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

Air Canada, Porter Airlines, and American Airlines are the most popular carriers 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 are updated daily.

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

As of September 2025, there are 2 operators available to choose from for flights from Halifax Intl Airport to Chicago.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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.

$109 Cheap Flights from Halifax to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Halifax and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $348 to $458. The lowest price recently found on this route was $175.

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Find the cheapest flights from Halifax to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

5:35 am - 11:18 amYHZ-ORD

7h 43m1 stop

3:55 pm - 12:26 amORD-YHZ

6h 31m1 stop

$175Air Canada

Find Deal

Sun, Nov 23 - Sun, Nov 30

7:00 am - 1:01 pmYHZ-ORD

8h 01m1 stop

10:00 am - 5:41 pmORD-YHZ

5h 41m1 stop

$182Air Canada

Find Deal

Mon, Nov 10 - Sat, Nov 29

4:06 pm - 11:48 pmYHZ-ORD

9h 42m1 stop

8:10 am - 3:16 pmORD-YHZ

5h 06m1 stop

$183American Airlines

Find Deal

Fri, Sep 26 - Tue, Sep 30

6:55 am - 3:10 pmYHZ-ORD

10h 15m2 stops

3:55 pm - 12:26 amORD-YHZ

6h 31m1 stop

$186Air Canada

Find Deal

Sun, Nov 23 - Sun, Nov 30

9:15 am - 4:24 pmYHZ-MDW

9h 09m2 stops

11:00 am - 11:54 pmMDW-YHZ

10h 54m2 stops

$220Porter Airlines

Find Deal

Wed, Oct 22 - Wed, Oct 29

8:30 am - 3:20 pmYHZ-MDW

8h 50m1 stop

11:00 am - 8:05 pmMDW-YHZ

7h 05m1 stop

$229Porter Airlines

Find Deal

Sun, Nov 9 - Thu, Nov 20

5:00 pm - 6:48 pmYHZ-ORD

3h 48mnonstop

6:00 am - 2:03 pmORD-YHZ

6h 03m1 stop

$237United Airlines

Find Deal

Sat, Oct 11 - Sat, Oct 25

5:25 am - 6:30 pmYHZ-ORD

15h 05m2 stops

4:00 pm - 11:55 pmORD-YHZ

5h 55m1 stop

$253United Airlines

Find Deal

Sat, Oct 18 - Tue, Oct 21

5:25 am - 9:09 amYHZ-ORD

5h 44m1 stop

6:06 pm - 9:59 amORD-YHZ

13h 53m1 stop

$297Multiple Airlines

Find Deal

Sat, Oct 18 - Sun, Oct 19

6:30 pm - 8:39 amYHZ-MDW

16h 09m1 stop

9:35 am - 11:40 pmMDW-YHZ

12h 05m2 stops

$344Multiple Airlines

Find Deal

Sat, Oct 11 - Sat, Oct 25

United Airlines flights from Halifax to Chicago

Our best United Airlines deals on Halifax to Chicago flight tickets

United Airlines

Oct 11

YHZ5:00 pmHalifax Intl

3h 48m

ORD6:48 pmChicago O'Hare Intl

Oct 25

ORD6:00 amChicago O'Hare Intl

6h 03m

1 stop

YHZ2:03 pmHalifax Intl

$237

Find similar

United Airlines

Oct 18

YHZ5:25 amHalifax Intl

15h 05m

2 stops

ORD6:30 pmChicago O'Hare Intl

Oct 21

ORD4:00 pmChicago O'Hare Intl

5h 55m

1 stop

YHZ11:55 pmHalifax Intl

$253

Find similar

United Airlines

Oct 11

YHZ12:05 pmHalifax Intl

8h 17m

1 stop

ORD6:22 pmChicago O'Hare Intl

Oct 25

ORD6:00 amChicago O'Hare Intl

11h 39m

2 stops

YHZ7:39 pmHalifax Intl

$254

Find similar

American Airlines flights from Halifax to Chicago

Our best American Airlines deals on Halifax to Chicago flight tickets

American Airlines

Sep 26

YHZ4:06 pmHalifax Intl

9h 42m

1 stop

ORD11:48 pmChicago O'Hare Intl

Sep 30

ORD8:10 amChicago O'Hare Intl

5h 06m

1 stop

YHZ3:16 pmHalifax Intl

$183

Find similar

American Airlines

Sep 19

YHZ2:37 pmHalifax Intl

21h 59m

1 stop

ORD10:36 amChicago O'Hare Intl

Sep 27

ORD8:20 amChicago O'Hare Intl

3h 10m

YHZ1:30 pmHalifax Intl

$286

Find similar

American Airlines

Sep 19

YHZ2:37 pmHalifax Intl

8h 06m

1 stop

ORD8:43 pmChicago O'Hare Intl

Sep 27

ORD7:03 pmChicago O'Hare Intl

18h 18m

1 stop

YHZ3:21 pmHalifax Intl

$296

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 11/23

5:35 am-11:18 am

1 stop7h 43m

Chicago O'Hare Intl

Sun 11/30

3:55 pm-12:26 am

1 stop6h 31m

$175

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 11/10

7:00 am-1:01 pm

1 stop8h 01m

Chicago O'Hare Intl

Sat 11/29

10:00 am-5:41 pm

1 stop5h 41m

$182

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 9/26

4:06 pm-11:48 pm

1 stop9h 42m

Chicago O'Hare Intl

Tue 9/30

8:10 am-3:16 pm

1 stop5h 06m

$183

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 11/23

6:55 am-3:10 pm

2 stops10h 15m

Chicago O'Hare Intl

Sun 11/30

3:55 pm-12:26 am

1 stop6h 31m

$186

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 10/22

9:15 am-4:24 pm

2 stops9h 09m

Chicago Midway

Wed 10/29

11:00 am-11:54 pm

2 stops10h 54m

$220

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 11/9

8:30 am-3:20 pm

1 stop8h 50m

Chicago Midway

Thu 11/20

11:00 am-8:05 pm

1 stop7h 05m

$229

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 10/11

5:00 pm-6:48 pm

Nonstop3h 48m

Chicago O'Hare Intl

Sat 10/25

6:00 am-2:03 pm

1 stop6h 03m

$237

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 10/18

5:25 am-6:30 pm

2 stops15h 05m

Chicago O'Hare Intl

Tue 10/21

4:00 pm-11:55 pm

1 stop5h 55m

$253

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 10/18

5:25 am-9:09 am

1 stop5h 44m

Chicago O'Hare Intl

Sun 10/19

6:06 pm-9:59 am

1 stop13h 53m

$297

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 10/11

6:30 pm-8:39 am

1 stop16h 09m

Chicago Midway

Sat 10/25

9:35 am-11:40 pm

2 stops12h 05m

$344

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

Other information

What is the typical price of a round-trip flight between Halifax and Chicago?

