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Cheap flights from Halifax to Chicago from C$ 192

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 13/5. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
21 Apr — 28 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 16 April 2025.

Round-trip from

C$ 371

One-way from

C$ 192

Popular in

October

Cheapest in

January

Average price

C$ 508

Good round-trip deal

C$ 1,096 or less
Air Canada
  • Air Canada
  • 24/5-31/5
  • 1 total stop
  • 8h 51m total
  • Halifax to Chicago
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13/5
  • 13/5
  • 3 total stops
  • 22h 50m total
  • Halifax to Chicago
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Highest demand for flights based on searches. 8% potential increase in price (C$ 68 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Halifax Intl to Chicago (CHI).
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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 16 April 2025.

Sat 24/55:45 a.m.YHZ - ORD
1 stop6h 07mAir Canada
Sat 31/58:40 a.m.ORD - YHZ
1 stop5h 06mAir Canada
Deal found 16/4C$ 362
Wed 27/87:00 a.m.YHZ - ORD
1 stop6h 49mUnited Airlines
Sat 30/87:10 a.m.ORD - YHZ
1 stop6h 42mUnited Airlines
Deal found 16/4C$ 403
Mon 25/84:45 p.m.YHZ - ORD
1 stop21h 01mAmerican Airlines
Mon 1/96:07 p.m.ORD - YHZ
1 stop18h 54mAmerican Airlines
Deal found 16/4C$ 477
Sat 31/56:30 a.m.YHZ - ORD
3 stops38h 31mMultiple Airlines
Sat 7/67:37 a.m.ORD - YHZ
2 stops13h 47mMultiple Airlines
Deal found 16/4C$ 501
Tue 19/86:40 a.m.YHZ - ORD
2 stops12h 06mDelta
Tue 9/98:55 a.m.ORD - YHZ
2 stops11h 53mDelta
Deal found 16/4C$ 506
Sat 24/511:00 p.m.YHZ - MDW
1 stop11h 45mMultiple Airlines
Sat 31/59:40 a.m.MDW - YHZ
2 stops11h 44mMultiple Airlines
Deal found 16/4C$ 510
Fri 16/51:30 p.m.YHZ - ORD
2 stops29h 36mWestJet
Mon 19/57:25 p.m.ORD - YHZ
2 stops25h 25mWestJet
Deal found 14/4C$ 524
Tue 17/68:05 p.m.YHZ - MDW
2 stops15h 36mWestJet
Thu 19/69:21 a.m.MDW - YHZ
2 stops35h 19mWestJet
Deal found 16/4C$ 560
Sun 20/48:25 a.m.YHZ - MDW
2 stops10h 15mPorter Airlines
Tue 22/411:15 a.m.MDW - YHZ
2 stops9h 10mPorter Airlines
Deal found 16/4C$ 626

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 16 April 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 - ORD

YHZORD

Halifax Intl

Sat 24/5

5:45 a.m.-9:52 a.m.

1 stop6h 07m

Chicago O'Hare Intl

Sat 31/5

8:40 a.m.-3:46 p.m.

1 stop5h 06m

C$ 362

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 27/8

7:00 a.m.-11:49 a.m.

1 stop6h 49m

Chicago O'Hare Intl

Sat 30/8

7:10 a.m.-3:52 p.m.

1 stop6h 42m

C$ 403

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 25/8

4:45 p.m.-11:46 a.m.

1 stop21h 01m

Chicago O'Hare Intl

Mon 1/9

6:07 p.m.-3:01 p.m.

1 stop18h 54m

C$ 477

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 31/5

6:30 a.m.-7:01 p.m.

3 stops38h 31m

Chicago O'Hare Intl

Sat 7/6

7:37 a.m.-11:24 p.m.

2 stops13h 47m

C$ 501

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 19/8

6:40 a.m.-1:44 p.m.

1 stop9h 04m

Chicago O'Hare Intl

Tue 9/9

7:10 a.m.-10:48 p.m.

2 stops13h 38m

C$ 506

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 24/5

11:00 p.m.-8:45 a.m.

1 stop11h 45m

Chicago Midway

Sat 31/5

9:40 a.m.-11:24 p.m.

2 stops11h 44m

C$ 510

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 16/5

1:30 p.m.-5:06 p.m.

2 stops29h 36m

Chicago O'Hare Intl

Mon 19/5

7:25 p.m.-10:50 p.m.

2 stops25h 25m

C$ 524

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 17/6

8:05 p.m.-9:41 a.m.

2 stops15h 36m

Chicago Midway

Thu 19/6

9:21 a.m.-10:40 p.m.

2 stops35h 19m

C$ 560

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 17/6

5:20 p.m.-4:24 p.m.

1 stop25h 04m

Chicago Midway

Thu 19/6

9:40 a.m.-11:24 p.m.

2 stops11h 44m

C$ 654

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 13/5

12:00 p.m.-8:50 a.m.

3 stops22h 50m

C$ 192

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

Showing 1-10 of 18 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 11 April 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 16 April 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 16 April 2025.
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
8.0
Very good
281 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Delta
8.0
Very good
7,916 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
United Airlines
7.4
Good
8,665 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
WestJet
7.2
Good
2,806 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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?

    Air Canada, at C$ 371, was found to be the cheapest airline from Halifax to Chicago.Alternate airlines to your destination round-trip include United Airlines and WestJet. Users have found that Air Canada is 27% 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 Air Canada, which is currently one of the cheapest options available, starting at C$ 220. Porter Airlines flights start at C$ 228 while deals on Delta start at C$ 239 one-way.

  • What are the cheapest flights from Halifax to Chicago?

    On average you can expect to pay C$ 1,108 for a flight from Halifax to Chicago. The cheapest flight overall is C$ 924 while the most popular route, (Halifax Intl - Chicago O'Hare Intl) is currently priced at C$ 402.

  • 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 16 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 365AverageC$ 501FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 376AverageC$ 434FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 404AverageC$ 435FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 425AverageC$ 552FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 511AverageC$ 615FlexibilityNo 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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