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Cheap flights from Nova Scotia to Chicago from C$ 235

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 18/2. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
28 Feb — 7 Mar1
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 29 January 2026.

Mon 20/48:25 a.m.
YHZ
-
MDW
2 stops8h 55m
Porter Airlines
Tue 21/411:00 a.m.
MDW
-
YHZ
1 stop7h 05m
Porter Airlines
Deal found 26/1C$ 387
Thu 28/511:30 a.m.
YHZ
-
MDW
2 stops7h 20m
Porter Airlines
Fri 5/610:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 26/1C$ 411
Thu 28/58:00 a.m.
YHZ
-
MDW
1 stop10h 50m
Multiple Airlines
Fri 5/65:35 p.m.
MDW
-
YHZ
2 stops20h 49m
Multiple Airlines
Deal found 26/1C$ 525
Fri 22/54:05 p.m.
YHZ
-
ORD
2 stops26h 35m
WestJet
Mon 1/65:30 p.m.
ORD
-
YHZ
1 stop12h 40m
WestJet
Deal found 28/1C$ 529
Fri 20/26:45 p.m.
YHZ
-
MDW
1 stop19h 10m
Porter Airlines
Thu 26/211:05 a.m.
MDW
-
YHZ
1 stop7h 05m
Porter Airlines
Deal found 28/1C$ 543
Thu 28/56:15 p.m.
YHZ
-
ORD
1 stop24h 25m
WestJet
Fri 5/65:30 p.m.
ORD
-
YHZ
2 stops15h 15m
WestJet
Deal found 26/1C$ 558
Fri 20/210:40 p.m.
YHZ
-
MDW
2 stops12h 14m
Multiple Airlines
Thu 26/211:05 a.m.
MDW
-
YHZ
1 stop7h 05m
Multiple Airlines
Deal found 28/1C$ 589
Wed 11/26:30 a.m.
YHZ
-
ORD
1 stop7h 55m
Porter Airlines
Wed 11/32:55 p.m.
ORD
-
YHZ
1 stop7h 27m
Porter Airlines
Deal found 27/1C$ 591
Mon 20/46:30 a.m.
YHZ
-
ORD
1 stop8h 24m
Porter Airlines
Tue 21/411:48 a.m.
ORD
-
YHZ
1 stop6h 24m
Porter Airlines
Deal found 28/1C$ 601
Fri 19/68:30 a.m.
YHZ
-
ORD
2 stops12h 11m
WestJet
Mon 22/67:35 p.m.
ORD
-
YHZ
2 stops16h 35m
WestJet
Deal found 28/1C$ 615
Wed 25/36:30 a.m.
YHZ
-
ORD
1 stop8h 05m
Porter Airlines
Mon 6/46:40 p.m.
ORD
-
YHZ
1 stop24h 57m
Porter Airlines
Deal found 28/1C$ 631
Fri 29/54:30 p.m.
YSJ
-
ORD
1 stop5h 38m
Air Canada
Mon 1/62:15 p.m.
ORD
-
YSJ
1 stop7h 37m
Air Canada
Deal found 26/1C$ 747

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 29 January 2026.

Round-trip from

C$ 387

One-way from

C$ 235

Popular in

January

Cheapest in

September

Average price

C$ 891
Porter Airlines
  • Porter Airlines
  • 20/4-21/4
  • 3 total stops
  • 16h 00m total
  • Nova Scotia to Chicago
Search Deals
18/2
  • 18/2
  • 3 total stops
  • 40h 54m total
  • Nova Scotia to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 29 January 2026.
Use the filters below to find and compare flights from Nova Scotia to Chicago that are best for you.

Fly from

Nova Scotia

Fly to

Chicago

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 20/4

8:25 a.m.-3:20 p.m.

2 stops8h 55m

Chicago Midway

Tue 21/4

11:00 a.m.-8:05 p.m.

1 stop7h 05m

C$ 387

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 28/5

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

1 stop10h 50m

Chicago Midway

Fri 5/6

5:35 p.m.-4:24 p.m.

2 stops20h 49m

C$ 525

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$ 534

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 28/5

6:15 p.m.-4:40 p.m.

1 stop24h 25m

Chicago O'Hare Intl

Fri 5/6

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

1 stop12h 40m

C$ 539

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 20/2

6:45 p.m.-11:55 a.m.

1 stop19h 10m

Chicago Midway

Thu 26/2

11:05 a.m.-8:10 p.m.

1 stop7h 05m

C$ 543

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 20/2

10:40 p.m.-8:54 a.m.

2 stops12h 14m

Chicago Midway

Thu 26/2

11:05 a.m.-8:10 p.m.

1 stop7h 05m

C$ 589

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 20/2

6:30 a.m.-12:35 p.m.

1 stop8h 05m

Chicago O'Hare Intl

Thu 26/2

1:22 p.m.-9:37 p.m.

1 stop6h 15m

C$ 591

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 11/2

6:30 a.m.-12:25 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Wed 11/3

2:55 p.m.-12:22 a.m.

1 stop7h 27m

C$ 591

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 20/4

6:30 a.m.-12:54 p.m.

1 stop8h 24m

Chicago O'Hare Intl

Tue 21/4

11:48 a.m.-8:12 p.m.

1 stop6h 24m

C$ 601

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 19/6

8:30 a.m.-6:41 p.m.

2 stops12h 11m

Chicago O'Hare Intl

Mon 22/6

8:55 a.m.-7:15 p.m.

2 stops8h 20m

C$ 623

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/1

Showing 1-10 of 31 results
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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$ 136). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 650). 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.

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, WestJet, and Air Canada fly from Nova Scotia to Chicago in about 5h 38m. The time it takes to get you to your destination can typically vary by up to 20h 57m. 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.

  • 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$ 136). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 650). 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.
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Top 2 airlines flying from Nova Scotia to Chicago

Discover the top 2 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 29 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 222AverageC$ 258FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 281AverageC$ 569FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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