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Cheap flights from Halifax to Chicago from C$ 289

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 5/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Halifax to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:27 p.m. - 6:00 p.m.
YHZ
-
ORD
6h 33m
1 stop
Delta Logo
7:01 a.m. - 11:38 p.m.
ORD
-
YHZ
14h 37m
2 stops
C$ 526Delta
Wed, 24 Jun - Wed, 1 Jul
Porter Airlines Logo
8:00 a.m. - 2:35 p.m.
YHZ
-
ORD
8h 35m
2 stops
Porter Airlines Logo
11:45 a.m. - 11:44 p.m.
ORD
-
YHZ
9h 59m
2 stops
C$ 539Porter Airlines
Tue, 29 Sep - Sun, 4 Oct
Porter Airlines Logo
8:00 a.m. - 2:35 p.m.
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
12:45 p.m. - 11:49 p.m.
ORD
-
YHZ
9h 04m
2 stops
C$ 542Porter Airlines
Sat, 24 Oct - Sat, 7 Nov
Porter Airlines Logo
8:00 a.m. - 2:35 p.m.
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
3:20 p.m. - 11:44 p.m.
ORD
-
YHZ
6h 24m
2 stops
C$ 543Porter Airlines
Tue, 29 Sep - Sun, 4 Oct
Porter Airlines Logo
8:00 a.m. - 2:35 p.m.
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
11:45 a.m. - 11:44 p.m.
ORD
-
YHZ
9h 59m
2 stops
C$ 549Porter Airlines
Tue, 29 Sep - Mon, 5 Oct
Delta Logo
2:15 p.m. - 8:29 p.m.
YHZ
-
ORD
8h 14m
1 stop
Delta Logo
9:48 a.m. - 11:32 p.m.
ORD
-
YHZ
11h 44m
2 stops
C$ 553Delta
Sat, 13 Jun - Wed, 17 Jun
Porter Airlines Logo
8:00 a.m. - 2:35 p.m.
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
3:20 p.m. - 11:44 p.m.
ORD
-
YHZ
6h 24m
2 stops
C$ 558Porter Airlines
Sat, 3 Oct - Wed, 7 Oct
Porter Airlines Logo
6:20 a.m. - 2:35 p.m.
YHZ
-
MDW
10h 15m
1 stop
Porter Airlines Logo
3:20 p.m. - 12:24 p.m.
MDW
-
YHZ
19h 04m
1 stop
C$ 560Porter Airlines
Fri, 12 Jun - Mon, 15 Jun
Porter Airlines Logo
7:00 a.m. - 2:35 p.m.
YHZ
-
ORD
9h 35m
2 stops
Porter Airlines Logo
3:20 p.m. - 11:44 p.m.
ORD
-
YHZ
6h 24m
2 stops
C$ 562Porter Airlines
Sat, 3 Oct - Tue, 6 Oct
Porter Airlines Logo
8:00 a.m. - 2:35 p.m.
YHZ
-
ORD
8h 35m
2 stops
Porter Airlines Logo
11:45 a.m. - 11:44 p.m.
ORD
-
YHZ
9h 59m
2 stops
C$ 566Porter Airlines
Sun, 27 Sep - Wed, 7 Oct

Delta flights from Halifax to Chicago

Our best Delta deals on Halifax to Chicago flight tickets
Delta
24 Jun
YHZ1:27 p.m.Halifax Intl
6h 33m
1 stop
ORD6:00 p.m.Chicago O'Hare Intl
1 Jul
ORD7:01 a.m.Chicago O'Hare Intl
14h 37m
2 stops
YHZ11:38 p.m.Halifax Intl
C$ 526
Delta
13 Jun
YHZ2:15 p.m.Halifax Intl
8h 14m
1 stop
ORD8:29 p.m.Chicago O'Hare Intl
17 Jun
ORD9:48 a.m.Chicago O'Hare Intl
11h 44m
2 stops
YHZ11:32 p.m.Halifax Intl
C$ 553
Delta
24 Jun
YHZ1:27 p.m.Halifax Intl
6h 33m
1 stop
ORD6:00 p.m.Chicago O'Hare Intl
1 Jul
ORD11:35 a.m.Chicago O'Hare Intl
10h 03m
1 stop
YHZ11:38 p.m.Halifax Intl
C$ 573

