 1-2 weeks out and tickets from C$ 632 for flights departing within the next 72 hours.

Question 18

What is the cheapest month to fly from Halifax to Chicago?

Accepted Answer

Due to multiple factors, expect to potentially pay more when booking in October. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Halifax in January are about C$ 550 on average during January, but can be found for as low as C$ 311.

Question 19

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

Accepted Answer

A simple way to save on the total cost of your ticket is to fly from Halifax to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight at noon.

Question 20

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

Accepted Answer

For a flight from Halifax to Chicago, you will be flying from Halifax Intl. Halifax Intl (YHZ) is just 26.9 km from the centre of the city. Halifax Intl is the only Halifax airport and it handles 0 outbound flights to Chicago per day. 3 airlines have flights to Chicago from Halifax Intl on a regular basis.

Question 21

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

Accepted Answer

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

Question 22

How can I find direct flights from Halifax to Chicago?

Accepted Answer

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

Question 23

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

Accepted Answer

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.

Question 24

How does Cheapflights help users find flights from Halifax to Chicago?

Accepted Answer

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Halifax to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Question 25

Why should you use Cheapflights to find cheap flight tickets from Halifax to Chicago?

Accepted Answer

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Halifax.

Question 26

Can Cheapflights find flights from Halifax to Chicago with no change fees?

Accepted Answer

Need flexible booking options for your flight to Chicago from Halifax? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Question 27

Can Cheapflights notify me if prices for flights from Halifax to Chicago become cheaper?

Accepted Answer

Yes, Cheapflights offers price alerts on Halifax to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

Round-trip from	C$ 188
One-way from	C$ 138
Popular in	October
Cheapest in	January
Average price	C$ 669
Good round-trip deal	C$ 717 or less
Good one-way deal	C$ 786 or less

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 379	AverageC$ 557	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
United Airlines	CheapestC$ 401	AverageC$ 429	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Porter Airlines	CheapestC$ 435	AverageC$ 614	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights

Cheap flights from Halifax to Chicago from C$ 138

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 15/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Halifax Intl to Chicago are usually found in January or February, booked 51 days in advance, depart on a Monday or Wednesday and return on a Wednesday

Cheap flight deals from Halifax to Chicago

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Find flight deals from Halifax to Chicago

Cheapest flights from Halifax to ChicagoExplore 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 19 August 2025.

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 19 August 2025.

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Use the filters below to find and compare flights from Halifax to Chicago that are best for you.

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.

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 8 August 2025.

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

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 19 August 2025.

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

What’s the top layover airport for flights from Halifax to Chicago?

Share of one-stop round-trip flights from Halifax to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

What’s the cheapest layover airport for flights from Halifax to Chicago?

Average round-trip fare for 1-stop flights from Halifax to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

What’s the fastest layover option from Halifax to Chicago?

Shortest average travel time for 1-stop one-way flights from Halifax to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Which airport typically offers the quickest layover for flights from Halifax to Chicago?

Average layover duration for 1-stop one-way flights from Halifax to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Halifax to Chicago, such as Porter Airlines,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

How long is the flight from Halifax to Chicago?

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

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

What are the most reliable airlines from Halifax to Chicago?

What are the cheapest flights from Halifax to Chicago?

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

How can I find direct flights from Halifax to Chicago?

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

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

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Alternative routes for Halifax to Chicago

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Top 3 airlines flying from Halifax to Chicago

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How does Cheapflights help users find flights from Halifax to Chicago?

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Can Cheapflights find flights from Halifax to Chicago with no change fees?

Can Cheapflights notify me if prices for flights from Halifax to Chicago become cheaper?

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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 19 August 2025.