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Cheap flights from Halifax to Chicago from $220

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Halifax to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:10 pm - 6:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
6h 28m1 stop Newark
United Airlines Logo
7:56 pm - 1:24 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
15h 28m1 stop Newark
$463United Airlines
Tue, Jan 26 - Wed, Jan 27
Air Canada Logo
7:15 am - 3:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
10h 23m2 stops Ottawa Toronto Pearson Intl
Air Canada Logo
3:45 pm - 12:55 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
7h 10m1 stop Montreal Pierre Elliott Trudeau Intl
$469Air Canada
Tue, Jan 26 - Wed, Jan 27
United Airlines Logo
2:10 pm - 6:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
6h 28m1 stop Newark
United Airlines Logo
7:56 pm - 1:24 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
15h 28m1 stop Newark
$471United Airlines
Tue, Jan 26 - Wed, Jan 27
Air Canada Logo
7:15 am - 3:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
10h 23m2 stops Ottawa Toronto Pearson Intl
Air Canada Logo
12:50 pm - 12:55 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
10h 05m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$477Air Canada
Tue, Jan 26 - Wed, Jan 27
Air Canada Logo
7:15 am - 3:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
10h 23m2 stops Ottawa Toronto Pearson Intl
Air Canada Logo
3:45 pm - 12:55 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
7h 10m1 stop Montreal Pierre Elliott Trudeau Intl
$477Air Canada
Tue, Jan 26 - Wed, Jan 27
Air Canada Logo
6:05 am - 11:07 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
7h 02m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
7:05 am - 3:55 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 50m1 stop Montreal Pierre Elliott Trudeau Intl
$482Air Canada
Wed, Dec 9 - Sat, Dec 12
Air Canada Logo
6:05 am - 11:07 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
7h 02m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
1:55 pm - 1:30 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
9h 35m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
$482Air Canada
Wed, Dec 9 - Sat, Dec 12
Air Canada Logo
6:05 am - 11:07 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
7h 02m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
7:05 am - 3:55 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 50m1 stop Montreal Pierre Elliott Trudeau Intl
$483Air Canada
Wed, Dec 9 - Sat, Dec 12
Air Canada Logo
6:05 am - 11:07 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
7h 02m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
1:55 pm - 1:30 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
9h 35m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
$483Air Canada
Wed, Dec 9 - Sat, Dec 12
Air Canada Logo
7:15 am - 3:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
10h 23m2 stops Ottawa Toronto Pearson Intl
Air Canada Logo
12:50 pm - 12:55 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
10h 05m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$485Air Canada
Tue, Jan 26 - Wed, Jan 27

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Porter Airlines flights from Halifax to Chicago

Our best Porter Airlines deals on Halifax to Chicago flight tickets
Porter Airlines
Jan 19
YHZ6:20 amHalifax Intl
7h 10m
2 stops
ORD11:30 amChicago O'Hare Intl
Jan 23
ORD12:20 pmChicago O'Hare Intl
9h 32m
2 stops
YHZ11:52 pmHalifax Intl
$470
Porter Airlines
Feb 4
YHZ6:20 amHalifax Intl
7h 10m
2 stops
ORD11:30 amChicago O'Hare Intl
Feb 8
ORD12:20 pmChicago O'Hare Intl
9h 32m
2 stops
YHZ11:52 pmHalifax Intl
$493
Porter Airlines
Dec 12
YHZ6:25 amHalifax Intl
13h 15m
2 stops
ORD5:40 pmChicago O'Hare Intl
Dec 29
ORD12:15 pmChicago O'Hare Intl
9h 36m
2 stops
YHZ11:51 pmHalifax Intl
$500

Air Canada flights from Halifax to Chicago

Our best Air Canada deals on Halifax to Chicago flight tickets
Air Canada
Nov 22
YHZ5:10 amHalifax Intl
7h 57m
1 stop
ORD11:07 amChicago O'Hare Intl
Dec 1
ORD3:45 pmChicago O'Hare Intl
6h 20m
1 stop
YHZ12:05 amHalifax Intl
$416
Air Canada
Nov 22
YHZ5:10 amHalifax Intl
7h 57m
1 stop
ORD11:07 amChicago O'Hare Intl
Dec 1
ORD8:45 amChicago O'Hare Intl
9h 03m
2 stops
YHZ7:48 pmHalifax Intl
$421
Air Canada
Dec 2
YHZ6:05 amHalifax Intl
9h 08m
2 stops
ORD1:13 pmChicago O'Hare Intl
Dec 7
ORD1:55 pmChicago O'Hare Intl
8h 10m
2 stops
YHZ12:05 amHalifax Intl
$424

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 1/26

2:10 pm-6:38 pm

1 stop6h 28m

Chicago O'Hare Intl

Wed 1/27

7:56 pm-1:24 pm

1 stop15h 28m

$463

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 1/26

7:15 am-3:38 pm

2 stops10h 23m

Chicago O'Hare Intl

Wed 1/27

3:45 pm-12:55 am

1 stop7h 10m

$469

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 1/26

2:10 pm-6:38 pm

1 stop6h 28m

Chicago O'Hare Intl

Wed 1/27

7:56 pm-1:24 pm

1 stop15h 28m

$471

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 1/26

7:15 am-3:38 pm

2 stops10h 23m

Chicago O'Hare Intl

Wed 1/27

12:50 pm-12:55 am

2 stops10h 05m

$477

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 1/26

7:15 am-3:38 pm

2 stops10h 23m

Chicago O'Hare Intl

Wed 1/27

3:45 pm-12:55 am

1 stop7h 10m

$477
Quickest round-trip

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 12/9

6:05 am-11:07 am

1 stop7h 02m

Chicago O'Hare Intl

Sat 12/12

7:05 am-3:55 pm

1 stop6h 50m

$482

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 12/9

6:05 am-11:07 am

1 stop7h 02m

Chicago O'Hare Intl

Sat 12/12

1:55 pm-1:30 am

2 stops9h 35m

$482

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 12/9

6:05 am-11:07 am

1 stop7h 02m

Chicago O'Hare Intl

Sat 12/12

7:05 am-3:55 pm

1 stop6h 50m

$483

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 12/9

6:05 am-11:07 am

1 stop7h 02m

Chicago O'Hare Intl

Sat 12/12

1:55 pm-1:30 am

2 stops9h 35m

$483

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 1/26

7:15 am-3:38 pm

2 stops10h 23m

Chicago O'Hare Intl

Wed 1/27

12:50 pm-12:55 am

2 stops10h 05m

$485

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 $369. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Halifax to Chicago during August average around $369.

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 Wednesday when prices can be found for as low as $377. 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 $724.

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 to Chicago flights?

There are 2 cabin classes available to choose from on Halifax 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 51% 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 November 2026, prices for Halifax to Chicago flights are approximately 45% 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

Best Price Found

$220

Fastest flight time

7h 10m

Direct flights

None
The best one-way flight to Chicago from Halifax in the past 72 hours is $220. The best round-trip flight deal from Halifax to Chicago found on momondo in the last 72 hours is $463.
The fastest flight from Halifax to Chicago takes 7h 10m
There are no direct flights from Halifax to Chicago. There are no popular flight routes from Halifax to Chicago.
Search flight deals

Frequently asked questions about flying from Halifax to Chicago

  • 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 7h 10m.

  • 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?

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 $331Free CancellationRating
7.1
11,874 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
Portage
Lansing
Benton Harbor
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport