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

American Airlines, at C$ 395, was found to be the cheapest airline from Halifax to Chicago.Alternate airlines to your destination round-trip include Delta and Porter Airlines. Users have found that American Airlines is 23% 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$ 308. Air Canada flights start at C$ 324 while deals on American Airlines start at C$ 325 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.

What are the cheapest flights from Halifax to Chicago?

On average you can expect to pay C$ 566 for a flight from Halifax to Chicago. The cheapest flight overall is C$ 242 while the most popular route, (Halifax Intl - Chicago O'Hare Intl) is currently priced at C$ 539.

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%), Air Canada (100%), United Airlines (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$ 500 1-2 weeks out and tickets from C$ 626 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$ 516 on average during January, but can be found for as low as C$ 308.

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$ 246+ 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$ 395
One-way from	C$ 246
Popular in	June
Cheapest in	January
Average price	C$ 645
Good round-trip deal	C$ 620 or less
Good one-way deal	C$ 370 or less

American Airlines
18/7-19/7
2 total stops
13h 42m total
Halifax to Chicago

Search Deals

8/7
1 total stop
11h 45m total
Halifax to Chicago

Search Deals

Highest demand for flights based on searches. 10% potential increase in price (C$ 81 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 June 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 12 June 2025.

Fri 18/72:15 p.m.YHZ - ORD

2 stops10h 37mAmerican Airlines

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

Nonstop3h 05mAmerican Airlines

Deal found 11/6C$ 395

Thu 3/711:00 p.m.YHZ - MDW

1 stop11h 45mMultiple Airlines

Tue 8/79:40 a.m.MDW - YHZ

1 stop10h 35mMultiple Airlines

Deal found 10/6C$ 495

Wed 13/86:40 a.m.YHZ - ORD

2 stops27h 24mDelta

Wed 20/87:15 a.m.ORD - YHZ

2 stops14h 13mDelta

Deal found 10/6C$ 522

Thu 3/712:00 p.m.YHZ - ORD

2 stops34h 23mMultiple Airlines

Tue 8/77:49 p.m.ORD - YHZ

2 stops25h 35mMultiple Airlines

Deal found 10/6C$ 550

Thu 3/79:15 a.m.YHZ - MDW

2 stops9h 09mPorter Airlines

Tue 8/79:40 a.m.MDW - YHZ

2 stops11h 44mPorter Airlines

Deal found 10/6C$ 551

Mon 18/85:45 a.m.YHZ - ORD

1 stop6h 07mAir Canada

Tue 7/1010:40 a.m.ORD - YHZ

1 stop6h 38mAir Canada

Deal found 11/6C$ 580

Mon 11/85:05 a.m.YHZ - ORD

2 stops15h 36mUnited Airlines

Tue 19/86:00 a.m.ORD - YHZ

1 stop6h 03mUnited Airlines

Deal found 10/6C$ 651

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

1 stop8h 29mWestJet

Sat 30/86:10 a.m.ORD - YHZ

2 stops23h 05mWestJet

Deal found 11/6C$ 666

Fri 10/108:05 p.m.YHZ - MDW

2 stops15h 46mWestJet

Tue 14/102:00 p.m.MDW - YHZ

2 stops15h 13mWestJet

Deal found 11/6C$ 673

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 12 June 2025.

Fri 18/72:15 p.m.YHZ - ORD

2 stops10h 37mAmerican Airlines

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

Nonstop3h 05mAmerican Airlines

Deal found 11/6C$ 395

Thu 3/711:00 p.m.YHZ - MDW

1 stop11h 45mMultiple Airlines

Tue 8/79:40 a.m.MDW - YHZ

1 stop10h 35mMultiple Airlines

Deal found 10/6C$ 495

Wed 13/86:40 a.m.YHZ - ORD

2 stops27h 24mDelta

Wed 20/87:15 a.m.ORD - YHZ

2 stops14h 13mDelta

Deal found 10/6C$ 522

Thu 3/79:15 a.m.YHZ - MDW

2 stops9h 09mPorter Airlines

Tue 8/79:40 a.m.MDW - YHZ

2 stops11h 44mPorter Airlines

Deal found 10/6C$ 551

Mon 18/85:45 a.m.YHZ - ORD

1 stop6h 07mAir Canada

Tue 7/1010:40 a.m.ORD - YHZ

1 stop6h 38mAir Canada

Deal found 11/6C$ 580

Mon 11/85:05 a.m.YHZ - ORD

2 stops15h 36mUnited Airlines

Tue 19/86:00 a.m.ORD - YHZ

1 stop6h 03mUnited Airlines

Deal found 10/6C$ 651

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

1 stop8h 29mWestJet

Sat 30/86:10 a.m.ORD - YHZ

2 stops23h 05mWestJet

Deal found 11/6C$ 666

Thu 3/712:00 p.m.YHZ - ORD

2 stops34h 23mMultiple Airlines

Tue 8/77:49 p.m.ORD - YHZ

2 stops25h 35mMultiple Airlines

Deal found 10/6C$ 550

Fri 10/108:05 p.m.YHZ - MDW

2 stops15h 46mWestJet

Tue 14/102:00 p.m.MDW - YHZ

2 stops15h 13mWestJet

Deal found 11/6C$ 673

Last-minute flights from Halifax to Chicago
Discover last-minute flight deals from Halifax to Chicago. Data last updated 12 June 2025 and is based on user searches.

Sat 28/63:20 p.m.YHZ - MDW

2 stops20h 21mWestJet

Wed 16/79:24 a.m.MDW - YHZ

2 stops19h 51mWestJet

Deal found 9/6C$ 675

Thu 3/711:00 p.m.YHZ - MDW

1 stop11h 45mMultiple Airlines

Tue 8/79:40 a.m.MDW - YHZ

1 stop10h 35mMultiple Airlines

Deal found 10/6C$ 495

Thu 3/712:00 p.m.YHZ - ORD

2 stops34h 23mMultiple Airlines

Tue 8/77:49 p.m.ORD - YHZ

2 stops25h 35mMultiple Airlines

Deal found 10/6C$ 550

Thu 3/79:15 a.m.YHZ - MDW

2 stops9h 09mPorter Airlines

Tue 8/79:40 a.m.MDW - YHZ

2 stops11h 44mPorter Airlines

Deal found 10/6C$ 551

Wed 9/75:45 a.m.YHZ - ORD

1 stop6h 07mAir Canada

Wed 16/78:40 a.m.ORD - YHZ

1 stop5h 25mAir Canada

Deal found 11/6C$ 580

Wed 9/76:40 a.m.YHZ - ORD

2 stops11h 53mDelta

Wed 16/79:00 a.m.ORD - YHZ

2 stops12h 29mDelta

Deal found 11/6C$ 592

Thu 10/78:05 p.m.YHZ - ORD

2 stops24h 44mWestJet

Sat 12/76:15 p.m.ORD - YHZ

2 stops35h 00mWestJet

Deal found 10/6C$ 666

Fri 18/72:15 p.m.YHZ - ORD

2 stops10h 37mAmerican Airlines

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

Nonstop3h 05mAmerican Airlines

Deal found 11/6C$ 395

Fri 25/72:50 p.m.YHZ - ORD

1 stop8h 46mUnited Airlines

Fri 1/83:40 p.m.ORD - YHZ

1 stop6h 15mUnited Airlines

Deal found 10/6C$ 652

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 12 June 2025.

