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

Porter Airlines 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 are updated daily.

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

As of February 2026, there is 1 operator 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.

$169 Cheap Flights from Halifax to Chicago in 2026

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Find the cheapest flights from Halifax to Chicago

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One-way

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Cheap round-trip flights

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7:00 am - 4:50 pm

YHZ

MDW

11h 50m

2 stops

10:25 am - 11:34 pm

MDW

YHZ

11h 09m

2 stops

$266Porter Airlines

Fri, Jul 10 - Sun, Jul 19

7:00 am - 4:50 pm

YHZ

MDW

11h 50m

2 stops

10:25 am - 11:34 pm

MDW

YHZ

11h 09m

2 stops

$279Porter Airlines

Tue, Jul 14 - Sun, Jul 19

8:00 am - 4:50 pm

YHZ

MDW

10h 50m

2 stops

10:25 am - 11:34 pm

MDW

YHZ

11h 09m

2 stops

$281Porter Airlines

Thu, Jul 9 - Wed, Jul 15

7:00 am - 4:50 pm

YHZ

MDW

11h 50m

2 stops

10:25 am - 11:34 pm

MDW

YHZ

11h 09m

2 stops

$290Porter Airlines

Fri, Jul 10 - Sat, Jul 18

8:00 am - 4:50 pm

YHZ

MDW

10h 50m

2 stops

10:25 am - 11:34 pm

MDW

YHZ

11h 09m

2 stops

$305Porter Airlines

Thu, Jul 9 - Mon, Jul 20

7:00 am - 4:50 pm

YHZ

MDW

11h 50m

2 stops

10:25 am - 11:34 pm

MDW

YHZ

11h 09m

2 stops

$310Porter Airlines

Wed, Jul 8 - Wed, Jul 15

1:20 pm - 10:36 am

YHZ

ORD

23h 16m

2 stops

6:36 pm - 4:15 pm

ORD

YHZ

19h 39m

1 stop

$388Multiple Airlines

Tue, Mar 17 - Tue, Mar 24

8:30 am - 6:41 pm

YHZ

ORD

12h 11m

2 stops

7:35 pm - 2:10 pm

ORD

YHZ

16h 35m

2 stops

$453WestJet

Fri, Jun 19 - Mon, Jun 22

3:35 pm - 4:40 pm

YHZ

ORD

27h 05m

1 stop

5:30 pm - 8:10 am

ORD

YHZ

12h 40m

1 stop

$456WestJet

Fri, May 22 - Mon, Jun 1

8:15 pm - 4:40 pm

YHZ

ORD

22h 25m

2 stops

5:30 pm - 8:10 am

ORD

YHZ

12h 40m

1 stop

$470WestJet

Fri, May 22 - Mon, Jun 1

WestJet flights from Halifax to Chicago

Our best WestJet deals on Halifax to Chicago flight tickets

WestJet

Apr 24

YHZ6:00 amHalifax Intl

14h 48m

2 stops

ORD6:48 pmChicago O'Hare Intl

Apr 27

ORD10:49 amChicago O'Hare Intl

8h 36m

2 stops

YHZ9:25 pmHalifax Intl

$446

WestJet

Jun 19

YHZ8:30 amHalifax Intl

12h 11m

2 stops

ORD6:41 pmChicago O'Hare Intl

Jun 22

ORD7:35 pmChicago O'Hare Intl

16h 35m

2 stops

YHZ2:10 pmHalifax Intl

$453

WestJet

May 22

YHZ3:35 pmHalifax Intl

27h 05m

1 stop

ORD4:40 pmChicago O'Hare Intl

Jun 1

ORD5:30 pmChicago O'Hare Intl

12h 40m

1 stop

YHZ8:10 amHalifax Intl

$456

Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets

Air Canada

Apr 24

YHZ9:00 amHalifax Intl

6h 05m

1 stop

ORD1:05 pmChicago O'Hare Intl

Apr 27

ORD4:15 pmChicago O'Hare Intl

5h 49m

1 stop

YHZ12:04 amHalifax Intl

$506

Air Canada

Jun 18

YHZ5:45 amHalifax Intl

6h 31m

1 stop

ORD10:16 amChicago O'Hare Intl

Jun 25

ORD11:05 amChicago O'Hare Intl

5h 11m

1 stop

YHZ6:16 pmHalifax Intl

$509

Air Canada

Mar 12

YHZ7:00 amHalifax Intl

8h 01m

1 stop

ORD1:01 pmChicago O'Hare Intl

Mar 15

ORD7:15 amChicago O'Hare Intl

6h 32m

1 stop

YHZ3:47 pmHalifax Intl

$514

Fly from

Fly to

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 7/10

7:00 am-4:50 pm

2 stops11h 50m

Chicago Midway

Sun 7/19

10:25 am-11:34 pm

2 stops11h 09m

$266

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 7/14

7:00 am-4:50 pm

2 stops11h 50m

Chicago Midway

Sun 7/19

10:25 am-11:34 pm

2 stops11h 09m

$279

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 7/9

8:00 am-4:50 pm

2 stops10h 50m

Chicago Midway

Wed 7/15

10:25 am-11:34 pm

2 stops11h 09m

$281

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 7/10

7:00 am-4:50 pm

2 stops11h 50m

Chicago Midway

Sat 7/18

10:25 am-11:34 pm

2 stops11h 09m

$290

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 7/9

8:00 am-4:50 pm

2 stops10h 50m

Chicago Midway

Mon 7/20

10:25 am-11:34 pm

2 stops11h 09m

$305

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 7/8

7:00 am-4:50 pm

2 stops11h 50m

Chicago Midway

Wed 7/15

10:25 am-11:34 pm

2 stops11h 09m

$310

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 3/17

1:20 pm-10:36 am

2 stops23h 16m

Chicago O'Hare Intl

Tue 3/24

6:36 pm-4:15 pm

1 stop19h 39m

$388

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/19

8:30 am-6:41 pm

2 stops12h 11m

Chicago O'Hare Intl

Mon 6/22

7:35 pm-2:10 pm

2 stops16h 35m

$453

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 5/22

3:35 pm-4:40 pm

1 stop27h 05m

Chicago O'Hare Intl

Mon 6/1

5:30 pm-8:10 am

1 stop12h 40m

$456

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 5/22

8:15 pm-4:40 pm

2 stops22h 25m

Chicago O'Hare Intl

Mon 6/1

5:30 pm-8:10 am

1 stop12h 40m

$470

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 September is, on average, the cheapest month to fly to Chicago from Halifax, with most prices found around $260. If you’re not able to fly to Chicago in September, then March is your next best option. Flight prices from Halifax to Chicago during March average around $295.

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 58% 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 February 2026, prices for Halifax to Chicago flights are approximately 1% 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

Fastest flight time	3h 43m
Direct flights	Every day
Airports in Chicago	3 airports

The fastest flight from Halifax to Chicago takes 3h 43m

Direct flights go from Halifax to Chicago every day.

There are 3 airports in Chicago. From Halifax there are direct flights to 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 43m.
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 February 2026, there is 1 operator 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 62.50% of all bookings. The subsequent popular model is Embraer 175 at 37.50%.
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 61% of the total bookings. Other popular airlines include United Airlines with 39%.

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 $182	Free Cancellation	Rating 7.1 10,676 reviews		Search Air Canada flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

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

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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 Denverfrom $41

Cheap flights from Halifax to Chicago from $169

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 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Trusted and free

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Find the cheapest flights from Halifax to Chicago

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WestJet flights from Halifax to Chicago

Our best WestJet 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

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?

The month of September is, on average, the cheapest month to fly to Chicago from Halifax, with most prices found around $260. If you’re not able to fly to Chicago in September, then March is your next best option. Flight prices from Halifax to Chicago during March average around $295.

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 58% 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 February 2026, prices for Halifax to Chicago flights are approximately 1% cheaper when compared to flights at the same time last year.

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

Porter Airlines is the most popular carrier 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

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