What is the cheapest airline that flies from Halifax Intl to Chicago?

Air Canada is the most popular carrier operating from Halifax Intl to Chicago

When did momondo last update prices for flights from Halifax Intl Airport to Chicago?

Prices for flights from Halifax Intl Airport to Chicago refresh daily.

How many operators does momondo search for flights from Halifax Intl Airport to Chicago?

The number of operators available for flights from Halifax Intl Airport to Chicago is 1 as of November 2026.

How old do you have to be to fly from Halifax Intl Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Halifax Intl Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 326 Cheap Flights from Halifax to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Halifax to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:10 p.m. - 8:08 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 58m1 stop Newark

7:56 p.m. - 1:24 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

15h 28m1 stop Newark

C$ 589United Airlines

Mon, 11 Jan - Thu, 14 Jan

1:49 p.m. - 9:55 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

10h 06m1 stop Newark

8:00 p.m. - 1:08 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

15h 08m1 stop Newark

C$ 592United Airlines

Mon, 22 Mar - Fri, 26 Mar

2:10 p.m. - 8:08 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 58m1 stop Newark

7:56 p.m. - 1:24 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

15h 28m1 stop Newark

C$ 592United Airlines

Tue, 19 Jan - Sat, 23 Jan

6:05 a.m. - 11:07 a.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 02m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 12:05 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

8h 10m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl

C$ 593Air Canada

Wed, 2 Dec - Mon, 7 Dec

6:05 a.m. - 11:07 a.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 02m1 stop Montreal Pierre Elliott Trudeau Intl

7:05 a.m. - 3:55 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 50m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 593Air Canada

Mon, 23 Nov - Tue, 1 Dec

2:10 p.m. - 8:08 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 58m1 stop Newark

7:56 p.m. - 1:24 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

15h 28m1 stop Newark

C$ 593United Airlines

Mon, 11 Jan - Thu, 14 Jan

5:00 a.m. - 9:08 a.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

6h 08m1 stop Toronto Pearson Intl

3:45 p.m. - 12:55 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

7h 10m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 594Air Canada

Sat, 13 Feb - Mon, 15 Feb

10:30 a.m. - 3:48 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 18m1 stop Toronto Pearson Intl

3:45 p.m. - 12:55 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

7h 10m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 594Air Canada

Sat, 13 Feb - Mon, 15 Feb

5:00 a.m. - 9:08 a.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

6h 08m1 stop Toronto Pearson Intl

7:05 a.m. - 3:55 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 50m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 594Air Canada

Tue, 5 Jan - Sat, 16 Jan

2:10 p.m. - 8:08 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 58m1 stop Newark

1:55 p.m. - 1:30 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

9h 35m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl

C$ 597Multiple Airlines

Tue, 19 Jan - Sat, 23 Jan

Cheap last-minute flights

Enter your travel dates to find the best prices.

6:00 a.m. - 5:43 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

13h 43m1 stop Toronto Pearson Intl

9:48 p.m. - 3:58 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

16h 10m1 stop Newark

C$ 1,035United Airlines

Mon, 16 Nov - Wed, 18 Nov

6:00 a.m. - 5:43 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

13h 43m1 stop Toronto Pearson Intl

9:48 p.m. - 3:58 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

16h 10m1 stop Newark

C$ 1,038United Airlines

Mon, 16 Nov - Wed, 18 Nov

6:00 a.m. - 8:48 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

16h 48m1 stop Toronto Pearson Intl

11:56 a.m. - 1:58 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

12h 02m2 stops Newark Toronto Pearson Intl

C$ 1,041United Airlines

Mon, 16 Nov - Wed, 18 Nov

6:00 a.m. - 8:39 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

16h 39m2 stops Toronto Pearson Intl Washington, D.C. Reagan-National

5:55 a.m. - 1:24 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

5h 29m1 stop Newark

C$ 1,042United Airlines

Mon, 16 Nov - Wed, 18 Nov

5:00 a.m. - 9:30 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

18h 30m2 stops Toronto Pearson Intl Newark

9:48 p.m. - 3:58 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

16h 10m1 stop Newark

C$ 1,045United Airlines

Mon, 16 Nov - Wed, 18 Nov

6:00 a.m. - 3:38 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

11h 38m1 stop Toronto Pearson Intl

11:05 a.m. - 1:58 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

12h 53m1 stop Toronto Pearson Intl

C$ 1,132United Airlines

Mon, 16 Nov - Wed, 18 Nov

6:00 a.m. - 3:13 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

11h 13m2 stops Toronto Pearson Intl Newark

11:56 a.m. - 1:58 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

12h 02m2 stops Newark Toronto Pearson Intl

C$ 1,147United Airlines

Mon, 16 Nov - Wed, 18 Nov

6:00 a.m. - 3:13 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

11h 13m2 stops Toronto Pearson Intl Newark

11:56 a.m. - 1:58 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

12h 02m2 stops Newark Toronto Pearson Intl

C$ 1,190United Airlines

Mon, 16 Nov - Wed, 18 Nov

10:15 a.m. - 5:17 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

9h 02m1 stop Newark

5:00 a.m. - 1:24 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 24m1 stop Newark

C$ 1,929Air Canada

Mon, 16 Nov - Wed, 18 Nov

5:00 a.m. - 9:23 a.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

6h 23m1 stop Toronto Pearson Intl

5:00 a.m. - 1:24 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 24m1 stop Newark

C$ 2,016Air Canada

Mon, 16 Nov - Wed, 18 Nov

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Porter Airlines flights from Halifax to Chicago

Our best Porter Airlines deals on Halifax to Chicago flight tickets

Porter Airlines

12 Dec

YHZ6:25 a.m.Halifax Intl

13h 15m

2 stops

ORD5:40 p.m.Chicago O'Hare Intl

29 Dec

ORD12:15 p.m.Chicago O'Hare Intl

9h 36m

2 stops

YHZ11:51 p.m.Halifax Intl

C$ 609

Porter Airlines

11 Jan

YHZ6:20 a.m.Halifax Intl

7h 10m

2 stops

ORD11:30 a.m.Chicago O'Hare Intl

14 Jan

ORD12:20 p.m.Chicago O'Hare Intl

9h 32m

2 stops

YHZ11:52 p.m.Halifax Intl

C$ 616

Porter Airlines

11 Jan

YHZ6:20 a.m.Halifax Intl

7h 10m

2 stops

ORD11:30 a.m.Chicago O'Hare Intl

14 Jan

ORD12:20 p.m.Chicago O'Hare Intl

9h 32m

2 stops

YHZ11:52 p.m.Halifax Intl

C$ 617

Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets

Air Canada

23 Nov

YHZ6:05 a.m.Halifax Intl

7h 02m

1 stop

ORD11:07 a.m.Chicago O'Hare Intl

1 Dec

ORD7:05 a.m.Chicago O'Hare Intl

6h 50m

1 stop

YHZ3:55 p.m.Halifax Intl

C$ 593

Air Canada

13 Feb

YHZ5:00 a.m.Halifax Intl

6h 08m

1 stop

ORD9:08 a.m.Chicago O'Hare Intl

15 Feb

ORD3:45 p.m.Chicago O'Hare Intl

7h 10m

1 stop

YHZ12:55 a.m.Halifax Intl

C$ 594

Air Canada

4 Dec

YHZ5:00 a.m.Halifax Intl

6h 08m

1 stop

ORD9:08 a.m.Chicago O'Hare Intl

8 Dec

ORD7:05 a.m.Chicago O'Hare Intl

6h 50m

1 stop

YHZ3:55 p.m.Halifax Intl

C$ 597

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Mon 11/1

2:10 p.m.-8:08 p.m.

1 stop7h 58m

Chicago O'Hare Intl

Thu 14/1

7:56 p.m.-1:24 p.m.

1 stop15h 28m

C$ 589

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Mon 22/3

1:49 p.m.-9:55 p.m.

1 stop10h 06m

Chicago O'Hare Intl

Fri 26/3

8:00 p.m.-1:08 p.m.

1 stop15h 08m

C$ 592

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 19/1

2:10 p.m.-8:08 p.m.

1 stop7h 58m

Chicago O'Hare Intl

Sat 23/1

7:56 p.m.-1:24 p.m.

1 stop15h 28m

C$ 592

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 2/12

6:05 a.m.-11:07 a.m.

1 stop7h 02m

Chicago O'Hare Intl

Mon 7/12

1:55 p.m.-12:05 a.m.

2 stops8h 10m

C$ 593

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Mon 23/11

6:05 a.m.-11:07 a.m.

1 stop7h 02m

Chicago O'Hare Intl

Tue 1/12

7:05 a.m.-3:55 p.m.

1 stop6h 50m

C$ 593

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Mon 11/1

2:10 p.m.-8:08 p.m.

1 stop7h 58m

Chicago O'Hare Intl

Thu 14/1

7:56 p.m.-1:24 p.m.

1 stop15h 28m

C$ 593

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 13/2

5:00 a.m.-9:08 a.m.

1 stop6h 08m

Chicago O'Hare Intl

Mon 15/2

3:45 p.m.-12:55 a.m.

1 stop7h 10m

C$ 594

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 13/2

10:30 a.m.-3:48 p.m.

1 stop7h 18m

Chicago O'Hare Intl

Mon 15/2

3:45 p.m.-12:55 a.m.

1 stop7h 10m

C$ 594

Quickest round-trip

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 5/1

5:00 a.m.-9:08 a.m.

1 stop6h 08m

Chicago O'Hare Intl

Sat 16/1

7:05 a.m.-3:55 p.m.

1 stop6h 50m

C$ 594

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 19/1

2:10 p.m.-8:08 p.m.

1 stop7h 58m

Chicago O'Hare Intl

Sat 23/1

1:55 p.m.-1:30 a.m.

2 stops9h 35m

C$ 597

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Halifax to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Chicago?

The month of August is another great option to travel to Chicago, with average flight prices from Halifax averaging around C$ 526.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as C$ 530. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around C$ 929. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from Halifax to Chicago when you can find flight prices for as low as C$ 813. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 929 per ticket.

What is the cheapest Halifax Intl to Chicago flight route?

Fly from Halifax Intl to Chicago O'Hare Intl for the best Halifax Intl - Chicago flight prices

What cabin class options are available on Halifax to Chicago flights?

There are 2 cabin classes available to choose from on Halifax to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Halifax to Chicago flights?

You could potentially save up to 30% on your flight if you consider stops on a Halifax to Chicago flight.

How have Halifax to Chicago flight prices changed over time?

As of November 2026, prices for Halifax to Chicago flights are approximately 45% more expensive when compared to flights at the same time last year.

When to book flights from Halifax to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Halifax to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Halifax to Chicago (YHZ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Halifax to Chicago

Best price found	C$ 326
Fastest flight time	6h 47m
Direct flights	None

The best one-way flight to Chicago from Halifax in the past 72 hours is C$ 326. The best round-trip flight deal from Halifax to Chicago found on momondo in the last 72 hours is C$ 589.

The fastest flight from Halifax to Chicago takes 6h 47m

There are no direct flights from Halifax to Chicago. Popular non-direct route for this connection is Halifax Intl Airport - Chicago O'Hare Intl Airport.

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Frequently asked questions about flying from Halifax to Chicago

How far is Halifax Intl to Chicago by plane?
Chicago is 1963.4 km away from Halifax Intl. A reasonable flight in good conditions will take 6h 47m.
When did momondo last update prices for flights from Halifax Intl Airport to Chicago?
Prices for flights from Halifax Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Halifax Intl Airport to Chicago?
The number of operators available for flights from Halifax Intl Airport to Chicago is 1 as of November 2026.
How old do you have to be to fly from Halifax Intl Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Halifax Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Halifax to Chicago?
Based on momondo bookings for flights between Halifax and Chicago, the leading plane model is Boeing 737 MAX 8, making up 22.22% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 22.22%, De Havilland (Bombardier) DHC-8-400 Dash 8Q with 22.22%, and Airbus A319 with 11.11%.
What is the most popular airline from Halifax to Chicago?
Based on momondo bookings for flights between Halifax and Chicago, the leading airline is Air Canada, making up 59% of the total bookings. Other popular airlines include Porter Airlines with 22% and WestJet with 19%.

Best airlines flying from Halifax to Chicago

Compare and see reviews for airlines that fly from Halifax to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 275	Free Cancellation	Rating 7.1 11,894 reviews		Search Air Canada flights

Merrillville

Benton Harbor

Hammond

Munster

Valparaiso

Portage

Why use momondo?

Why should I use momondo to find a flight deal from Halifax to Chicago?

Finding the right flight to Chicago from Halifax is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Halifax to Chicago with flexible booking policies on momondo?

All flight searches from Halifax to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Halifax to Chicago?

momondo helps you find the best flight between Halifax and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Halifax to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Halifax are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Fly into one of these airports located in Chicago

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Chicago O'Hare Intl Airport

Cheap flights from Halifax to Chicago from C$ 326

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Halifax to Chicago departing on 20/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Halifax to Chicago

Cheap round-trip flights

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Cheap last-minute flights

Big names, great deals

Big names, great deals

Filter for what you want

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Porter Airlines flights from Halifax to Chicago

Our best Porter Airlines deals on Halifax to Chicago flight tickets

Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Halifax to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Halifax Intl to Chicago flight route?

What cabin class options are available on Halifax to Chicago flights?

Can stopping save me money on Halifax to Chicago flights?

How have Halifax to Chicago flight prices changed over time?

What is the cheapest airline that flies from Halifax Intl to Chicago?

When to book flights from Halifax to Chicago

Cheap Halifax to Chicago (YHZ to CHI) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Halifax to Chicago

Best airlines flying from Halifax to Chicago

Compare and see reviews for airlines that fly from Halifax to Chicago with momondo

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Halifax

According to popular flight searches on momondo this year

Complete your trip to Chicago

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