Tue 8/711:00 p.m.YHZ - MDW

1 stop11h 45mMultiple Airlines

Deal found 10/6C$ 246

Tue 8/76:30 a.m.YHZ - ORD

3 stops25h 33mMultiple Airlines

Deal found 12/6C$ 299

Tue 21/109:15 a.m.YHZ - MDW

2 stops9h 09mPorter Airlines

Deal found 12/6C$ 308

Fri 4/75:45 a.m.YHZ - ORD

1 stop6h 07mAir Canada

Deal found 11/6C$ 324

Sat 21/62:15 p.m.YHZ - ORD

Nonstop3h 36mAmerican Airlines

Deal found 11/6C$ 325

Fri 4/76:40 a.m.YHZ - MDW

2 stops11h 01mDelta

Deal found 11/6C$ 334

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

2 stops12h 16mDelta

Deal found 9/6C$ 342

Sat 21/68:30 a.m.YHZ - MDW

2 stops10h 42mWestJet

Deal found 11/6C$ 412

Mon 4/87:00 a.m.YHZ - ORD

1 stop8h 14mUnited Airlines

Deal found 11/6C$ 431

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

2:15 p.m.-10:52 p.m.

2 stops10h 37m

Chicago O'Hare Intl

Sat 19/7

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

Nonstop3h 05m

C$ 395

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 3/7

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

1 stop11h 45m

Chicago Midway

Tue 8/7

9:40 a.m.-10:15 p.m.

1 stop10h 35m

C$ 495

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 13/8

6:40 a.m.-8:04 a.m.

2 stops27h 24m

Chicago O'Hare Intl

Tue 19/8

7:15 a.m.-11:28 p.m.

2 stops14h 13m

C$ 522

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 3/7

12:00 p.m.-8:23 p.m.

2 stops34h 23m

Chicago O'Hare Intl

Tue 8/7

7:49 p.m.-11:24 p.m.

2 stops25h 35m

C$ 550

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 3/7

9:15 a.m.-4:24 p.m.

2 stops9h 09m

Chicago Midway

Tue 8/7

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

2 stops11h 44m

C$ 551

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 18/8

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

1 stop6h 07m

Chicago O'Hare Intl

Tue 7/10

10:40 a.m.-7:18 p.m.

1 stop6h 38m

C$ 580

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 11/8

5:05 a.m.-6:41 p.m.

2 stops15h 36m

Chicago O'Hare Intl

Tue 19/8

6:00 a.m.-2:03 p.m.

1 stop6h 03m

C$ 651

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 26/8

6:40 a.m.-1:09 p.m.

1 stop8h 29m

Chicago O'Hare Intl

Sat 30/8

6:10 a.m.-7:15 a.m.

2 stops23h 05m

C$ 666

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 10/10

8:05 p.m.-9:51 a.m.

2 stops15h 46m

Chicago Midway

Tue 14/10

2:00 p.m.-7:13 a.m.

2 stops15h 13m

C$ 673

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 8/7

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

1 stop11h 45m

C$ 246

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

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.

Rainfall in Chicago 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

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

Porter Airlines

8.0

Very good

288 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

288 reviews

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

Delta

8.0

Very good

7,946 reviews

Porter Airlines

8.0

Very good

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

United Airlines

7.4

Good

8,790 reviews

Porter Airlines

8.0

Very good

288 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

288 reviews

Check prices

Reviews

1 / 20

4.0

Okay

Mary,Jun 2025

FLL - YYZ

WestJet

7.2

Good

2,868 reviews

Porter Airlines

8.0

Very good

288 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$ 395, was found to be the cheapest airline from Halifax to Chicago.Alternate airlines to your destination round-trip include Delta and Porter Airlines. Users have found that American Airlines is 23% 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$ 308. Air Canada flights start at C$ 324 while deals on American Airlines start at C$ 325 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%), Air Canada (100%), United Airlines (100%).
What are the cheapest flights from Halifax to Chicago?
On average you can expect to pay C$ 566 for a flight from Halifax to Chicago. The cheapest flight overall is C$ 242 while the most popular route, (Halifax Intl - Chicago O'Hare Intl) is currently priced at C$ 539.
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$ 359	AverageC$ 493	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
United Airlines	CheapestC$ 397	AverageC$ 425	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Porter Airlines	CheapestC$ 404	AverageC$ 543	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights
WestJet	CheapestC$ 503	AverageC$ 613	FlexibilityNo cancel fee	On-time60%	Search WestJet flights

Fly with Cheapflights

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$ 246

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 8/7. 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 12 June 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 12 June 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 9 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 12 June 2025.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

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 12 June 2025.