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Cheap flights from Halifax to Chicago from $176

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 5/3. 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

Enter your travel dates to find the best prices.
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
11:45 am - 11:44 pm
ORD
-
YHZ
9h 59m
2 stops
$312Porter Airlines
Wed, Sep 2 - Wed, Sep 9
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
ORD
8h 35m
1 stop
Porter Airlines Logo
3:20 pm - 11:44 pm
ORD
-
YHZ
6h 24m
2 stops
$313Porter Airlines
Thu, Sep 10 - Mon, Sep 14
Porter Airlines Logo
7:00 am - 2:35 pm
YHZ
-
ORD
9h 35m
2 stops
Porter Airlines Logo
11:45 am - 11:44 pm
ORD
-
YHZ
9h 59m
2 stops
$318Porter Airlines
Thu, Sep 10 - Mon, Sep 14
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
ORD
8h 35m
2 stops
Porter Airlines Logo
11:45 am - 11:44 pm
ORD
-
YHZ
9h 59m
2 stops
$320Porter Airlines
Wed, Sep 2 - Wed, Sep 9
Porter Airlines Logo
8:00 am - 2:35 pm
YHZ
-
MDW
8h 35m
1 stop
Porter Airlines Logo
3:20 pm - 11:44 pm
MDW
-
YHZ
6h 24m
2 stops
$360Porter Airlines
Mon, May 4 - Mon, May 11
WestJet Logo
3:30 pm - 8:31 pm
YHZ
-
ORD
7h 01m
1 stop
WestJet Logo
7:01 am - 9:45 pm
ORD
-
YHZ
12h 44m
1 stop
$372WestJet
Fri, Jun 19 - Mon, Jun 22
Porter Airlines Logo
8:25 am - 12:10 pm
YHZ
-
MDW
5h 45m
1 stop
Porter Airlines Logo
11:00 am - 8:05 pm
MDW
-
YHZ
7h 05m
1 stop
$372Porter Airlines
Sat, Apr 18 - Wed, Apr 22
WestJet Logo
3:30 pm - 6:41 pm
YHZ
-
ORD
5h 11m
1 stop
WestJet Logo
8:55 am - 9:45 pm
ORD
-
YHZ
10h 50m
1 stop
$373WestJet
Fri, Jun 19 - Mon, Jun 22
WestJet Logo
3:30 pm - 4:36 pm
YHZ
-
ORD
27h 06m
1 stop
WestJet Logo
8:55 am - 9:45 pm
ORD
-
YHZ
10h 50m
1 stop
$374WestJet
Thu, Jun 18 - Thu, Jun 25
WestJet Logo
3:30 pm - 4:36 pm
YHZ
-
ORD
27h 06m
1 stop
WestJet Logo
5:45 pm - 9:45 pm
ORD
-
YHZ
26h 00m
1 stop
$381WestJet
Fri, Jun 12 - Mon, Jun 15

WestJet flights from Halifax to Chicago

Our best WestJet deals on Halifax to Chicago flight tickets
WestJet
Jun 19
YHZ3:30 pmHalifax Intl
7h 01m
1 stop
ORD8:31 pmChicago O'Hare Intl
Jun 22
ORD7:01 amChicago O'Hare Intl
12h 44m
1 stop
YHZ9:45 pmHalifax Intl
$372
WestJet
Jun 19
YHZ3:30 pmHalifax Intl
5h 11m
1 stop
ORD6:41 pmChicago O'Hare Intl
Jun 22
ORD8:55 amChicago O'Hare Intl
10h 50m
1 stop
YHZ9:45 pmHalifax Intl
$373
WestJet
Jun 18
YHZ3:30 pmHalifax Intl
27h 06m
1 stop
ORD4:36 pmChicago O'Hare Intl
Jun 25
ORD8:55 amChicago O'Hare Intl
10h 50m
1 stop
YHZ9:45 pmHalifax Intl
$374