Porter Airlines flights from Halifax to Chicago

Our best Porter Airlines deals on Halifax to Chicago flight tickets
Porter Airlines
29 Sep
YHZ8:00 a.m.Halifax Intl
8h 35m
2 stops
ORD2:35 p.m.Chicago O'Hare Intl
4 Oct
ORD11:45 a.m.Chicago O'Hare Intl
9h 59m
2 stops
YHZ11:44 p.m.Halifax Intl
C$ 539
Porter Airlines
24 Oct
YHZ8:00 a.m.Halifax Intl
8h 35m
1 stop
ORD2:35 p.m.Chicago O'Hare Intl
7 Nov
ORD12:45 p.m.Chicago O'Hare Intl
9h 04m
2 stops
YHZ11:49 p.m.Halifax Intl
C$ 542
Porter Airlines
29 Sep
YHZ8:00 a.m.Halifax Intl
8h 35m
1 stop
ORD2:35 p.m.Chicago O'Hare Intl
4 Oct
ORD3:20 p.m.Chicago O'Hare Intl
6h 24m
2 stops
YHZ11:44 p.m.Halifax Intl
C$ 543

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 May 2026.
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

Cheapest round-trip

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 24/6

1:27 p.m.-6:00 p.m.

1 stop6h 33m

Chicago O'Hare Intl

Wed 1/7

7:01 a.m.-11:38 p.m.

2 stops14h 37m

C$ 526

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 29/9

8:00 a.m.-2:35 p.m.

2 stops8h 35m

Chicago O'Hare Intl

Sun 4/10

11:45 a.m.-11:44 p.m.

2 stops9h 59m

C$ 539

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 24/10

8:00 a.m.-2:35 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Sat 7/11

12:45 p.m.-11:49 p.m.

2 stops9h 04m

C$ 542
Quickest round-trip

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 29/9

8:00 a.m.-2:35 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Sun 4/10

3:20 p.m.-11:44 p.m.

2 stops6h 24m

C$ 543

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 29/9

8:00 a.m.-2:35 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Mon 5/10

11:45 a.m.-11:44 p.m.

2 stops9h 59m

C$ 548

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 13/6

2:15 p.m.-8:29 p.m.

1 stop8h 14m

Chicago O'Hare Intl

Wed 17/6

9:48 a.m.-11:32 p.m.

2 stops11h 44m

C$ 553

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 3/10

8:00 a.m.-2:35 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Wed 7/10

3:20 p.m.-11:44 p.m.

2 stops6h 24m

C$ 558

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 12/6

6:20 a.m.-2:35 p.m.

1 stop10h 15m

Chicago Midway

Mon 15/6

3:20 p.m.-12:24 p.m.

1 stop19h 04m

C$ 560

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 3/10

7:00 a.m.-2:35 p.m.

2 stops9h 35m

Chicago O'Hare Intl

Tue 6/10

3:20 p.m.-11:44 p.m.

2 stops6h 24m

C$ 562

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 27/9

8:00 a.m.-2:35 p.m.

2 stops8h 35m

Chicago O'Hare Intl

Wed 7/10

11:45 a.m.-11:44 p.m.

2 stops9h 59m

C$ 566

Flights are sorted by cheapest round-trip flights 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 December is another great option to travel to Chicago, with average flight prices from Halifax averaging around C$ 200.

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$ 609. 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$ 953. 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$ 775. 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$ 1,719 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 4 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 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 May 2026, prices for Halifax to Chicago flights are approximately 25% 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$ 699

Fastest flight time

3h 40m

Direct flights

Every day

Airports in Chicago

3 airports
The best flight deal from Halifax to Chicago found on momondo in the last 72 hours is C$ 699
The fastest flight from Halifax to Chicago takes 3h 40m
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

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 3h 40m.

  • 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$ 225Free CancellationRating
7.4
9,749 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 286Free CancellationRating
7.1
11,084 reviews
Search Air Canada flights
Porter AirlinesPriceFrom C$ 467Free CancellationRating
8.0
439 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$ 225. Generally, United Airlines has 7 flights on this route every week with an average price of C$ 226. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Halifax to Chicago

    Air Canada (7.1/10 from 11,083 reviews) operates around 7 flights from Halifax to Chicago in any given week. The average Air Canada airfare for this route is around C$ 685, with deals from around C$ 286 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
Merrillville
Hammond
Munster

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