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Halifax, with most prices found around $269. If you’re not able to fly to Chicago in January, then March is your next best option. Flight prices from Halifax to Chicago during March average around $298.

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 $247. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Halifax to Chicago for around $434.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Halifax to Chicago during this time can be as low as $352. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $377.

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 Intl to Chicago flights?

There are 3 cabin classes available to choose from on Halifax Intl 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 25% 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 September 2025, prices for Halifax to Chicago flights are approximately 33% cheaper 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	$587
Fastest flight time	3h 48m
Direct flights	Sun
Airports in Chicago	1 airport

The best one-way flight to Chicago from Halifax in the past 72 hours is $587. The best round-trip flight deal from Halifax to Chicago found on momondo in the last 72 hours is $509.

The fastest flight from Halifax to Chicago takes 3h 48m

Direct flights go from Halifax to Chicago on Sunday. There are no airlines offering direct flights.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

How far is Halifax Intl to Chicago by plane?
The distance between Halifax Intl and Chicago is about 1220.0 mi. A reasonable flight in good conditions will take 3h 48m.
When did momondo last update prices for flights from Halifax Intl Airport to Chicago?
Prices for flights from Halifax Intl Airport to Chicago are updated daily.
How many operators does momondo search for flights from Halifax Intl Airport to Chicago?
As of September 2025, there are 2 operators available to choose from for flights from Halifax Intl Airport to Chicago.
How old do you have to be to fly from Halifax Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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?
momondo data reveals that the most frequently booked plane model on the route from Halifax to Chicago is Embraer 175 (Enhanced Winglets), representing 75.00% of all bookings. The subsequent popular model is Embraer 175 at 25.00%.
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 73% of the total bookings. Other popular airlines include United Airlines with 27%.

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
American Airlines	PriceFrom $193	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights
Air Canada	PriceFrom $202	Free Cancellation	Rating 7.1 10,000 reviews		Search Air Canada flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

It is quick and easy to find Halifax to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Flights from Halifax to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Halifax to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Halifax and alert you when they change.

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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Flights to Dallasfrom $68

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Flights to Denverfrom $63

Cheap flights from Halifax to Chicago from $109

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 11/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Halifax to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

United Airlines flights from Halifax to Chicago

Our best United Airlines deals on Halifax to Chicago flight tickets

American Airlines flights from Halifax to Chicago

Our best American 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

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

What is the typical price of a round-trip flight between Halifax and Chicago?

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Halifax, with most prices found around $269. If you’re not able to fly to Chicago in January, then March is your next best option. Flight prices from Halifax to Chicago during March average around $298.

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?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Halifax to Chicago during this time can be as low as $352. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $377.

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 Intl to Chicago flights?

There are 3 cabin classes available to choose from on Halifax Intl 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 25% 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 September 2025, prices for Halifax to Chicago flights are approximately 33% cheaper when compared to flights at the same time last year.

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

Air Canada, Porter Airlines, and American Airlines are the most popular carriers operating from Halifax Intl to Chicago

When to book flights from Halifax to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

How far is Halifax Intl to Chicago by plane?

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

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

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

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

What is the most popular plane model from Halifax to Chicago?

What is the most popular airline 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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

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 78.5 mi from Chicago