Porter Airlines flights from Halifax to Chicago

Our best Porter Airlines deals on Halifax to Chicago flight tickets
Porter Airlines
Sep 2
YHZ8:00 amHalifax Intl
8h 35m
1 stop
ORD2:35 pmChicago O'Hare Intl
Sep 9
ORD11:45 amChicago O'Hare Intl
9h 59m
2 stops
YHZ11:44 pmHalifax Intl
$312
Porter Airlines
Sep 10
YHZ8:00 amHalifax Intl
8h 35m
1 stop
ORD2:35 pmChicago O'Hare Intl
Sep 13
ORD3:20 pmChicago O'Hare Intl
6h 24m
2 stops
YHZ11:44 pmHalifax Intl
$313
Porter Airlines
Sep 10
YHZ1:40 pmHalifax Intl
9h 55m
2 stops
ORD9:35 pmChicago O'Hare Intl
Sep 13
ORD3:20 pmChicago O'Hare Intl
6h 24m
2 stops
YHZ11:44 pmHalifax Intl
$318

momondo 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, momondo users made 832,500 searches. Data last updated March 23, 2026.
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

Cheapest round-trip

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 9/2

8:00 am-2:35 pm

1 stop8h 35m

Chicago O'Hare Intl

Wed 9/9

11:45 am-11:44 pm

2 stops9h 59m

$312

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 9/10

8:00 am-2:35 pm

1 stop8h 35m

Chicago O'Hare Intl

Mon 9/14

3:20 pm-11:44 pm

2 stops6h 24m

$313

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 9/10

7:00 am-2:35 pm

2 stops9h 35m

Chicago O'Hare Intl

Mon 9/14

11:45 am-11:44 pm

2 stops9h 59m

$318

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 9/2

8:00 am-2:35 pm

2 stops8h 35m

Chicago O'Hare Intl

Wed 9/9

11:45 am-11:44 pm

2 stops9h 59m

$320

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 5/4

8:00 am-2:35 pm

1 stop8h 35m

Chicago Midway

Mon 5/11

3:20 pm-11:44 pm

2 stops6h 24m

$360

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/19

3:30 pm-8:31 pm

1 stop7h 01m

Chicago O'Hare Intl

Mon 6/22

7:01 am-9:45 pm

1 stop12h 44m

$372
Quickest round-trip

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 4/18

8:25 am-12:10 pm

1 stop5h 45m

Chicago Midway

Wed 4/22

11:00 am-8:05 pm

1 stop7h 05m

$372

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/19

3:30 pm-6:41 pm

1 stop5h 11m

Chicago O'Hare Intl

Mon 6/22

8:55 am-9:45 pm

1 stop10h 50m

$373

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 6/18

3:30 pm-4:36 pm

1 stop27h 06m

Chicago O'Hare Intl

Thu 6/25

8:55 am-9:45 pm

1 stop10h 50m

$374

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/12

3:30 pm-4:36 pm

1 stop27h 06m

Chicago O'Hare Intl

Mon 6/15

5:45 pm-9:45 pm

1 stop26h 00m

$381

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 September is, on average, the cheapest month to fly to Chicago from Halifax, with most prices found around $260. If you’re not able to fly to Chicago in September, then December is your next best option. Flight prices from Halifax to Chicago during December average around $305.

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 Saturday when prices can be found for as low as $448. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Halifax to Chicago for around $560.

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 3 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.

Can stopping save me money on Halifax to Chicago flights?

You could potentially save up to 52% on your flight if you consider stops on a Halifax to Chicago flight.

How have Halifax to Chicago flight prices changed over time?

As of March 2026, prices for Halifax to Chicago flights are approximately 64% more expensive 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

Fastest flight time

3h 53m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Halifax to Chicago takes 3h 53m
Direct flights go from Halifax to Chicago every day.
There are 3 airports in Chicago. From Halifax there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • 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 53m.

  • 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 $182Free CancellationRating
7.1
10,834 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport