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Cheap flights from Halifax to Chicago from C$ 150

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 3/10. 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

Cheap round-trip flights

Air Canada Logo
5:35 a.m. - 11:18 a.m.YHZ-ORD
7h 43m1 stop
Air Canada Logo
3:55 p.m. - 12:26 a.m.ORD-YHZ
6h 31m1 stop
C$ 241Air Canada
Find Deal
Sun, 23 Nov - Sun, 30 Nov
Air Canada Logo
5:35 a.m. - 11:18 a.m.YHZ-ORD
7h 43m1 stop
Air Canada Logo
3:55 p.m. - 12:26 a.m.ORD-YHZ
6h 31m1 stop
C$ 250Air Canada
Find Deal
Sun, 23 Nov - Sun, 30 Nov
United Airlines Logo
7:00 a.m. - 11:45 a.m.YHZ-ORD
6h 45m1 stop
United Airlines Logo
7:10 a.m. - 2:31 p.m.ORD-YHZ
5h 21m1 stop
C$ 278United Airlines
Find Deal
Wed, 3 Dec - Sun, 7 Dec
Porter Airlines Logo
9:15 a.m. - 4:24 p.m.YHZ-MDW
9h 09m2 stops
Porter Airlines Logo
11:00 a.m. - 11:54 p.m.MDW-YHZ
10h 54m2 stops
C$ 303Porter Airlines
Find Deal
Wed, 22 Oct - Wed, 29 Oct
Porter Airlines Logo
8:30 a.m. - 3:20 p.m.YHZ-MDW
8h 50m1 stop
Porter Airlines Logo
11:00 a.m. - 8:05 p.m.MDW-YHZ
7h 05m1 stop
C$ 315Porter Airlines
Find Deal
Sun, 9 Nov - Thu, 20 Nov
United Airlines Logo
5:00 p.m. - 6:48 p.m.YHZ-ORD
3h 48mdirect
United Airlines Logo
6:00 a.m. - 2:03 p.m.ORD-YHZ
6h 03m1 stop
C$ 326United Airlines
Find Deal
Sat, 11 Oct - Sat, 25 Oct
Multiple Airlines Logo
12:05 p.m. - 6:22 p.m.YHZ-ORD
8h 17m1 stop
Multiple Airlines Logo
6:06 p.m. - 9:59 a.m.ORD-YHZ
13h 53m1 stop
C$ 407Multiple Airlines
Find Deal
Sat, 11 Oct - Sun, 19 Oct
Multiple Airlines Logo
5:25 a.m. - 9:09 a.m.YHZ-ORD
5h 44m1 stop
Multiple Airlines Logo
6:06 p.m. - 9:59 a.m.ORD-YHZ
13h 53m1 stop
C$ 409Multiple Airlines
Find Deal
Sat, 18 Oct - Sun, 19 Oct
Delta Logo
8:30 a.m. - 9:24 p.m.YHZ-ORD
14h 54m2 stops
Delta Logo
6:00 a.m. - 12:53 p.m.ORD-YHZ
4h 53m1 stop
C$ 431Delta
Find Deal
Fri, 17 Oct - Tue, 21 Oct
Delta Logo
8:30 a.m. - 6:25 p.m.YHZ-MDW
11h 55m2 stops
Delta Logo
9:35 a.m. - 1:42 a.m.MDW-YHZ
14h 07m2 stops
C$ 662Delta
Find Deal
Mon, 13 Oct - Sun, 26 Oct

United Airlines flights from Halifax to Chicago

Our best United Airlines deals on Halifax to Chicago flight tickets
United Airlines
3 Dec
YHZ7:00 a.m.Halifax Intl
6h 45m
1 stop
ORD11:45 a.m.Chicago O'Hare Intl
7 Dec
ORD7:10 a.m.Chicago O'Hare Intl
5h 21m
1 stop
YHZ2:31 p.m.Halifax Intl
C$ 278
Find similar
United Airlines
11 Oct
YHZ5:00 p.m.Halifax Intl
3h 48m
ORD6:48 p.m.Chicago O'Hare Intl
25 Oct
ORD6:00 a.m.Chicago O'Hare Intl
6h 03m
1 stop
YHZ2:03 p.m.Halifax Intl
C$ 326
Find similar
United Airlines
18 Oct
YHZ5:25 a.m.Halifax Intl
15h 05m
2 stops
ORD6:30 p.m.Chicago O'Hare Intl
21 Oct
ORD4:00 p.m.Chicago O'Hare Intl
5h 55m
1 stop
YHZ11:55 p.m.Halifax Intl
C$ 348
Find similar

Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets
Air Canada
23 Nov
YHZ5:35 a.m.Halifax Intl
7h 43m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
30 Nov
ORD3:55 p.m.Chicago O'Hare Intl
6h 31m
1 stop
YHZ12:26 a.m.Halifax Intl
C$ 241
Find similar
Air Canada
23 Nov
YHZ5:35 a.m.Halifax Intl
7h 43m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
30 Nov
ORD3:55 p.m.Chicago O'Hare Intl
6h 31m
1 stop
YHZ12:26 a.m.Halifax Intl
C$ 250
Find similar
Air Canada
23 Nov
YHZ6:55 a.m.Halifax Intl
10h 15m
2 stops
ORD3:10 p.m.Chicago O'Hare Intl
30 Nov
ORD3:55 p.m.Chicago O'Hare Intl
6h 31m
1 stop
YHZ12:26 a.m.Halifax Intl
C$ 256
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 17 September 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

Sun 23/11

5:35 a.m.-11:18 a.m.

1 stop7h 43m

Chicago O'Hare Intl

Sun 30/11

3:55 p.m.-12:26 a.m.

1 stop6h 31m

C$ 241

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 23/11

5:35 a.m.-11:18 a.m.

1 stop7h 43m

Chicago O'Hare Intl

Sun 30/11

3:55 p.m.-12:26 a.m.

1 stop6h 31m

C$ 250

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 3/12

7:00 a.m.-11:45 a.m.

1 stop6h 45m

Chicago O'Hare Intl

Sun 7/12

7:10 a.m.-2:31 p.m.

1 stop5h 21m

C$ 278

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 22/10

9:15 a.m.-4:24 p.m.

2 stops9h 09m

Chicago Midway

Wed 29/10

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

2 stops10h 54m

C$ 303

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 9/11

8:30 a.m.-3:20 p.m.

1 stop8h 50m

Chicago Midway

Thu 20/11

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

1 stop7h 05m

C$ 315

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 11/10

5:00 p.m.-6:48 p.m.

Nonstop3h 48m

Chicago O'Hare Intl

Sat 25/10

6:00 a.m.-2:03 p.m.

1 stop6h 03m

C$ 326

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 11/10

12:05 p.m.-6:22 p.m.

1 stop8h 17m

Chicago O'Hare Intl

Sun 19/10

6:06 p.m.-9:59 a.m.

1 stop13h 53m

C$ 407

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 18/10

5:25 a.m.-9:09 a.m.

1 stop5h 44m

Chicago O'Hare Intl

Sun 19/10

6:06 p.m.-9:59 a.m.

1 stop13h 53m

C$ 409

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 17/10

8:30 a.m.-9:24 p.m.

2 stops14h 54m

Chicago O'Hare Intl

Tue 21/10

6:00 a.m.-12:53 p.m.

1 stop4h 53m

C$ 431

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 13/10

8:30 a.m.-6:25 p.m.

2 stops11h 55m

Chicago Midway

Sun 26/10

9:35 a.m.-1:42 a.m.

2 stops14h 07m

C$ 662

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

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$ 410.

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$ 433. 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$ 948. 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$ 531. 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$ 1,186 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 49% 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

C$ 634

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$ 634. The best round-trip flight deal from Halifax to Chicago found on momondo in the last 72 hours is C$ 649.
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
United AirlinesPriceFrom C$ 224Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 391Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Travelling to a place near Chicago?

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