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 October 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$ 295 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.

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

6h 23m1 stop Toronto Pearson Intl

3:40 p.m. - 12:15 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 35m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 536Air Canada

Fri, 13 Nov - Tue, 24 Nov

6:00 a.m. - 11:34 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

19h 34m2 stops Toronto Pearson Intl Fort Lauderdale

6:20 p.m. - 10:15 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

13h 55m1 stop Toronto Island

C$ 574Multiple Airlines

Sat, 21 Nov - Fri, 27 Nov

2:25 p.m. - 7:52 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 27m1 stop Montreal Pierre Elliott Trudeau Intl

3:45 p.m. - 11:49 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 04m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 575Air Canada

Tue, 23 Mar - Sat, 27 Mar

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

6h 08m1 stop Toronto Pearson Intl

4:30 p.m. - 1:58 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

7h 28m1 stop Toronto Pearson Intl

C$ 582Air Canada

Sat, 26 Dec - Tue, 5 Jan

6:30 a.m. - 12:43 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

9:50 a.m. - 6:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

7h 00m1 stop Toronto Pearson Intl

C$ 584American Airlines

Wed, 7 Apr - Wed, 14 Apr

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

7h 02m1 stop Montreal Pierre Elliott Trudeau Intl

3:40 p.m. - 12:15 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 35m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 585Air Canada

Sat, 21 Nov - Fri, 27 Nov

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

7h 02m1 stop Montreal Pierre Elliott Trudeau Intl

3:40 p.m. - 12:15 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

6h 35m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 587Air Canada

Sat, 21 Nov - Fri, 27 Nov

6:30 a.m. - 12:43 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

9:50 a.m. - 6:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

7h 00m1 stop Toronto Pearson Intl

C$ 589American Airlines

Tue, 6 Apr - Tue, 20 Apr

5:10 a.m. - 11:07 a.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 57m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 12:15 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

8h 20m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl

C$ 598Air Canada

Sat, 21 Nov - Fri, 27 Nov

6:05 a.m. - 3:38 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

11h 33m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:55 p.m. - 12:15 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

8h 20m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl

C$ 600Air Canada

Sat, 21 Nov - Fri, 27 Nov

Cheap last-minute flights

Enter your travel dates to find the best prices.

10:25 a.m. - 3:38 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

7h 13m1 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$ 866Air Canada

Tue, 3 Nov - Tue, 10 Nov

6:30 a.m. - 5:40 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

13h 10m2 stops Ottawa Toronto Island

12:15 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

9h 35m2 stops Toronto Island Ottawa

C$ 920Porter Airlines

Tue, 3 Nov - Tue, 10 Nov

6:30 a.m. - 1:01 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

8h 31m1 stop Toronto Pearson Intl

12:15 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

9h 35m2 stops Toronto Island Ottawa

C$ 930Porter Airlines

Tue, 3 Nov - Tue, 10 Nov

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

6h 23m1 stop Toronto Pearson Intl

4:30 p.m. - 1:58 a.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

7h 28m1 stop Toronto Pearson Intl

C$ 944Air Canada

Wed, 4 Nov - Wed, 11 Nov

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

11h 13m2 stops Toronto Pearson Intl Newark

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

6h 24m1 stop Newark

C$ 962United Airlines

Wed, 4 Nov - Wed, 11 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$ 973United Airlines

Wed, 4 Nov - Wed, 11 Nov

7:50 p.m. - 3:37 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

21h 47m3 stops Toronto Pearson Intl Ottawa Fort Lauderdale

12:15 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

9h 35m2 stops Toronto Island Ottawa

C$ 1,607Multiple Airlines

Wed, 4 Nov - Wed, 11 Nov

7:50 p.m. - 5:07 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

23h 17m3 stops Toronto Pearson Intl Ottawa Orlando

12:15 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

9h 35m2 stops Toronto Island Ottawa

C$ 1,624Multiple Airlines

Tue, 3 Nov - Tue, 10 Nov

7:50 p.m. - 7:41 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

25h 51m1 stop Toronto Pearson Intl

12:15 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

9h 35m2 stops Toronto Island Ottawa

C$ 1,751Porter Airlines

Fri, 6 Nov - Fri, 13 Nov

6:30 a.m. - 5:40 p.m.YHZ Halifax Intl-ORD Chicago O'Hare Intl

13h 10m2 stops Ottawa Toronto Island

12:15 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YHZ Halifax Intl

9h 35m2 stops Toronto Island Ottawa

C$ 1,917Porter Airlines

Fri, 6 Nov - Fri, 13 Nov

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Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets

Air Canada

21 Nov

YHZ6:05 a.m.Halifax Intl

7h 02m

1 stop

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

27 Nov

ORD3:40 p.m.Chicago O'Hare Intl

6h 35m

1 stop

YHZ12:15 a.m.Halifax Intl

C$ 585

Air Canada

21 Nov

YHZ6:05 a.m.Halifax Intl

7h 02m

1 stop

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

27 Nov

ORD3:40 p.m.Chicago O'Hare Intl

6h 35m

1 stop

YHZ12:15 a.m.Halifax Intl

C$ 587

Air Canada

21 Nov

YHZ5:10 a.m.Halifax Intl

7h 57m

1 stop

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

27 Nov

ORD1:55 p.m.Chicago O'Hare Intl

8h 20m

2 stops

YHZ12:15 a.m.Halifax Intl

C$ 598

Porter Airlines flights from Halifax to Chicago

Our best Porter Airlines deals on Halifax to Chicago flight tickets

Porter Airlines

7 Apr

YHZ6:30 a.m.Halifax Intl

7h 00m

2 stops

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

14 Apr

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

9h 30m

2 stops

YHZ11:50 p.m.Halifax Intl

C$ 603

Porter Airlines

13 Feb

YHZ6:40 a.m.Halifax Intl

12h 50m

2 stops

ORD5:30 p.m.Chicago O'Hare Intl

15 Feb

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

9h 32m

2 stops

YHZ11:52 p.m.Halifax Intl

C$ 631

Porter Airlines

13 Nov

YHZ6:30 a.m.Halifax Intl

13h 10m

2 stops

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

16 Nov

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

9h 35m

2 stops

YHZ11:50 p.m.Halifax Intl

C$ 633

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Fri 13/11

5:00 a.m.-9:23 a.m.

1 stop6h 23m

Chicago O'Hare Intl

Tue 24/11

3:40 p.m.-12:15 a.m.

1 stop6h 35m

C$ 536

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 21/11

6:00 a.m.-11:34 p.m.

2 stops19h 34m

Chicago O'Hare Intl

Fri 27/11

6:20 p.m.-10:15 a.m.

1 stop13h 55m

C$ 574

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 23/3

2:25 p.m.-7:52 p.m.

1 stop7h 27m

Chicago O'Hare Intl

Sat 27/3

3:45 p.m.-11:49 p.m.

1 stop6h 04m

C$ 575

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 26/12

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

1 stop6h 08m

Chicago O'Hare Intl

Tue 5/1

4:30 p.m.-1:58 a.m.

1 stop7h 28m

C$ 582

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 7/4

6:30 a.m.-12:43 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Wed 14/4

9:50 a.m.-6:50 p.m.

1 stop7h 00m

C$ 584

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 21/11

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

1 stop7h 02m

Chicago O'Hare Intl

Fri 27/11

3:40 p.m.-12:15 a.m.

1 stop6h 35m

C$ 585

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 21/11

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

1 stop7h 02m

Chicago O'Hare Intl

Fri 27/11

3:40 p.m.-12:15 a.m.

1 stop6h 35m

C$ 587

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 6/4

6:30 a.m.-12:43 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Tue 20/4

9:50 a.m.-6:50 p.m.

1 stop7h 00m

C$ 589

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 21/11

5:10 a.m.-11:07 a.m.

1 stop7h 57m

Chicago O'Hare Intl

Fri 27/11

1:55 p.m.-12:15 a.m.

2 stops8h 20m

C$ 598

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 21/11

6:05 a.m.-3:38 p.m.

2 stops11h 33m

Chicago O'Hare Intl

Fri 27/11

1:55 p.m.-12:15 a.m.

2 stops8h 20m

C$ 600

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$ 515.

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$ 519. 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$ 898. 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$ 785. 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$ 910 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 October 2026, prices for Halifax to Chicago flights are approximately 11% 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$ 295
Fastest flight time	6h 23m
Direct flights	None

The best one-way flight to Chicago from Halifax in the past 72 hours is C$ 295. The best round-trip flight deal from Halifax to Chicago found on momondo in the last 72 hours is C$ 536.

The fastest flight from Halifax to Chicago takes 6h 23m

There are no direct flights from Halifax to Chicago. There are no popular flight routes from Halifax to Chicago.

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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 23m.
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 October 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 Embraer 175 (Enhanced Winglets), making up 33.33% of the total bookings. Other popular models include Boeing 737 MAX 8 with 16.67%, De Havilland (Bombardier) DHC-8-400 Dash 8Q with 16.67%, and Embraer 175 with 16.67%.
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 57% of the total bookings. Other popular airlines include Porter Airlines with 23% and WestJet with 20%.

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$ 270	Free Cancellation	Rating 7.1 11,835 reviews		Search Air Canada flights

Merrillville

Hammond

Benton Harbor

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$ 295

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 24/4. 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

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Big names, great deals

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Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets

Porter Airlines flights from Halifax to Chicago

Our best Porter Airlines deals on Halifax to Chicago flight tickets

momondo Fare Finder

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

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