Find flights
When to book
Airlines
FAQs

Cheap flights from Halifax to Chicago from C$ 237

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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
26 Jan — 2 Feb1
1 adult

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

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 21 January 2025.

Round-trip from

C$ 376

One-way from

C$ 237

Popular in

October

Cheapest in

January

Average price

C$ 384
Porter Airlines
  • Porter Airlines
  • 4/3-11/3
  • 4 total stops
  • 21h 20m total
  • Halifax to Chicago
Search Deals
Porter Airlines
  • Porter Airlines
  • 5/2
  • 1 total stop
  • 5h 35m total
  • Halifax to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2025
Search Deals

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 21 January 2025.

Tue 4/36:30 a.m.YHZ - MDW
2 stops12h 10mPorter Airlines
Tue 11/311:15 a.m.MDW - YHZ
2 stops9h 10mPorter Airlines
Deal found 21/1C$ 376
Fri 28/36:05 a.m.YHZ - ORD
1 stop6h 49mAir Canada
Fri 11/411:35 a.m.ORD - YHZ
1 stop7h 20mAir Canada
Deal found 21/1C$ 410
Tue 4/37:10 a.m.YHZ - ORD
1 stop8h 01mUnited Airlines
Tue 11/32:05 p.m.ORD - YHZ
1 stop6h 01mUnited Airlines
Deal found 21/1C$ 429
Sun 27/45:00 a.m.YHZ - ORD
1 stop7h 01mMultiple Airlines
Wed 30/47:20 a.m.ORD - YHZ
1 stop6h 57mMultiple Airlines
Deal found 21/1C$ 442
Fri 7/38:20 a.m.YHZ - ORD
2 stops15h 07mWestJet
Mon 10/310:35 a.m.ORD - YHZ
2 stops18h 52mWestJet
Deal found 21/1C$ 512
Fri 7/38:20 a.m.YHZ - MDW
2 stops35h 23mWestJet
Mon 10/31:16 p.m.MDW - YHZ
2 stops16h 11mWestJet
Deal found 21/1C$ 566
Wed 27/81:45 p.m.YHZ - ORD
1 stop6h 13mDelta
Sat 30/88:55 a.m.ORD - YHZ
2 stops12h 04mDelta
Deal found 21/1C$ 656

Find flights from Halifax to Chicago within your budget

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 21 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 4/3

6:30 a.m.-4:40 p.m.

2 stops12h 10m

Chicago Midway

Tue 11/3

11:15 a.m.-10:25 p.m.

2 stops9h 10m

C$ 376

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 28/3

6:05 a.m.-10:54 a.m.

1 stop6h 49m

Chicago O'Hare Intl

Fri 11/4

11:35 a.m.-8:55 p.m.

1 stop7h 20m

C$ 410

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 4/3

7:10 a.m.-1:11 p.m.

1 stop8h 01m

Chicago O'Hare Intl

Tue 11/3

2:05 p.m.-10:06 p.m.

1 stop6h 01m

C$ 429

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 27/4

5:00 a.m.-10:01 a.m.

1 stop7h 01m

Chicago O'Hare Intl

Wed 30/4

7:20 a.m.-4:17 p.m.

1 stop6h 57m

C$ 442

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 7/3

8:20 a.m.-9:27 p.m.

2 stops15h 07m

Chicago O'Hare Intl

Mon 10/3

10:35 a.m.-7:27 a.m.

2 stops18h 52m

C$ 512

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 7/3

8:20 a.m.-5:43 p.m.

2 stops35h 23m

Chicago Midway

Mon 10/3

1:16 p.m.-7:27 a.m.

2 stops16h 11m

C$ 566

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 5/2

8:35 a.m.-12:10 p.m.

1 stop5h 35m

C$ 237

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 18/2

7:10 a.m.-1:11 p.m.

1 stop8h 01m

C$ 240

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 5/2

1:10 p.m.-7:37 p.m.

1 stop8h 27m

C$ 249

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 18/3

8:00 a.m.-12:07 a.m.

3 stops18h 07m

C$ 299

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/1

Showing 1-10 of 13 results
1
2

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.

Travel insights for flights from Halifax to Chicago

Get recent, data-driven insights about flights from Halifax to Chicago including ideal travel times, pricing trends, and more.

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 17 January 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 21 January 2025.

A simple way to save on the total cost of your ticket is to fly from Halifax to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the evening.

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 21 January 2025.
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

United Airlines
7.4
Good
8,984 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

Air Canada
7.0
Good
8,633 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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. 4 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$ 376, 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 29% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Halifax to Chicago one-way?

    To fly one-way, consider booking your trip with Porter Airlines, which is currently one of the cheapest options available, starting at C$ 237. United Airlines flights start at C$ 240 while deals on Air Canada start at C$ 249 one-way.

  • 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Halifax to Chicago

Discover the top 4 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 21 January 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 337AverageC$ 565FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Porter AirlinesCheapestC$ 415AverageC$ 577FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 435AverageC$ 484FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 529AverageC$ 580FlexibilityNo 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.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.