What is the cheapest airline that flies from Nova Scotia to Chicago?

Porter Airlines is the most popular carrier operating from Nova Scotia to Chicago

When did momondo last update prices for flights from Nova Scotia to Chicago?

Prices for flights from Nova Scotia to Chicago were last updated today.

How many operators does momondo search for flights from Nova Scotia to Chicago?

There are 2 operators available for flights from Nova Scotia to Chicago as of February 2026.

How old do you have to be to fly from Nova Scotia 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 Nova Scotia to Chicago.

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

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

C$ 257 Cheap Flights from Nova Scotia to Chicago in 2026

1 adult

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Find the cheapest flights from Nova Scotia to Chicago

Round-trip

One-way

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 a.m. - 4:50 p.m.

YHZ

MDW

11h 50m

2 stops

10:25 a.m. - 11:34 p.m.

MDW

YHZ

11h 09m

2 stops

C$ 362Porter Airlines

Fri, 10 Jul - Sun, 19 Jul

7:00 a.m. - 4:50 p.m.

YHZ

MDW

11h 50m

2 stops

10:25 a.m. - 11:34 p.m.

MDW

YHZ

11h 09m

2 stops

C$ 380Porter Airlines

Tue, 14 Jul - Sun, 19 Jul

8:00 a.m. - 4:50 p.m.

YHZ

MDW

10h 50m

2 stops

10:25 a.m. - 11:34 p.m.

MDW

YHZ

11h 09m

2 stops

C$ 383Porter Airlines

Thu, 9 Jul - Wed, 15 Jul

7:00 a.m. - 4:56 p.m.

YHZ

ORD

11h 56m

2 stops

12:45 p.m. - 5:38 p.m.

ORD

YHZ

26h 53m

1 stop

C$ 487Multiple Airlines

Tue, 24 Mar - Wed, 1 Apr

8:45 a.m. - 4:56 p.m.

YHZ

ORD

10h 11m

1 stop

6:36 p.m. - 5:38 p.m.

ORD

YHZ

21h 02m

2 stops

C$ 492Multiple Airlines

Tue, 24 Mar - Tue, 31 Mar

4:05 p.m. - 4:40 p.m.

YHZ

ORD

26h 35m

2 stops

5:30 p.m. - 8:10 a.m.

ORD

YHZ

12h 40m

1 stop

C$ 583WestJet

Fri, 22 May - Mon, 1 Jun

4:30 p.m. - 8:08 p.m.

YSJ

ORD

5h 38m

1 stop

8:45 a.m. - 3:50 p.m.

ORD

YSJ

5h 05m

1 stop

C$ 743Air Canada

Fri, 29 May - Mon, 1 Jun

4:30 p.m. - 8:08 p.m.

YSJ

ORD

5h 38m

1 stop

8:45 a.m. - 3:50 p.m.

ORD

YSJ

5h 05m

1 stop

C$ 748Air Canada

Fri, 29 May - Mon, 1 Jun

5:35 a.m. - 9:05 a.m.

YSJ

ORD

5h 30m

1 stop

6:00 a.m. - 3:50 p.m.

ORD

YSJ

7h 50m

2 stops

C$ 831United Airlines

Sun, 7 Jun - Sun, 14 Jun

4:30 p.m. - 7:46 a.m.

YSJ

ORD

17h 16m

2 stops

6:00 a.m. - 3:50 p.m.

ORD

YSJ

7h 50m

2 stops

C$ 832United Airlines

Sun, 7 Jun - Sun, 14 Jun

Air Canada flights from Nova Scotia to Chicago

Our best Air Canada deals on Nova Scotia to Chicago flight tickets

Air Canada

1 May

YHZ9:00 a.m.Halifax Intl

7h 55m

1 stop

ORD2:55 p.m.Chicago O'Hare Intl

4 May

ORD3:50 p.m.Chicago O'Hare Intl

6h 34m

1 stop

YHZ12:24 a.m.Halifax Intl

C$ 673

Air Canada

18 Jun

YHZ5:45 a.m.Halifax Intl

6h 31m

1 stop

ORD10:16 a.m.Chicago O'Hare Intl

25 Jun

ORD11:05 a.m.Chicago O'Hare Intl

5h 11m

1 stop

YHZ6:16 p.m.Halifax Intl

C$ 693

Air Canada

24 Mar

YHZ11:20 a.m.Halifax Intl

5h 35m

1 stop

ORD2:55 p.m.Chicago O'Hare Intl

29 Mar

ORD8:40 a.m.Chicago O'Hare Intl

5h 10m

1 stop

YHZ3:50 p.m.Halifax Intl

C$ 697

WestJet flights from Nova Scotia to Chicago

Our best WestJet deals on Nova Scotia to Chicago flight tickets

WestJet

22 May

YHZ7:35 p.m.Halifax Intl

23h 05m

2 stops

ORD4:40 p.m.Chicago O'Hare Intl

1 Jun

ORD5:30 p.m.Chicago O'Hare Intl

12h 40m

1 stop

YHZ8:10 a.m.Halifax Intl

C$ 599

WestJet

19 Jun

YHZ8:30 a.m.Halifax Intl

12h 11m

2 stops

ORD6:41 p.m.Chicago O'Hare Intl

22 Jun

ORD7:35 p.m.Chicago O'Hare Intl

16h 35m

2 stops

YHZ2:10 p.m.Halifax Intl

C$ 617

WestJet

22 May

YHZ3:35 p.m.Halifax Intl

27h 05m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

1 Jun

ORD5:30 p.m.Chicago O'Hare Intl

12h 40m

1 stop

YHZ8:10 a.m.Halifax Intl

C$ 621

Fly from

Fly to

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 10/7

7:00 a.m.-4:50 p.m.

