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Cheap flights from Halifax to Chicago from C$ 118

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 25/10. 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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Find the cheapest flights from Halifax to Chicago (YHZ-CHI)

Cheap round-trip flights

Air Canada Logo
5:45 a.m. - 9:51 a.m.YHZ-ORD
6h 06m1 stop
Air Canada Logo
6:20 p.m. - 1:49 a.m.ORD-YHZ
5h 29m1 stop
C$ 189Air Canada
Find Deal
Sat, 20 Sep - Sat, 27 Sep
Air Canada Logo
5:45 a.m. - 3:04 p.m.YHZ-ORD
11h 19m2 stops
Air Canada Logo
6:20 p.m. - 1:49 a.m.ORD-YHZ
5h 29m1 stop
C$ 206Air Canada
Find Deal
Sat, 20 Sep - Sat, 27 Sep
Lufthansa Logo
2:50 p.m. - 9:56 p.m.YHZ-ORD
9h 06m1 stop
Lufthansa Logo
6:00 a.m. - 11:55 p.m.ORD-YHZ
15h 55m1 stop
C$ 218Lufthansa
Find Deal
Wed, 10 Sep - Wed, 17 Sep
Air Canada Logo
5:45 a.m. - 9:51 a.m.YHZ-ORD
6h 06m1 stop
Air Canada Logo
2:00 p.m. - 1:49 a.m.ORD-YHZ
9h 49m1 stop
C$ 223Air Canada
Find Deal
Sat, 20 Sep - Tue, 30 Sep
Air Canada Logo
5:25 a.m. - 3:04 p.m.YHZ-ORD
11h 39m1 stop
Air Canada Logo
6:20 p.m. - 1:49 a.m.ORD-YHZ
5h 29m1 stop
C$ 231Air Canada
Find Deal
Thu, 18 Sep - Sat, 27 Sep
Porter Airlines Logo
6:40 a.m. - 3:20 p.m.YHZ-MDW
10h 40m2 stops
Porter Airlines Logo
11:00 a.m. - 8:05 p.m.MDW-YHZ
7h 05m1 stop
C$ 238Porter Airlines
Find Deal
Sun, 26 Oct - Thu, 30 Oct
Porter Airlines Logo
8:25 a.m. - 3:20 p.m.YHZ-MDW
8h 55m2 stops
Porter Airlines Logo
11:00 a.m. - 11:54 p.m.MDW-YHZ
10h 54m2 stops
C$ 270Porter Airlines
Find Deal
Sun, 26 Oct - Thu, 30 Oct
American Airlines Logo
4:06 p.m. - 11:48 p.m.YHZ-ORD
9h 42m1 stop
American Airlines Logo
6:10 a.m. - 3:21 p.m.ORD-YHZ
7h 11m1 stop
C$ 281American Airlines
Find Deal
Wed, 17 Sep - Sun, 21 Sep
United Airlines Logo
1:30 p.m. - 11:15 p.m.YHZ-ORD
11h 45m2 stops
United Airlines Logo
7:10 a.m. - 3:49 p.m.ORD-YHZ
6h 39m1 stop
C$ 353United Airlines
Find Deal
Fri, 19 Sep - Sat, 27 Sep
United Airlines Logo
1:30 p.m. - 11:15 p.m.YHZ-ORD
11h 45m2 stops
United Airlines Logo
8:45 a.m. - 7:39 p.m.ORD-YHZ
8h 54m2 stops
C$ 362United Airlines
Find Deal
Fri, 19 Sep - Sat, 27 Sep

Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets
Air Canada
20 Sep
YHZ5:45 a.m.Halifax Intl
6h 06m
1 stop
ORD9:51 a.m.Chicago O'Hare Intl
27 Sep
ORD6:20 p.m.Chicago O'Hare Intl
5h 29m
1 stop
YHZ1:49 a.m.Halifax Intl
C$ 189
Find similar
Air Canada
20 Sep
YHZ5:45 a.m.Halifax Intl
11h 19m
2 stops
ORD3:04 p.m.Chicago O'Hare Intl
27 Sep
ORD6:20 p.m.Chicago O'Hare Intl
5h 29m
1 stop
YHZ1:49 a.m.Halifax Intl
C$ 206
Find similar
Air Canada
20 Sep
YHZ5:45 a.m.Halifax Intl
6h 06m
1 stop
ORD9:51 a.m.Chicago O'Hare Intl
30 Sep
ORD2:00 p.m.Chicago O'Hare Intl
9h 49m
1 stop
YHZ1:49 a.m.Halifax Intl
C$ 223
Find similar

