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Cheap flights from Halifax to Chicago from C$ 248

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 2/10. 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.
American Airlines Logo
3:25 p.m. - 7:02 p.m.
YHZ
-
ORD
5h 37m
1 stop
American Airlines Logo
10:05 p.m. - 1:40 p.m.
ORD
-
YHZ
13h 35m
2 stops
C$ 494American Airlines
Tue, 18 Aug - Tue, 18 Aug
Multiple Airlines Logo
8:15 p.m. - 9:45 a.m.
YHZ
-
MDW
15h 30m
1 stop
Multiple Airlines Logo
3:20 p.m. - 11:00 a.m.
MDW
-
YHZ
17h 40m
1 stop
C$ 511Multiple Airlines
Thu, 21 May - Wed, 27 May
Multiple Airlines Logo
11:00 p.m. - 9:45 a.m.
YHZ
-
MDW
12h 45m
1 stop
Multiple Airlines Logo
3:20 p.m. - 1:54 a.m.
MDW
-
YHZ
8h 34m
1 stop
C$ 517Multiple Airlines
Thu, 21 May - Wed, 27 May
Multiple Airlines Logo
6:00 a.m. - 12:24 a.m.
YHZ
-
ORD
20h 24m
2 stops
Multiple Airlines Logo
5:05 a.m. - 4:15 p.m.
ORD
-
YHZ
9h 10m
1 stop
C$ 517Multiple Airlines
Tue, 21 Apr - Wed, 22 Apr
Multiple Airlines Logo
8:15 p.m. - 9:00 a.m.
YHZ
-
ORD
14h 45m
1 stop
Multiple Airlines Logo
9:55 a.m. - 10:15 p.m.
ORD
-
YHZ
10h 20m
1 stop
C$ 518Multiple Airlines
Thu, 21 May - Wed, 27 May
WestJet Logo
3:30 p.m. - 8:31 p.m.
YHZ
-
ORD
7h 01m
1 stop
WestJet Logo
2:07 p.m. - 9:45 p.m.
ORD
-
YHZ
5h 38m
1 stop
C$ 524WestJet
Thu, 18 Jun - Thu, 25 Jun
WestJet Logo
3:30 p.m. - 10:24 a.m.
YHZ
-
ORD
20h 54m
1 stop
WestJet Logo
11:30 a.m. - 9:40 p.m.
ORD
-
YHZ
8h 10m
1 stop
C$ 525WestJet
Wed, 19 Aug - Mon, 31 Aug
WestJet Logo
3:30 p.m. - 8:31 p.m.
YHZ
-
ORD
7h 01m
1 stop
WestJet Logo
7:17 p.m. - 9:45 p.m.
ORD
-
YHZ
24h 28m
1 stop
C$ 526WestJet
Fri, 19 Jun - Mon, 22 Jun
Porter Airlines Logo
8:25 a.m. - 12:10 p.m.
YHZ
-
MDW
5h 45m
1 stop
Porter Airlines Logo
11:00 a.m. - 11:54 p.m.
MDW
-
YHZ
10h 54m
2 stops
C$ 576Porter Airlines
Sat, 18 Apr - Wed, 22 Apr
Porter Airlines Logo
8:00 a.m. - 2:35 p.m.
YHZ
-
MDW
8h 35m
2 stops
Porter Airlines Logo
3:20 p.m. - 11:44 p.m.
MDW
-
YHZ
6h 24m
2 stops
C$ 579Porter Airlines
Wed, 19 Aug - Tue, 25 Aug

American Airlines flights from Halifax to Chicago

Our best American Airlines deals on Halifax to Chicago flight tickets
American Airlines
18 Aug
YHZ3:25 p.m.Halifax Intl
5h 37m
1 stop
ORD7:02 p.m.Chicago O'Hare Intl
18 Aug
ORD10:05 p.m.Chicago O'Hare Intl
13h 35m
2 stops
YHZ1:40 p.m.Halifax Intl
C$ 494
American Airlines
21 Apr
YHZ6:30 a.m.Halifax Intl
8h 13m
1 stop
ORD12:43 p.m.Chicago O'Hare Intl
21 Apr
ORD3:43 p.m.Chicago O'Hare Intl
6h 36m
1 stop
YHZ12:19 a.m.Halifax Intl
C$ 639
American Airlines
4 May
YHZ6:20 a.m.Halifax Intl
8h 23m
1 stop
ORD12:43 p.m.Chicago O'Hare Intl
8 May
ORD2:50 p.m.Chicago O'Hare Intl
7h 07m
1 stop
YHZ11:57 p.m.Halifax Intl
C$ 652

WestJet flights from Halifax to Chicago

Our best WestJet deals on Halifax to Chicago flight tickets
WestJet
18 Jun
YHZ3:30 p.m.Halifax Intl
7h 01m
1 stop
ORD8:31 p.m.Chicago O'Hare Intl
25 Jun
ORD2:07 p.m.Chicago O'Hare Intl
5h 38m
1 stop
YHZ9:45 p.m.Halifax Intl
C$ 524
WestJet
19 Aug
YHZ3:30 p.m.Halifax Intl
20h 54m
1 stop
ORD10:24 a.m.Chicago O'Hare Intl
31 Aug
ORD11:30 a.m.Chicago O'Hare Intl
8h 10m
1 stop
YHZ9:40 p.m.Halifax Intl
C$ 525
WestJet
19 Jun
YHZ3:30 p.m.Halifax Intl
7h 01m
1 stop
ORD8:31 p.m.Chicago O'Hare Intl
22 Jun
ORD7:17 p.m.Chicago O'Hare Intl
24h 28m
1 stop
YHZ9:45 p.m.Halifax Intl
C$ 526

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 7 April 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

Tue 18/8

3:25 p.m.-7:02 p.m.

1 stop5h 37m

Chicago O'Hare Intl

Tue 18/8

10:05 p.m.-1:40 p.m.

2 stops13h 35m

C$ 494

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 21/5

8:15 p.m.-9:45 a.m.

1 stop15h 30m

Chicago Midway

Wed 27/5

3:20 p.m.-11:00 a.m.

1 stop17h 40m

C$ 511

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 21/5

11:00 p.m.-9:45 a.m.

1 stop12h 45m

Chicago Midway

Wed 27/5

3:20 p.m.-1:54 a.m.

1 stop8h 34m

C$ 517

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 21/4

6:00 a.m.-12:24 a.m.

2 stops20h 24m

Chicago O'Hare Intl

Wed 22/4

5:05 a.m.-4:15 p.m.

1 stop9h 10m

C$ 517

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 21/5

8:15 p.m.-9:00 a.m.

1 stop14h 45m

Chicago O'Hare Intl

Wed 27/5

9:55 a.m.-10:15 p.m.

1 stop10h 20m

C$ 518
Quickest round-trip

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 18/6

3:30 p.m.-8:31 p.m.

1 stop7h 01m

Chicago O'Hare Intl

Thu 25/6

2:07 p.m.-9:45 p.m.

1 stop5h 38m

C$ 524

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 19/8

3:30 p.m.-10:24 a.m.

1 stop20h 54m

Chicago O'Hare Intl

Mon 31/8

11:30 a.m.-9:40 p.m.

1 stop8h 10m

C$ 525

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 19/6

3:30 p.m.-8:31 p.m.

1 stop7h 01m

Chicago O'Hare Intl

Mon 22/6

7:17 p.m.-9:45 p.m.

1 stop24h 28m

C$ 526

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 18/4

8:25 a.m.-12:10 p.m.

1 stop5h 45m

Chicago Midway

Wed 22/4

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

2 stops10h 54m

C$ 576

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 19/8

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

2 stops8h 35m

Chicago Midway

Tue 25/8

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

2 stops6h 24m

C$ 579

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 December is another great option to travel to Chicago, with average flight prices from Halifax averaging around C$ 425.

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 Friday when prices can be found for as low as C$ 557. 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$ 907. 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$ 758. 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$ 1,732 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?

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$ 521

Fastest flight time

3h 53m

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$ 521
The fastest flight from Halifax to Chicago takes 3h 53m
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 53m.

  • 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$ 227Free CancellationRating
7.4
9,548 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 287Free CancellationRating
7.1
10,897 reviews
Search Air Canada flights

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