2 stops11h 50m

Chicago Midway

Sun 19/7

10:25 a.m.-11:34 p.m.

2 stops11h 09m

C$ 362

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 14/7

7:00 a.m.-4:50 p.m.

2 stops11h 50m

Chicago Midway

Sun 19/7

10:25 a.m.-11:34 p.m.

2 stops11h 09m

C$ 380

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 9/7

8:00 a.m.-4:50 p.m.

2 stops10h 50m

Chicago Midway

Wed 15/7

10:25 a.m.-11:34 p.m.

2 stops11h 09m

C$ 383

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 24/3

7:00 a.m.-4:56 p.m.

2 stops11h 56m

Chicago O'Hare Intl

Wed 1/4

12:45 p.m.-5:38 p.m.

1 stop26h 53m

C$ 487

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 24/3

8:45 a.m.-4:56 p.m.

1 stop10h 11m

Chicago O'Hare Intl

Tue 31/3

6:36 p.m.-5:38 p.m.

2 stops21h 02m

C$ 492

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 22/5

4:05 p.m.-4:40 p.m.

2 stops26h 35m

Chicago O'Hare Intl

Mon 1/6

5:30 p.m.-8:10 a.m.

1 stop12h 40m

C$ 583

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-8:08 p.m.

1 stop5h 38m

Chicago O'Hare Intl

Mon 1/6

8:45 a.m.-3:50 p.m.

1 stop5h 05m

C$ 743

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-8:08 p.m.

1 stop5h 38m

Chicago O'Hare Intl

Mon 1/6

8:45 a.m.-3:50 p.m.

1 stop5h 05m

C$ 748

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sun 7/6

5:35 a.m.-9:05 a.m.

1 stop5h 30m

Chicago O'Hare Intl

Sun 14/6

6:00 a.m.-3:50 p.m.

2 stops7h 50m

C$ 831

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sun 7/6

4:30 p.m.-7:46 a.m.

2 stops17h 16m

Chicago O'Hare Intl

Sun 14/6

6:00 a.m.-3:50 p.m.

2 stops7h 50m

C$ 832

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Nova Scotia 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

Prices

Airlines

What is the cheapest month to fly to Chicago?

The month of March is another great option to travel to Chicago, with average flight prices from Nova Scotia averaging around C$ 402.

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 Friday when prices can be found for as low as C$ 640. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around C$ 939. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

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

In the afternoon is the cheapest time of day to fly from Nova Scotia to Chicago when you can find flight prices for as low as C$ 833. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,174 per ticket.

What is the cheapest Nova Scotia to Chicago flight route?

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

What cabin class options are available on Nova Scotia to Chicago flights?

There are 3 cabin classes available to choose from on Nova Scotia 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 Nova Scotia to Chicago flights?

You could potentially save up to 49% on your flight if you consider stops on a Nova Scotia to Chicago flight.

Cheap Nova Scotia to Chicago flight deals and tips

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

Best price found	C$ 742
Fastest flight time	3h 43m
Direct flights	Tue, Wed, Thu, Fri, Sat and Sun
Airports in Chicago	3 airports

The best flight deal from Nova Scotia to Chicago found on momondo in the last 72 hours is C$ 742

The fastest flight from Nova Scotia to Chicago takes 3h 43m

Direct flights go from Nova Scotia to Chicago on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 3 airports in Chicago. From Nova Scotia there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

When did momondo last update prices for flights from Nova Scotia to Chicago?
Prices for flights from Nova Scotia to Chicago were last updated today.
How many operators does momondo search for flights from Nova Scotia to Chicago?
There are 2 operators available for flights from Nova Scotia to Chicago as of February 2026.
How old do you have to be to fly from Nova Scotia 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 Nova Scotia to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Nova Scotia to Chicago?
Based on momondo bookings for flights between Nova Scotia and Chicago, the leading plane model is Embraer 175 (Enhanced Winglets), making up 62.50% of the total bookings. Other popular models include Embraer 175 with 37.50%.

Best airlines flying from Nova Scotia to Chicago

Compare and see reviews for airlines that fly from Nova Scotia to Chicago with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 222	Free Cancellation	Rating 7.4 9,229 reviews		Search United Airlines flights
Air Canada	PriceFrom C$ 282	Free Cancellation	Rating 7.1 10,673 reviews		Search Air Canada flights

Munster

Hammond

Merrillville

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Nova Scotia to Chicago. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Chicago from Nova Scotia which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Nova Scotia to Chicago?

momondo helps you find the best flight between Nova Scotia and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Nova Scotia to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.