Chicago

$173+ Cheap flights from Nova Scotia to Chicago (CHI)

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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
Feb 28 — Mar 71
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Cheap flight deals from Nova Scotia to Chicago

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 January 29, 2026.

This Porter Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:25 am
YHZ
-
MDW
2 stops8h 55m
Porter Airlines
Tue 4/2111:00 am
MDW
-
YHZ
1 stop7h 05m
Porter Airlines
Deal found 1/26$285
This Mytrip deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:30 am
YHZ
-
MDW
2 stops7h 20m
Porter Airlines
Fri 6/510:25 am
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/26$303
This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:00 am
YHZ
-
MDW
1 stop10h 50m
Multiple Airlines
Fri 6/55:35 pm
MDW
-
YHZ
2 stops20h 49m
Multiple Airlines
Deal found 1/26$387
This FlightHub deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/224:05 pm
YHZ
-
ORD
2 stops26h 35m
WestJet
Mon 6/15:30 pm
ORD
-
YHZ
1 stop12h 40m
WestJet
Deal found 1/28$390
This Mytrip deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:45 pm
YHZ
-
MDW
1 stop19h 10m
Porter Airlines
Thu 2/2611:05 am
MDW
-
YHZ
1 stop7h 05m
Porter Airlines
Deal found 1/28$400
This FlightHub deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:15 pm
YHZ
-
ORD
1 stop24h 25m
WestJet
Fri 6/55:30 pm
ORD
-
YHZ
2 stops15h 15m
WestJet
Deal found 1/26$411
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2010:40 pm
YHZ
-
MDW
2 stops12h 14m
Multiple Airlines
Thu 2/2611:05 am
MDW
-
YHZ
1 stop7h 05m
Multiple Airlines
Deal found 1/28$434
This FlightHub deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/116:30 am
YHZ
-
ORD
1 stop7h 55m
Porter Airlines
Wed 3/112:55 pm
ORD
-
YHZ
1 stop7h 27m
Porter Airlines
Deal found 1/27$435
This Porter Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:30 am
YHZ
-
ORD
1 stop8h 24m
Porter Airlines
Tue 4/2111:48 am
ORD
-
YHZ
1 stop6h 24m
Porter Airlines
Deal found 1/28$443
This FlightHub deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/198:30 am
YHZ
-
ORD
2 stops12h 11m
WestJet
Mon 6/227:35 pm
ORD
-
YHZ
2 stops16h 35m
WestJet
Deal found 1/28$453
This FlightHub deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:30 am
YHZ
-
ORD
1 stop8h 05m
Porter Airlines
Mon 4/66:40 pm
ORD
-
YHZ
1 stop24h 57m
Porter Airlines
Deal found 1/28$465
This Air Canada deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:30 pm
YSJ
-
ORD
1 stop5h 38m
Air Canada
Mon 6/12:15 pm
ORD
-
YSJ
1 stop7h 37m
Air Canada
Deal found 1/26$550

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$285
(Porter Airlines)

One-way from

$173
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$656

Good one-way deal

$371 or less
Provider with most accurate pricing for Halifax Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Halifax Intl-Chicago (CHI) flights.
From Nova Scotia to Chicago (CHI)
One-way flight from Nova Scotia to Chicago (CHI)
Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a one-way flight from Nova Scotia to Chicago (CHI).

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 2,558,603 searches. Data last updated January 29, 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 4/20

8:25 am-3:20 pm

2 stops8h 55m

Chicago Midway

Tue 4/21

11:00 am-8:05 pm

1 stop7h 05m

$285

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 5/28

8:00 am-4:50 pm

1 stop10h 50m

Chicago Midway

Fri 6/5

5:35 pm-4:24 pm

2 stops20h 49m

$387

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 5/28

6:15 pm-4:40 pm

1 stop24h 25m

Chicago O'Hare Intl

Fri 6/5

5:30 pm-8:10 am

1 stop12h 40m

$397

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 5/22

3:35 pm-4:40 pm

1 stop27h 05m

Chicago O'Hare Intl

Mon 6/1

5:30 pm-8:10 am

1 stop12h 40m

$397

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 2/20

6:45 pm-11:55 am

1 stop19h 10m

Chicago Midway

Thu 2/26

11:05 am-8:10 pm

1 stop7h 05m

$400

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 2/20

10:40 pm-8:54 am

2 stops12h 14m

Chicago Midway

Thu 2/26

11:05 am-8:10 pm

1 stop7h 05m

$434

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 2/20

6:30 am-12:35 pm

1 stop8h 05m

Chicago O'Hare Intl

Thu 2/26

1:22 pm-9:37 pm

1 stop6h 15m

$435

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 2/11

6:30 am-12:25 pm

1 stop7h 55m

Chicago O'Hare Intl

Wed 3/11

2:55 pm-12:22 am

1 stop7h 27m

$435

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 4/20

6:30 am-12:54 pm

1 stop8h 24m

Chicago O'Hare Intl

Tue 4/21

11:48 am-8:12 pm

1 stop6h 24m

$443

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/19

8:30 am-6:41 pm

2 stops12h 11m

Chicago O'Hare Intl

Mon 6/22

8:55 am-7:15 pm

2 stops8h 20m

$459

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 $100). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of $479). 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?

    Porter Airlines, WestJet, and Air Canada can get you from Nova Scotia to Chicago in just under 5h 38m. Your travel time can differ by up to 18h 47m. The distance from Nova Scotia to Chicago is about 1120 mi. This flight may include one or multiple stops.

  • What are the most popular routes 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 $371, our data indicates the cheapest price to be $371. The most popular route (Halifax Intl - Chicago O'Hare Intl), is priced around $414.

  • 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 $100). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of $479). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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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.

Top airline flying from Nova Scotia to Chicago

Discover the top airline 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 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$182Average$480FlexibilityNo cancel feeOn-time67%

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