United Airlines flights from Halifax to Chicago

Our best United Airlines deals on Halifax to Chicago flight tickets
United Airlines
19 Sep
YHZ1:30 p.m.Halifax Intl
11h 45m
2 stops
ORD11:15 p.m.Chicago O'Hare Intl
27 Sep
ORD7:10 a.m.Chicago O'Hare Intl
6h 39m
1 stop
YHZ3:49 p.m.Halifax Intl
C$ 352
Find similar
United Airlines
19 Sep
YHZ1:30 p.m.Halifax Intl
11h 45m
2 stops
ORD11:15 p.m.Chicago O'Hare Intl
27 Sep
ORD8:45 a.m.Chicago O'Hare Intl
8h 54m
2 stops
YHZ7:39 p.m.Halifax Intl
C$ 362
Find similar
United Airlines
20 Sep
YHZ5:00 p.m.Halifax Intl
3h 48m
ORD6:48 p.m.Chicago O'Hare Intl
27 Sep
ORD10:35 a.m.Chicago O'Hare Intl
3h 18m
YHZ3:53 p.m.Halifax Intl
C$ 426
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Halifax to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 25 August 2025.
Use the filters below to find and compare flights from Halifax to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 20/9

5:45 a.m.-9:51 a.m.

1 stop6h 06m

Chicago O'Hare Intl

Sat 27/9

6:20 p.m.-1:49 a.m.

1 stop5h 29m

C$ 189

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 20/9

5:45 a.m.-3:04 p.m.

2 stops11h 19m

Chicago O'Hare Intl

Sat 27/9

6:20 p.m.-1:49 a.m.

1 stop5h 29m

C$ 206

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 10/9

2:50 p.m.-9:56 p.m.

1 stop9h 06m

Chicago O'Hare Intl

Wed 17/9

6:00 a.m.-11:55 p.m.

1 stop15h 55m

C$ 218

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 20/9

5:45 a.m.-9:51 a.m.

1 stop6h 06m

Chicago O'Hare Intl

Tue 30/9

2:00 p.m.-1:49 a.m.

1 stop9h 49m

C$ 223

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 18/9

5:25 a.m.-3:04 p.m.

1 stop11h 39m

Chicago O'Hare Intl

Sat 27/9

6:20 p.m.-1:49 a.m.

1 stop5h 29m

C$ 231

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 26/10

6:40 a.m.-3:20 p.m.

2 stops10h 40m

Chicago Midway

Thu 30/10

11:00 a.m.-8:05 p.m.

1 stop7h 05m

C$ 238

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 26/10

8:25 a.m.-3:20 p.m.

2 stops8h 55m

Chicago Midway

Thu 30/10

11:00 a.m.-11:54 p.m.

2 stops10h 54m

C$ 270

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 17/9

4:06 p.m.-11:48 p.m.

1 stop9h 42m

Chicago O'Hare Intl

Sun 21/9

6:10 a.m.-3:21 p.m.

1 stop7h 11m

C$ 281

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 19/9

1:30 p.m.-11:15 p.m.

2 stops11h 45m

Chicago O'Hare Intl

Sat 27/9

7:10 a.m.-3:49 p.m.

1 stop6h 39m

C$ 352

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 19/9

1:30 p.m.-11:15 p.m.

2 stops11h 45m

Chicago O'Hare Intl

Sat 27/9

8:45 a.m.-7:39 p.m.

2 stops8h 54m

C$ 362

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Chicago?

The month of March is another great option to travel to Chicago, with average flight prices from Halifax averaging around C$ 412.

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 Monday when prices can be found for as low as C$ 435. 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$ 918. 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 morning is the cheapest time of day to fly from Halifax to Chicago when you can find flight prices for as low as C$ 533. Flying to Chicago in the morning 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$ 1,192 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 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 47% 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 August 2025, prices for Halifax to Chicago flights are approximately 4% 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

C$ 637

Fastest flight time

3h 38m

Direct flights

Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Halifax in the past 72 hours is C$ 637. The best round-trip flight deal from Halifax to Chicago found on momondo in the last 72 hours is C$ 846.
The fastest flight from Halifax to Chicago takes 3h 38m
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?

    Chicago is 1963.4 km away from Halifax Intl. 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 refresh daily.

  • 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?

    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?

  • 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
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 379Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 402Free CancellationRating
7.4
8,940 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 436Free CancellationRating
7.9
344 reviews
Search Porter Airlines flights

  • United Airlines Flights From Halifax to Chicago

    The lowest priced United Airlines flight from Halifax to Chicago from the last 72 hours was C$ 290. Generally, United Airlines has 1 flight on this route every week with an average price of C$ 311. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Halifax to Chicago

    Air Canada (7.1/10 from 10,000 reviews) operates around 1 flight from Halifax to Chicago in any given week. The average Air Canada airfare for this route is around C$ 405, with deals from around C$ 274 rare but found on momondo. Referenced prices are for round-trip Halifax to Chicago flight searches in the last 72 hours.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond
Munster
Merrillville

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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport