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Cheap flights from Nova Scotia to Chicago from C$ 250

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Nova Scotia to Chicago departing on 12/9. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Nova Scotia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
6:00 p.m. - 9:40 a.m.
YHZ
-
MDW
17h 40m
2 stops
Porter Airlines Logo
3:15 p.m. - 11:44 p.m.
MDW
-
YHZ
6h 29m
2 stops
C$ 439Porter Airlines
Thu, 27 Aug - Fri, 28 Aug
Porter Airlines Logo
7:00 a.m. - 2:35 p.m.
YHZ
-
ORD
9h 35m
2 stops
Porter Airlines Logo
11:45 a.m. - 11:44 p.m.
ORD
-
YHZ
9h 59m
2 stops
C$ 484Porter Airlines
Sat, 26 Sep - Tue, 29 Sep
Air Canada Logo
5:15 a.m. - 9:00 a.m.
YHZ
-
ORD
5h 45m
1 stop
Air Canada Logo
11:05 a.m. - 7:05 p.m.
ORD
-
YHZ
6h 00m
1 stop
C$ 488Air Canada
Tue, 11 Aug - Tue, 25 Aug
Porter Airlines Logo
7:00 a.m. - 2:35 p.m.
YHZ
-
MDW
9h 35m
2 stops
Porter Airlines Logo
10:25 a.m. - 11:44 p.m.
MDW
-
YHZ
11h 19m
2 stops
C$ 497Porter Airlines
Mon, 13 Jul - Wed, 22 Jul
Porter Airlines Logo
7:00 a.m. - 2:35 p.m.
YHZ
-
MDW
9h 35m
2 stops
Porter Airlines Logo
10:25 a.m. - 11:44 p.m.
MDW
-
YHZ
11h 19m
2 stops
C$ 501Porter Airlines
Mon, 13 Jul - Wed, 22 Jul
United Airlines Logo
4:50 p.m. - 6:43 p.m.
YHZ
-
ORD
3h 53mdirect
United Airlines Logo
6:00 a.m. - 11:55 p.m.
ORD
-
YHZ
15h 55m
1 stop
C$ 504United Airlines
Mon, 13 Jul - Wed, 22 Jul
Air Canada Logo
6:25 a.m. - 10:16 a.m.
YHZ
-
ORD
5h 51m
1 stop
Air Canada Logo
8:40 a.m. - 6:16 p.m.
ORD
-
YHZ
7h 36m
1 stop
C$ 512Air Canada
Tue, 25 Aug - Sat, 29 Aug
United Airlines Logo
2:50 p.m. - 12:28 a.m.
YHZ
-
ORD
11h 38m
1 stop
United Airlines Logo
4:00 p.m. - 11:55 p.m.
ORD
-
YHZ
5h 55m
1 stop
C$ 515United Airlines
Wed, 23 Sep - Sat, 26 Sep
Multiple Airlines Logo
8:15 p.m. - 9:40 a.m.
YHZ
-
MDW
15h 25m
1 stop
Multiple Airlines Logo
10:25 a.m. - 9:25 p.m.
MDW
-
YHZ
9h 00m
1 stop
C$ 538Multiple Airlines
Mon, 13 Jul - Wed, 22 Jul
Multiple Airlines Logo
6:55 a.m. - 2:35 p.m.
YSJ
-
MDW
9h 40m
2 stops
Multiple Airlines Logo
10:20 a.m. - 11:15 p.m.
MDW
-
YSJ
10h 55m
2 stops
C$ 1,210Multiple Airlines
Tue, 4 Aug - Tue, 11 Aug

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Delta flights from Nova Scotia to Chicago

Our best Delta deals on Nova Scotia to Chicago flight tickets
Delta
4 Jul
YHZ6:30 a.m.Halifax Intl
10h 09m
1 stop
ORD2:39 p.m.Chicago O'Hare Intl
7 Jul
ORD11:30 a.m.Chicago O'Hare Intl
9h 53m
1 stop
YHZ11:23 p.m.Halifax Intl
C$ 538
Delta
11 Aug
YHZ3:30 p.m.Halifax Intl
5h 03m
1 stop
MDW6:33 p.m.Chicago Midway
25 Aug
MDW1:25 p.m.Chicago Midway
5h 45m
1 stop
YHZ9:10 p.m.Halifax Intl
C$ 574
Delta
25 Aug
YHZ3:30 p.m.Halifax Intl
7h 00m
1 stop
ORD8:30 p.m.Chicago O'Hare Intl
29 Aug
ORD8:05 a.m.Chicago O'Hare Intl
11h 05m
2 stops
YHZ9:10 p.m.Halifax Intl
C$ 596

Air Canada flights from Nova Scotia to Chicago

Our best Air Canada deals on Nova Scotia to Chicago flight tickets
Air Canada
25 Aug
YHZ6:25 a.m.Halifax Intl
5h 51m
1 stop
ORD10:16 a.m.Chicago O'Hare Intl
29 Aug
ORD8:40 a.m.Chicago O'Hare Intl
7h 36m
1 stop
YHZ6:16 p.m.Halifax Intl
C$ 512
Air Canada
25 Aug
YHZ6:25 a.m.Halifax Intl
5h 51m
1 stop
ORD10:16 a.m.Chicago O'Hare Intl
29 Aug
ORD8:40 a.m.Chicago O'Hare Intl
7h 36m
1 stop
YHZ6:16 p.m.Halifax Intl
C$ 514
Air Canada
25 Aug
YHZ6:25 a.m.Halifax Intl
5h 51m
1 stop
ORD10:16 a.m.Chicago O'Hare Intl
29 Aug
ORD8:45 a.m.Chicago O'Hare Intl
7h 31m
1 stop
YHZ6:16 p.m.Halifax Intl
C$ 516

momondo Fare Finder

 
Customize your flight search to find flights from Nova Scotia 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 96,600 searches. Data last updated 21 June 2026.
Use the filters below to find and compare flights from Nova Scotia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 27/8

6:00 p.m.-9:40 a.m.

2 stops17h 40m

Chicago Midway

Fri 28/8

3:15 p.m.-11:44 p.m.

2 stops6h 29m

C$ 439

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 26/9

7:00 a.m.-2:35 p.m.

2 stops9h 35m

Chicago O'Hare Intl

Tue 29/9

11:45 a.m.-11:44 p.m.

2 stops9h 59m

C$ 484
Quickest round-trip

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 11/8

5:15 a.m.-9:00 a.m.

1 stop5h 45m

Chicago O'Hare Intl

Tue 25/8

11:05 a.m.-7:05 p.m.

1 stop6h 00m

C$ 488

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 13/7

7:00 a.m.-2:35 p.m.

2 stops9h 35m

Chicago Midway

Wed 22/7

10:25 a.m.-11:44 p.m.

2 stops11h 19m

C$ 497

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 13/7

7:00 a.m.-2:35 p.m.

2 stops9h 35m

Chicago Midway

Wed 22/7

10:25 a.m.-11:44 p.m.

2 stops11h 19m

C$ 501

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 13/7

4:50 p.m.-6:43 p.m.

Nonstop3h 53m

Chicago O'Hare Intl

Wed 22/7

6:00 a.m.-11:55 p.m.

1 stop15h 55m

C$ 504

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 25/8

6:25 a.m.-10:16 a.m.

1 stop5h 51m

Chicago O'Hare Intl

Sat 29/8

8:40 a.m.-6:16 p.m.

1 stop7h 36m

C$ 512

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 23/9

2:50 p.m.-12:28 a.m.

1 stop11h 38m

Chicago O'Hare Intl

Sat 26/9

4:00 p.m.-11:55 p.m.

1 stop5h 55m

C$ 515

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 13/7

8:15 p.m.-9:40 a.m.

1 stop15h 25m

Chicago Midway

Wed 22/7

10:25 a.m.-9:25 p.m.

1 stop9h 00m

C$ 538

Saint JohnChicago

YSJ - MDW

YSJMDW

Saint John

Tue 4/8

6:55 a.m.-2:35 p.m.

2 stops9h 40m

Chicago Midway

Tue 11/8

10:20 a.m.-11:15 p.m.

2 stops10h 55m

C$ 1,210

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 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

What is the cheapest month to fly to Chicago?

The month of December is another great option to travel to Chicago, with average flight prices from Nova Scotia averaging around C$ 205.

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 Monday when prices can be found for as low as C$ 624. 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$ 923. 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$ 776. 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$ 1,220 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 4 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$ 320

Fastest flight time

3h 53m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Nova Scotia in the past 72 hours is C$ 320. The best round-trip flight deal from Nova Scotia to Chicago found on momondo in the last 72 hours is C$ 595.
The fastest flight from Nova Scotia to Chicago takes 3h 53m
Direct flights go from Nova Scotia to Chicago every day.
There are 3 airports in Chicago. From Nova Scotia there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying 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?

  • 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?

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 AirlinesPriceFrom C$ 231Free CancellationRating
7.4
9,868 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 293Free CancellationRating
7.1
11,231 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Munster

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.

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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 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport