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Cheap flights from Nova Scotia to Chicago from C$ 244

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/5. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
18 May — 25 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Nova Scotia to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Nova Scotia to Chicago
Explore the most affordable flight options available from Nova Scotia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 April 2026.

Sat 10/107:00 a.m.
YHZ
-
ORD
2 stops9h 35m
Porter Airlines
Wed 14/107:00 a.m.
ORD
-
YHZ
2 stops7h 24m
Porter Airlines
Deal found 14/4C$ 431
Thu 21/57:00 a.m.
YHZ
-
MDW
2 stops9h 35m
Porter Airlines
Wed 27/510:30 a.m.
MDW
-
YHZ
2 stops11h 17m
Porter Airlines
Deal found 16/4C$ 436
Sat 5/98:00 a.m.
YHZ
-
ORD
2 stops8h 35m
Porter Airlines
Wed 9/911:45 a.m.
ORD
-
YHZ
2 stops9h 59m
Porter Airlines
Deal found 13/4C$ 464
Sun 4/101:40 p.m.
YHZ
-
ORD
2 stops9h 55m
Porter Airlines
Thu 8/1011:45 a.m.
ORD
-
YHZ
2 stops9h 59m
Porter Airlines
Deal found 16/4C$ 467
Thu 21/58:15 p.m.
YHZ
-
MDW
1 stop15h 30m
Multiple Airlines
Wed 27/510:30 a.m.
MDW
-
YHZ
2 stops11h 17m
Multiple Airlines
Deal found 13/4C$ 475
Fri 4/97:00 a.m.
YHZ
-
ORD
2 stops9h 35m
Porter Airlines
Tue 8/911:45 a.m.
ORD
-
YHZ
2 stops9h 59m
Porter Airlines
Deal found 16/4C$ 477
Thu 21/511:45 a.m.
YHZ
-
ORD
1 stop9h 55m
Multiple Airlines
Wed 27/59:55 a.m.
ORD
-
YHZ
2 stops11h 52m
Multiple Airlines
Deal found 16/4C$ 486
Fri 18/91:40 p.m.
YHZ
-
ORD
2 stops9h 55m
Porter Airlines
Sat 19/97:00 a.m.
ORD
-
YHZ
2 stops7h 24m
Porter Airlines
Deal found 14/4C$ 494
Mon 4/511:00 p.m.
YHZ
-
MDW
1 stop12h 45m
Multiple Airlines
Fri 8/510:30 a.m.
MDW
-
YHZ
1 stop8h 55m
Multiple Airlines
Deal found 14/4C$ 502
Wed 13/57:00 a.m.
YHZ
-
MDW
2 stops9h 35m
Porter Airlines
Wed 20/510:30 a.m.
MDW
-
YHZ
2 stops11h 17m
Porter Airlines
Deal found 15/4C$ 503
Sun 14/63:30 p.m.
YHZ
-
ORD
1 stop26h 56m
WestJet
Tue 16/611:30 a.m.
ORD
-
YHZ
1 stop8h 15m
WestJet
Deal found 13/4C$ 519
Wed 23/91:40 p.m.
YHZ
-
ORD
2 stops9h 55m
Porter Airlines
Thu 24/97:00 a.m.
ORD
-
YHZ
2 stops12h 14m
Porter Airlines
Deal found 14/4C$ 523

Find flight deals from Nova Scotia to Chicago

Keep the following information in mind while searching for Nova Scotia to Chicago flight deals. Data was last updated 18 April 2026.

Round-trip from

C$ 431

One-way from

C$ 244

Popular in

January

Cheapest in

September

Average price

C$ 655

Good round-trip deal

C$ 489 or less

Good one-way deal

C$ 259 or less
Porter Airlines
  • Porter Airlines
  • 10/10-14/10
  • 4 total stops
  • 16h 59m total
  • Nova Scotia to Chicago
Search Deals
19/5
  • 19/5
  • 2 total stops
  • 17h 54m total
  • Nova Scotia to Chicago
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Nova Scotia to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Nova Scotia to Chicago (CHI).
Search Deals

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 18 April 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 21/5

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

2 stops9h 35m

Chicago Midway

Wed 27/5

3:20 p.m.-11:47 p.m.

2 stops6h 27m

C$ 484

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 18/9

8:00 a.m.-2:35 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Sat 19/9

7:00 a.m.-4:24 p.m.

2 stops7h 24m

C$ 494

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 4/5

11:00 p.m.-9:45 a.m.

1 stop12h 45m

Chicago Midway

Fri 8/5

3:20 p.m.-11:47 p.m.

2 stops30h 27m

C$ 590

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 17/6

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

2 stops9h 35m

Chicago Midway

Wed 24/6

3:20 p.m.-11:44 p.m.

2 stops6h 24m

C$ 599

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 28/7

8:00 a.m.-2:35 p.m.

2 stops8h 35m

Chicago Midway

Fri 7/8

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

2 stops11h 19m

C$ 625

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 8/7

8:00 a.m.-2:35 p.m.

2 stops8h 35m

Chicago Midway

Wed 22/7

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

2 stops11h 19m

C$ 635

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 31/5

8:00 a.m.-9:40 a.m.

1 stop27h 40m

Chicago Midway

Sun 7/6

6:00 a.m.-9:45 p.m.

2 stops13h 45m

C$ 644

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 25/8

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

2 stops9h 35m

Chicago Midway

Sat 29/8

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

2 stops11h 19m

C$ 648

MonctonChicago

YQM - ORD

YQMORD

Moncton Intl

Thu 16/7

7:10 a.m.-1:10 p.m.

2 stops8h 00m

Chicago O'Hare Intl

Mon 20/7

7:25 a.m.-6:38 p.m.

2 stops9h 13m

C$ 665

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 25/8

8:00 p.m.-10:04 a.m.

2 stops16h 04m

Chicago O'Hare Intl

Sat 29/8

11:30 a.m.-9:40 p.m.

1 stop8h 10m

C$ 679

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/4

Showing 1-10 of 50 resultsSorted by cheapest first
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Best time to book a flight from Nova Scotia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Nova Scotia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Nova Scotia to Chicago

What is the cheapest month to book a flight from Nova Scotia to Chicago?

Currently, September is the cheapest month in which you can book a flight from Nova Scotia to Chicago (average of C$ 86). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 655). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Nova Scotia to Chicago?

Related info for your journey

Find useful and relevant information for your journey from Nova Scotia to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Nova Scotia to Chicago?

    Airlines like Porter Airlines, Air Canada, and United Airlines fly from Nova Scotia to Chicago in about 5h 35m. The time it takes to get you to your destination can typically vary by up to 4h. The distance between Nova Scotia and Chicago is about 1802 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most popular routes from Nova Scotia to Chicago?

    Most travellers choose Halifax Intl - Chicago O'Hare Intl, Halifax Intl - Chicago Midway or Moncton Intl - Chicago O'Hare Intl when deciding on the best route from Nova Scotia to Chicago.

  • What are the cheapest flights from Nova Scotia to Chicago?

    Looking for the cheapest flight from Nova Scotia to Chicago? While on average our users pay C$ 411, our data indicates the cheapest price to be C$ 253. The most popular route (Halifax Intl - Chicago O'Hare Intl), is priced around C$ 431.

  • Can I find deals for flights from Nova Scotia to Chicago that include hotel bookings?

    Yes. In addition to deals on Nova Scotia to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Nova Scotia to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Nova Scotia to Chicago.

  • Can I find deals for business class flights from Nova Scotia to Chicago?

    Yes. Cheapflights offers flight deals from Nova Scotia to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Nova Scotia to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Nova Scotia to Chicago (average of C$ 86). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 655). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Nova Scotia to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to O'Hare Intl flights
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Pierre Elliott Trudeau Intl to St. Louis flights
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Québec City to Midway flights
Region of Waterloo Intl to O'Hare Intl flights
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Kelowna to Midway flights
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Victoria to Midway flights
Edmonton to St. Louis flights
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St. John's to O'Hare Intl flights
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Top 3 airlines flying from Nova Scotia to Chicago

Discover the top 3 airlines that operate flights from Nova Scotia to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 18 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 223AverageC$ 224FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 282AverageC$ 651FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Porter AirlinesCheapestC$ 502AverageC$ 660FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Nova Scotia to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Nova Scotia today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Nova Scotia to Chicago?

Cheapflights helps you find that perfect flight to Chicago from Nova Scotia by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Nova Scotia to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Nova Scotia to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Nova Scotia to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Nova Scotia to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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