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Cheap flights from Halifax to Chicago from C$ 247

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
2 Apr — 9 Apr1
1 adult

Cheapflights Tip: The best prices from Halifax Intl to Chicago are usually found in January or February, booked 15 days in advance, depart on a Monday or Wednesday and return on a Wednesday

Cheap flight deals from Halifax to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Halifax (YHZ) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 28 March 2025.

Round-trip from

C$ 380

One-way from

C$ 247

Popular in

October

Cheapest in

January

Average price

C$ 493
Porter Airlines
  • Porter Airlines
  • 13/4-19/4
  • 4 total stops
  • 17h 45m total
  • Halifax to Chicago
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Air Canada
  • Air Canada
  • 11/5
  • 1 total stop
  • 6h 48m total
  • Halifax to Chicago
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Highest demand for flights based on searches. 10% potential increase in price (C$ 82 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 20 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Halifax to Chicago

Cheapest flights from Halifax to Chicago
Explore the most affordable flight options available from Halifax to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 March 2025.

Sun 13/48:25 a.m.YHZ - MDW
2 stops10h 15mPorter Airlines
Sat 19/412:55 p.m.MDW - YHZ
2 stops7h 30mPorter Airlines
Deal found 27/3C$ 380
Sun 13/48:00 a.m.YHZ - ORD
1 stop5h 32mAir Canada
Sat 19/410:53 a.m.ORD - YHZ
1 stop7h 42mAir Canada
Deal found 28/3C$ 404
Mon 23/65:15 a.m.YHZ - ORD
1 stop5h 53mUnited Airlines
Tue 24/63:00 p.m.ORD - YHZ
2 stops9h 09mUnited Airlines
Deal found 27/3C$ 443
Wed 4/68:30 a.m.YHZ - ORD
2 stops10h 17mDelta
Sun 8/67:07 a.m.ORD - YHZ
2 stops11h 38mDelta
Deal found 27/3C$ 525
Sun 6/46:05 p.m.YHZ - ORD
1 stop16h 39mMultiple Airlines
Tue 15/49:44 a.m.ORD - YHZ
1 stop8h 26mMultiple Airlines
Deal found 27/3C$ 550
Mon 23/66:00 p.m.YHZ - ORD
2 stops18h 08mWestJet
Tue 24/66:55 p.m.ORD - YHZ
2 stops23h 50mWestJet
Deal found 27/3C$ 559
Wed 4/68:05 p.m.YHZ - MDW
2 stops39h 30mWestJet
Sun 8/612:41 p.m.MDW - YHZ
2 stops16h 34mWestJet
Deal found 27/3C$ 576
Wed 4/63:20 p.m.YHZ - MDW
1 stop27h 04mMultiple Airlines
Sun 8/69:40 a.m.MDW - YHZ
1 stop11h 00mMultiple Airlines
Deal found 27/3C$ 617
Mon 25/84:45 p.m.YHZ - ORD
1 stop17h 33mAmerican Airlines
Mon 1/96:35 p.m.ORD - YHZ
1 stop18h 26mAmerican Airlines
Deal found 27/3C$ 758

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 28 March 2025.
Use the filters below to find and compare flights from Halifax to Chicago that are best for you.

Fly from

Halifax

Fly to

Chicago

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 13/4

8:25 a.m.-4:40 p.m.

2 stops10h 15m

Chicago Midway

Sat 19/4

12:55 p.m.-10:25 p.m.

2 stops7h 30m

C$ 380

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 13/4

8:00 a.m.-11:32 a.m.

1 stop5h 32m

Chicago O'Hare Intl

Sat 19/4

10:53 a.m.-8:35 p.m.

1 stop7h 42m

C$ 404

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 23/6

5:15 a.m.-9:08 a.m.

1 stop5h 53m

Chicago O'Hare Intl

Tue 24/6

3:00 p.m.-2:09 a.m.

2 stops9h 09m

C$ 443

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 4/6

8:30 a.m.-4:47 p.m.

2 stops10h 17m

Chicago O'Hare Intl

Sun 8/6

7:07 a.m.-8:45 p.m.

2 stops11h 38m

C$ 525

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 23/6

6:00 p.m.-10:08 a.m.

2 stops18h 08m

Chicago O'Hare Intl

Tue 24/6

6:55 p.m.-8:45 p.m.

2 stops23h 50m

C$ 559

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 24/4

11:20 a.m.-11:39 p.m.

1 stop14h 19m

Chicago O'Hare Intl

Thu 1/5

5:55 a.m.-11:38 p.m.

2 stops15h 43m

C$ 560

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 4/6

8:05 p.m.-9:35 a.m.

2 stops39h 30m

Chicago Midway

Sun 8/6

12:41 p.m.-7:15 a.m.

2 stops16h 34m

C$ 576

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 4/6

3:20 p.m.-4:24 p.m.

1 stop27h 04m

Chicago Midway

Sun 8/6

9:40 a.m.-10:40 p.m.

1 stop11h 00m

C$ 617

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 25/8

4:45 p.m.-8:18 a.m.

1 stop17h 33m

Chicago O'Hare Intl

Mon 1/9

6:35 p.m.-3:01 p.m.

1 stop18h 26m

C$ 758

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 11/5

7:15 a.m.-12:03 p.m.

1 stop6h 48m

C$ 247

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/3

Showing 1-10 of 12 results
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Best time to book a flight from Halifax to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Halifax with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Halifax to Chicago

How far ahead should I book a flight from Halifax to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Halifax to Chicago. Price data was last updated on 21 March 2025.

To ensure you get the cheapest price possible for a flight from Halifax to Chicago, you should look to book at least 15 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Halifax to Chicago?

Currently, January is the cheapest month in which you can book a flight from Halifax to Chicago (average of C$ 261). Flying from Halifax to Chicago in March is currently the most expensive (average of C$ 355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YHZ to CHI?

Find hourly flight availability from Halifax to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 March 2025.

A simple way to save on the total cost of your ticket is to fly from Halifax to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the afternoon.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 28 March 2025.
To help decide which airline to fly from Halifax to Chicago, see what other customers have to say about Delta, Porter Airlines and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,896 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,896 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,603 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,896 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Halifax to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Halifax to Chicago?

    For a flight from Halifax to Chicago, you will be flying from Halifax Intl. Halifax Intl (YHZ) is just 26.9 km from the centre of the city. Halifax Intl is the only Halifax airport and it handles 0 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Halifax Intl on a regular basis.

  • What are the cheapest airlines flying from Halifax to Chicago round-trip?

    Porter Airlines, at C$ 380, was found to be the cheapest airline from Halifax to Chicago.Alternate airlines to your destination round-trip include Air Canada and United Airlines. Users have found that Porter Airlines is 27% cheaper than the other options available to this destination.

  • Can I find deals for flights from Halifax to Chicago that include hotel bookings?

    Yes. In addition to deals on Halifax to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Halifax to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Halifax to Chicago.

  • Can I find deals for business class flights from Halifax to Chicago?

    Yes. Cheapflights offers flight deals from Halifax to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Halifax to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Halifax to Chicago (average of C$ 261). Flying from Halifax to Chicago in March is currently the most expensive (average of C$ 355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Halifax to Chicago

Discover the top 5 airlines that operate flights from Halifax to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 375AverageC$ 515FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 387AverageC$ 446FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 415AverageC$ 447FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 437AverageC$ 580FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 526AverageC$ 632FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Halifax to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Halifax to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Halifax to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Halifax.

Can Cheapflights find flights from Halifax to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Halifax? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Halifax to Chicago become cheaper?

Yes, Cheapflights offers price alerts on Halifax to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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