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

American Airlines, at C$ 414, was found to be the cheapest airline from Halifax to Chicago.Alternate airlines to your destination round-trip include Delta and Air Canada. Users have found that American Airlines is 20% 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 Delta, which is currently one of the cheapest options available, starting at C$ 282. Air Canada flights start at C$ 308 while deals on American Airlines start at C$ 316 one-way.

What is the cheapest day to fly from Halifax to Chicago?

Travelers seeking maximum savings on their Halifax to Chicago flight should consider departing on Monday afternoons when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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.

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).

What are the cheapest flights from Halifax to Chicago?

On average you can expect to pay C$ 628 for a flight from Halifax to Chicago. The cheapest flight overall is C$ 368 while the most popular route, (Halifax Intl - Chicago O'Hare Intl) is currently priced at C$ 544.

What are the most reliable airlines from Halifax to Chicago?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Halifax to Chicago on time: SkyWest Airlines (100%), American Airlines (100%), Air Canada (100%).

What are the most popular airlines that fly from Halifax to Chicago?

Before booking your flight from Halifax to Chicago check out the most popular airlines for this route: Air Canada, United Airlines or WestJet.

What is the cheapest day to fly round-trip from Halifax to Chicago?

Users have found that flying from Halifax to Chicago on a Friday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

To save up to 125% on this flight, we recommend booking at least 51 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Halifax to Chicago from C$ 499 1-2 weeks out and tickets from C$ 624 for flights departing within the next 72 hours.

What is the cheapest month to fly from Halifax to Chicago?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Halifax in January are about C$ 519 on average during January, but can be found for as low as C$ 307.

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.

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.

C$ 282+ Flights from Halifax to Chicago

Cheapflights Tip: The best prices from Halifax Intl to Chicago are usually found in January or February, booked 51 days in advance, depart on a Monday or Wednesday and return on a Wednesday

Cheap flight deals from Halifax to Chicago

Round-trip from	C$ 414
One-way from	C$ 282
Popular in	June
Cheapest in	January
Average price	C$ 576
Good round-trip deal	C$ 603 or less
Good one-way deal	C$ 460 or less

American Airlines
18/7-19/7
2 total stops
14h 39m total
Halifax to Chicago

Search Deals

Delta
26/8
2 total stops
11h 33m total
Halifax to Chicago

Search Deals

Highest demand for flights based on searches. 9% potential increase in price (C$ 77 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in July 2025

Search Deals

Price to beat on a round-trip flight from Halifax Intl to Chicago (CHI).

Search Deals

Price to beat on a one-way flight from Halifax Intl to Chicago (CHI).

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 3 July 2025.

Fri 18/73:25 p.m.YHZ - ORD

2 stops11h 34mAmerican Airlines

Sat 19/78:09 a.m.ORD - YHZ

Nonstop3h 05mAmerican Airlines

Deal found 3/7C$ 414

Sat 16/81:15 p.m.YHZ - ORD

1 stop7h 59mDelta

Sat 6/97:15 a.m.ORD - YHZ

2 stops13h 28mDelta

Deal found 1/7C$ 522

Sat 16/86:40 a.m.YHZ - MDW

2 stops7h 48mDelta

Sat 6/99:31 a.m.MDW - YHZ

2 stops11h 12mDelta

Deal found 1/7C$ 523

Sat 12/77:15 a.m.YHZ - ORD

2 stops9h 49mAir Canada

Sat 19/79:55 a.m.ORD - YHZ

2 stops9h 16mAir Canada

Deal found 1/7C$ 566

Mon 21/76:45 a.m.YHZ - MDW

2 stops11h 39mPorter Airlines

Thu 24/79:40 a.m.MDW - YHZ

2 stops11h 49mPorter Airlines

Deal found 3/7C$ 572

Sat 19/75:00 p.m.YHZ - ORD

Nonstop3h 45mUnited Airlines

Sat 26/72:27 p.m.ORD - YHZ

1 stop7h 28mUnited Airlines

Deal found 1/7C$ 591

Fri 15/88:00 a.m.YHZ - ORD

3 stops29h 43mMultiple Airlines

Fri 22/86:56 a.m.ORD - YHZ

2 stops14h 33mMultiple Airlines

Deal found 1/7C$ 606

Sat 12/79:00 a.m.YHZ - MDW

1 stop13h 22mMultiple Airlines

Sat 19/79:40 a.m.MDW - YHZ

1 stop23h 20mMultiple Airlines

Deal found 1/7C$ 609

Sat 2/88:30 a.m.YHZ - ORD

2 stops15h 04mWestJet

Fri 8/89:00 a.m.ORD - YHZ

2 stops11h 40mWestJet

Deal found 1/7C$ 691

Sat 19/78:30 a.m.YHZ - MDW

2 stops15h 12mWestJet

Sat 26/77:21 p.m.MDW - YHZ

2 stops20h 19mWestJet

Deal found 1/7C$ 750

Best flights from Halifax to Chicago
Discover carefully curated flight deals from Halifax to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 3 July 2025.

Fri 18/73:25 p.m.YHZ - ORD

2 stops11h 34mAmerican Airlines

Sat 19/78:09 a.m.ORD - YHZ

Nonstop3h 05mAmerican Airlines

Deal found 3/7C$ 414

Sat 16/81:15 p.m.YHZ - ORD

1 stop7h 59mDelta

Sat 6/97:15 a.m.ORD - YHZ

2 stops13h 28mDelta

Deal found 1/7C$ 522

Sun 17/85:05 a.m.YHZ - ORD

1 stop6h 04mAir Canada

Wed 3/98:40 a.m.ORD - YHZ

1 stop5h 20mAir Canada

Deal found 1/7C$ 571

Mon 21/76:45 a.m.YHZ - MDW

2 stops11h 39mPorter Airlines

Thu 24/79:40 a.m.MDW - YHZ

2 stops11h 49mPorter Airlines

Deal found 3/7C$ 572

Sat 19/75:00 p.m.YHZ - ORD

Nonstop3h 45mUnited Airlines

Sat 26/72:27 p.m.ORD - YHZ

1 stop7h 28mUnited Airlines

Deal found 1/7C$ 591

Fri 15/88:00 a.m.YHZ - ORD

3 stops29h 43mMultiple Airlines

Fri 22/86:56 a.m.ORD - YHZ

2 stops14h 33mMultiple Airlines

Deal found 1/7C$ 606

Sat 2/88:30 a.m.YHZ - ORD

2 stops15h 04mWestJet

Fri 8/89:00 a.m.ORD - YHZ

2 stops11h 40mWestJet

Deal found 1/7C$ 691

Sat 16/86:40 a.m.YHZ - MDW

2 stops7h 48mDelta

Sat 6/99:31 a.m.MDW - YHZ

2 stops11h 12mDelta

Deal found 1/7C$ 523

Sat 19/78:30 a.m.YHZ - MDW

2 stops15h 12mWestJet

Sat 26/77:21 p.m.MDW - YHZ

2 stops20h 19mWestJet

Deal found 1/7C$ 750

Sat 16/811:00 p.m.YHZ - MDW

2 stops16h 03mMultiple Airlines

Sat 23/87:17 p.m.MDW - YHZ

3 stops18h 53mMultiple Airlines

Deal found 1/7C$ 1,071

Last-minute flights from Halifax to Chicago
Discover last-minute flight deals from Halifax to Chicago. Data last updated 3 July 2025 and is based on user searches.

Tue 8/75:15 p.m.YHZ - MDW

1 stop17h 30mPorter Airlines

Sat 12/79:40 a.m.MDW - YHZ

2 stops11h 59mPorter Airlines

Deal found 2/7C$ 752

Tue 8/76:40 a.m.YHZ - ORD

1 stop8h 30mDelta

Sat 12/711:10 a.m.ORD - YHZ

2 stops8h 28mDelta

Deal found 2/7C$ 905

Sat 12/75:45 a.m.YHZ - ORD

1 stop6h 07mAir Canada

Sat 19/78:40 a.m.ORD - YHZ

1 stop5h 25mAir Canada

Deal found 1/7C$ 556

Sat 12/79:00 a.m.YHZ - MDW

1 stop13h 22mMultiple Airlines

Sat 19/79:40 a.m.MDW - YHZ

1 stop23h 20mMultiple Airlines

Deal found 1/7C$ 609

Sat 12/72:15 p.m.YHZ - ORD

Nonstop3h 37mAmerican Airlines

Sat 19/74:48 p.m.ORD - YHZ

1 stop20h 12mAmerican Airlines

Deal found 1/7C$ 643

Sat 12/76:40 a.m.YHZ - MDW

2 stops12h 30mDelta

Sat 19/76:00 a.m.MDW - YHZ

2 stops13h 38mDelta

Deal found 1/7C$ 650

Sat 12/77:15 a.m.YHZ - ORD

2 stops9h 49mMultiple Airlines

Sat 19/77:08 a.m.ORD - YHZ

3 stops22h 07mMultiple Airlines

Deal found 1/7C$ 706

Fri 18/73:25 p.m.YHZ - ORD

2 stops11h 34mAmerican Airlines

Sat 19/78:09 a.m.ORD - YHZ

Nonstop3h 05mAmerican Airlines

Deal found 3/7C$ 414

Sat 19/75:00 p.m.YHZ - ORD

Nonstop3h 45mUnited Airlines

Sat 26/72:27 p.m.ORD - YHZ

1 stop7h 28mUnited Airlines

Deal found 1/7C$ 591

Sat 19/78:30 a.m.YHZ - MDW

2 stops15h 12mWestJet

Sat 26/77:21 p.m.MDW - YHZ

2 stops20h 19mWestJet

Deal found 1/7C$ 750

Mon 21/76:45 a.m.YHZ - MDW

2 stops11h 39mPorter Airlines

Thu 24/79:40 a.m.MDW - YHZ

2 stops11h 49mPorter Airlines

Deal found 3/7C$ 572

Sat 2/88:30 a.m.YHZ - ORD

2 stops15h 04mWestJet

Fri 8/89:00 a.m.ORD - YHZ

2 stops11h 40mWestJet

Deal found 1/7C$ 691

One-way flights from Halifax to Chicago
Search for one-way flight options from Halifax to Chicago. Find affordable one-way fares based on user searches. Data last updated 3 July 2025.

Tue 26/86:40 a.m.YHZ - ORD

2 stops11h 33mDelta

Deal found 2/7C$ 282

Sat 12/75:45 a.m.YHZ - ORD

1 stop6h 07mAir Canada

Deal found 1/7C$ 308

Sun 12/102:15 p.m.YHZ - ORD

1 stop7h 56mAmerican Airlines

Deal found 2/7C$ 316

Tue 26/86:40 a.m.YHZ - MDW

2 stops13h 57mDelta

Deal found 2/7C$ 322

Fri 15/89:15 a.m.YHZ - ORD

2 stops24h 52mMultiple Airlines

Deal found 1/7C$ 324

Sat 12/79:00 a.m.YHZ - MDW

1 stop13h 22mMultiple Airlines

Deal found 1/7C$ 328

Fri 15/85:15 p.m.YHZ - MDW

1 stop17h 30mPorter Airlines

Deal found 1/7C$ 368

Sat 12/75:00 p.m.YHZ - ORD

Nonstop3h 45mUnited Airlines

Deal found 1/7C$ 417

Cheapflights Fare Finder

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

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 18/7

3:25 p.m.-12:59 a.m.

2 stops11h 34m

Chicago O'Hare Intl

Sat 19/7

8:09 a.m.-1:14 p.m.

Nonstop3h 05m

C$ 414

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 16/8

1:15 p.m.-7:14 p.m.

1 stop7h 59m

Chicago O'Hare Intl

Sat 6/9

7:15 a.m.-10:43 p.m.

2 stops13h 28m

C$ 522

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 16/8

6:40 a.m.-3:28 p.m.

2 stops10h 48m

Chicago Midway

Sat 6/9

9:31 a.m.-10:43 p.m.

2 stops11h 12m

C$ 523

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 17/8

5:05 a.m.-9:09 a.m.

1 stop6h 04m

Chicago O'Hare Intl

Wed 3/9

8:40 a.m.-4:00 p.m.

1 stop5h 20m

C$ 571

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 21/7

6:45 a.m.-4:24 p.m.

2 stops11h 39m

Chicago Midway

Thu 24/7

9:40 a.m.-11:29 p.m.

2 stops11h 49m

C$ 572

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 19/7

5:00 p.m.-6:45 p.m.

Nonstop3h 45m

Chicago O'Hare Intl

Sat 26/7

2:27 p.m.-11:55 p.m.

1 stop7h 28m

C$ 591

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 15/8

8:00 a.m.-11:43 a.m.

3 stops29h 43m

Chicago O'Hare Intl

Fri 22/8

6:56 a.m.-11:29 p.m.

2 stops14h 33m

C$ 606

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 2/8

8:30 a.m.-9:34 p.m.

2 stops15h 04m

Chicago O'Hare Intl

Fri 8/8

9:00 a.m.-10:40 p.m.

2 stops11h 40m

C$ 691

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 19/7

8:30 a.m.-9:42 p.m.

2 stops15h 12m

Chicago Midway

Sat 26/7

7:21 p.m.-5:40 p.m.

2 stops20h 19m

C$ 750

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 16/8

11:00 p.m.-1:03 p.m.

2 stops16h 03m

Chicago Midway

Sat 23/8

7:17 p.m.-4:10 p.m.

3 stops18h 53m

C$ 1,071

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 18 results

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?

To ensure you get the cheapest price possible for a flight from Halifax to Chicago, you should look to book at least 50 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$ 352). 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?

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 42% on your trip compared to booking a flight in the afternoon.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Halifax to Chicago, such as Porter Airlines,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Porter Airlines

8.0

Very good

298 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Porter Airlines

8.0

Very good

298 reviews

Porter Airlines

8.0

Very good

298 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Delta

8.0

Very good

7,982 reviews

Porter Airlines

8.0

Very good

298 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

United Airlines

7.4

Good

8,861 reviews

Porter Airlines

8.0

Very good

298 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

American Airlines

7.2

Good

10,000 reviews

Porter Airlines

8.0

Very good

298 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

WestJet

7.2

Good

2,917 reviews

Porter Airlines

8.0

Very good

298 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Related info for your journey

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?
American Airlines, at C$ 414, was found to be the cheapest airline from Halifax to Chicago.Alternate airlines to your destination round-trip include Delta and Air Canada. Users have found that American Airlines is 20% 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 Delta, which is currently one of the cheapest options available, starting at C$ 282. Air Canada flights start at C$ 308 while deals on American Airlines start at C$ 316 one-way.
What are the most reliable airlines from Halifax to Chicago?
Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Halifax to Chicago on time: SkyWest Airlines (100%), American Airlines (100%), Air Canada (100%).
What are the cheapest flights from Halifax to Chicago?
On average you can expect to pay C$ 628 for a flight from Halifax to Chicago. The cheapest flight overall is C$ 368 while the most popular route, (Halifax Intl - Chicago O'Hare Intl) is currently priced at C$ 544.
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$ 352). 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

Top 4 airlines flying from Halifax to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 358	AverageC$ 494	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
United Airlines	CheapestC$ 396	AverageC$ 424	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Porter Airlines	CheapestC$ 403	AverageC$ 551	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights
WestJet	CheapestC$ 501	AverageC$ 611	FlexibilityNo cancel fee	On-time60%	Search WestJet flights

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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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Cheap flights from Halifax to Chicago from C$ 282

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 26/8. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Halifax Intl to Chicago are usually found in January or February, booked 51 days in advance, depart on a Monday or Wednesday and return on a Wednesday

Cheap flight deals from Halifax to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Halifax to Chicago

Cheapest flights from Halifax to ChicagoExplore 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 3 July 2025.

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 3 July 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Halifax to Chicago that are best for you.

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.

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 27 June 2025.

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

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 3 July 2025.

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 3 July 2025.

Read through reviews of airlines operating flights from Halifax to Chicago, such as Porter Airlines,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

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

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

What are the most reliable airlines from Halifax to Chicago?

What are the cheapest flights from Halifax to Chicago?

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

How can I find direct flights from Halifax to Chicago?

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

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

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.

Alternative routes for Halifax to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Halifax to Chicago

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?

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

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

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

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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 3 July 2025.