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Cheap flights from Halifax to Chicago from $148

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Halifax to Chicago departing on 5/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Halifax to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Halifax to Chicago.
Porter Airlines Logo
8:25 am - 4:40 pmYHZ-MDW
10h 15m2 stops
Porter Airlines Logo
9:40 am - 11:14 pmMDW-YHZ
11h 34m2 stops
$278Porter Airlines
Find Deal
Tue, Apr 29 - Tue, May 6
Porter Airlines Logo
8:25 am - 4:40 pmYHZ-MDW
10h 15m2 stops
Porter Airlines Logo
12:55 pm - 8:50 pmMDW-YHZ
5h 55m1 stop
$280Porter Airlines
Find Deal
Sun, Apr 13 - Sat, Apr 19
Air Canada Logo
5:45 am - 9:52 amYHZ-ORD
6h 07m1 stop
Air Canada Logo
8:40 am - 3:46 pmORD-YHZ
5h 06m1 stop
$285Air Canada
Find Deal
Fri, May 2 - Tue, May 6
Air Canada Logo
6:20 am - 10:47 amYHZ-ORD
6h 27m1 stop
Air Canada Logo
7:20 am - 4:17 pmORD-YHZ
6h 57m1 stop
$291Air Canada
Find Deal
Sun, Apr 13 - Sat, Apr 19
United Airlines Logo
5:20 am - 10:01 amYHZ-ORD
6h 41m1 stop
United Airlines Logo
4:41 pm - 1:49 amORD-YHZ
7h 08m1 stop
$296United Airlines
Find Deal
Fri, May 2 - Tue, May 6
United Airlines Logo
5:20 am - 9:59 amYHZ-ORD
6h 39m1 stop
United Airlines Logo
6:00 am - 7:39 pmORD-YHZ
11h 39m2 stops
$308United Airlines
Find Deal
Fri, May 30 - Tue, Jun 3
American Airlines Logo
2:15 pm - 11:57 pmYHZ-ORD
11h 42m2 stops
American Airlines Logo
5:00 am - 1:30 pmORD-YHZ
6h 30m1 stop
$326American Airlines
Find Deal
Sat, Jun 7 - Sat, Jun 21
 Logo
7:00 am - 12:54 pmYHZ-ORD
7h 54m1 stop
 Logo
6:15 pm - 10:01 amORD-YHZ
13h 46m1 stop
Thu, Jun 26 - Sun, Jun 29
 Logo
10:25 am - 11:40 pmYHZ-ORD
15h 15m1 stop
 Logo
8:25 pm - 10:24 amORD-YHZ
11h 59m1 stop
Mon, Apr 21 - Wed, Apr 23
American Airlines Logo
11:50 am - 9:24 pmYHZ-ORD
11h 34m1 stop
American Airlines Logo
8:37 pm - 3:59 pmORD-YHZ
17h 22m1 stop
$417American Airlines
Find Deal
Sat, Aug 2 - Sat, Aug 9

Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets
Air Canada
May 2
YHZ5:45 amHalifax Intl
6h 07m
1 stop
ORD9:52 amChicago O'Hare Intl
May 6
ORD8:40 amChicago O'Hare Intl
5h 06m
1 stop
YHZ3:46 pmHalifax Intl
Air Canada
Apr 13
YHZ6:20 amHalifax Intl
6h 27m
1 stop
ORD10:47 amChicago O'Hare Intl
Apr 19
ORD7:20 amChicago O'Hare Intl
6h 57m
1 stop
YHZ4:17 pmHalifax Intl
Air Canada
Jun 7
YHZ5:45 amHalifax Intl
6h 07m
1 stop
ORD9:52 amChicago O'Hare Intl
Jun 21
ORD10:00 amChicago O'Hare Intl
7h 39m
1 stop
YHZ7:39 pmHalifax Intl

United Airlines flights from Halifax to Chicago

Our best United Airlines deals on Halifax to Chicago flight tickets
United Airlines
May 2
YHZ5:20 amHalifax Intl
6h 41m
1 stop
ORD10:01 amChicago O'Hare Intl
May 6
ORD4:41 pmChicago O'Hare Intl
7h 08m
1 stop
YHZ1:49 amHalifax Intl
United Airlines
May 30
YHZ5:20 amHalifax Intl
6h 39m
1 stop
ORD9:59 amChicago O'Hare Intl
Jun 3
ORD6:00 amChicago O'Hare Intl
11h 39m
2 stops
YHZ7:39 pmHalifax Intl
United Airlines
Apr 29
YHZ5:00 amHalifax Intl
13h 44m
2 stops
ORD4:44 pmChicago O'Hare Intl
May 6
ORD3:00 pmChicago O'Hare Intl
8h 49m
2 stops
YHZ1:49 amHalifax Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Halifax to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Halifax, with most prices found around $269. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Halifax to Chicago during February average around $313.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $247. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Halifax to Chicago for around $434.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Halifax to Chicago during this time can be as low as $377. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $446.

What is the cheapest Halifax Intl to Chicago flight route?

Fly from Halifax Intl to Chicago O'Hare Intl for the best Halifax Intl - Chicago flight prices

What cabin class options are available on Halifax Intl to Chicago flights?

There are 2 cabin classes available to choose from on Halifax Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Halifax to Chicago flight prices changed over time?

As of April 2025, prices for Halifax to Chicago flights are approximately 10% cheaper when compared to flights at the same time last year.

When to book flights from Halifax to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Halifax to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Halifax to Chicago (YHZ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Halifax to Chicago

Best Price Found

$148

Fastest flight time

3h 37m

Direct flights

Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from Halifax in the past 72 hours is $148. The best round-trip flight deal from Halifax to Chicago found on momondo in the last 72 hours is $278.
The fastest flight from Halifax to Chicago takes 3h 37m
Direct flights go from Halifax to Chicago on Sunday. Airlines offering direct flights are: Air Canada and American Airlines.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Halifax Intl to Chicago by plane?

    The distance between Halifax Intl and Chicago is about 1220.0 mi. A reasonable flight in good conditions will take 3h 37m.

  • When did momondo last update prices for flights from Halifax Intl Airport to Chicago?

    Prices for flights from Halifax Intl Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from Halifax Intl Airport to Chicago?

  • How old do you have to be to fly from Halifax Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Halifax Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Halifax to Chicago?

  • What is the most popular airline from Halifax to Chicago?


Best airlines flying from Halifax to Chicago

Compare and see reviews for airlines that fly from Halifax to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $255Free CancellationRating
7.0
9,022 reviews
Search Air Canada flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Halifax to Chicago?

It is quick and easy to find Halifax to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Halifax to Chicago with flexible booking policies on momondo?

Flights from Halifax to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Halifax to Chicago?

Once you have performed a search for Halifax to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Halifax to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Halifax and alert you when they change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago