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$176+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
Apr 20 — Apr 271
Mon 4/20
Mon 4/27
1 adult, Economy
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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 March 21, 2026.

This Mytrip deal was found by Cheapflights users on 3/20. 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.
Wed 9/28:00 am
YHZ
-
ORD
1 stop8h 35m
Porter Airlines
Wed 9/911:45 am
ORD
-
YHZ
2 stops9h 59m
Porter Airlines
Deal found 3/20$312
This Mytrip deal was found by Cheapflights users on 3/19. 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 9/108:00 am
YHZ
-
ORD
1 stop8h 35m
Porter Airlines
Mon 9/143:20 pm
ORD
-
YHZ
2 stops6h 24m
Porter Airlines
Deal found 3/19$313
This FlightHub deal was found by Cheapflights users on 3/19. 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 9/257:00 am
YHZ
-
ORD
2 stops9h 35m
Porter Airlines
Mon 10/53:20 pm
ORD
-
YHZ
2 stops6h 24m
Porter Airlines
Deal found 3/19$321
This FlightHub deal was found by Cheapflights users on 3/20. 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 6/193:30 pm
YHZ
-
ORD
1 stop5h 11m
WestJet
Mon 6/228:55 am
ORD
-
YHZ
1 stop10h 50m
WestJet
Deal found 3/20$373
This FlightHub deal was found by Cheapflights users on 3/19. 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 6/183:30 pm
YHZ
-
ORD
1 stop27h 06m
WestJet
Thu 6/258:55 am
ORD
-
YHZ
1 stop10h 50m
WestJet
Deal found 3/19$374
This Trip.com deal was found by Cheapflights users on 3/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/123:30 pm
YHZ
-
ORD
1 stop27h 06m
WestJet
Mon 6/155:45 pm
ORD
-
YHZ
1 stop26h 00m
WestJet
Deal found 3/18$381
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Mon 5/48:00 am
YHZ
-
MDW
1 stop8h 35m
Porter Airlines
Mon 5/113:20 pm
MDW
-
YHZ
2 stops6h 24m
Porter Airlines
Deal found 3/20$383
This FlightHub deal was found by Cheapflights users on 3/20. 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 7/293:30 pm
YHZ
-
ORD
1 stop5h 11m
WestJet
Mon 8/37:35 pm
ORD
-
YHZ
1 stop24h 10m
WestJet
Deal found 3/20$383
This Mytrip deal was found by Cheapflights users on 3/18. 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 4/247:00 am
YHZ
-
MDW
2 stops10h 20m
Porter Airlines
Thu 4/3011:00 am
MDW
-
YHZ
2 stops6h 51m
Porter Airlines
Deal found 3/18$387
This Porter Airlines deal was found by Cheapflights users on 3/16. 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.
Sat 4/188:25 am
YHZ
-
MDW
1 stop5h 45m
Porter Airlines
Wed 4/2211:00 am
MDW
-
YHZ
2 stops10h 54m
Porter Airlines
Deal found 3/16$393
This FlightHub deal was found by Cheapflights users on 3/20. 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 7/297:00 am
YHZ
-
MDW
2 stops9h 35m
Porter Airlines
Mon 8/310:25 am
MDW
-
YHZ
2 stops11h 19m
Porter Airlines
Deal found 3/20$399
This FlightHub deal was found by Cheapflights users on 3/16. 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 6/198:00 am
YHZ
-
MDW
1 stop8h 35m
Porter Airlines
Mon 6/223:20 pm
MDW
-
YHZ
2 stops6h 24m
Porter Airlines
Deal found 3/16$416

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 March 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$312
(Mytrip)

One-way from

$176
(Mytrip)

Popular in

January

Cheapest in

September

Average price

$334
Provider with most accurate pricing for Halifax Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Halifax Intl-Chicago (CHI) flights.
Search Deals
From Nova Scotia to Chicago (CHI)
Search Deals
One-way flight from Nova Scotia to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 2,558,603 searches. Data last updated March 21, 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 - ORD

YHZORD

Halifax Intl

Thu 6/18

3:30 pm-8:24 pm

1 stop6h 54m

Chicago O'Hare Intl

Thu 6/25

8:55 am-9:45 pm

1 stop10h 50m

$374

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 4/18

8:25 am-12:10 pm

1 stop5h 45m

Chicago Midway

Wed 4/22

11:00 am-11:54 pm

2 stops10h 54m

$393

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 6/19

8:00 am-2:35 pm

1 stop8h 35m

Chicago Midway

Mon 6/22

3:20 pm-11:44 pm

2 stops6h 24m

$416

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 4/27

3:45 pm-10:15 am

1 stop20h 30m

Chicago Midway

Wed 5/6

10:25 am-9:25 pm

1 stop9h 00m

$417

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 5/22

8:00 am-2:35 pm

1 stop8h 35m

Chicago Midway

Mon 5/25

3:20 pm-11:44 pm

2 stops6h 24m

$441

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 5/4

8:00 am-9:40 am

1 stop27h 40m

Chicago Midway

Mon 5/11

3:20 pm-12:24 pm

1 stop19h 04m

$487

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 6/12

7:00 am-2:35 pm

2 stops9h 35m

Chicago Midway

Mon 6/15

3:20 pm-11:44 pm

2 stops6h 24m

$496

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 4/12

8:30 am-3:20 pm

1 stop8h 50m

Chicago Midway

Thu 4/30

11:00 am-7:51 pm

2 stops6h 51m

$501

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/5

8:00 pm-4:55 pm

2 stops22h 55m

Chicago O'Hare Intl

Sat 6/13

7:10 am-9:45 pm

1 stop12h 35m

$504

MonctonChicago

YQM - ORD

YQMORD

Moncton Intl

Sat 5/9

6:30 am-10:18 am

1 stop5h 48m

Chicago O'Hare Intl

Tue 5/12

9:55 am-5:22 pm

1 stop5h 27m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/16

Showing 1-10 of 54 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 $98). Flying from Nova Scotia to Chicago in March is currently the most expensive (average of $563). 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?

    WestJet, Porter Airlines, and Air Canada can get you from Nova Scotia to Chicago in just under 5h 48m. Your travel time can differ by up to 2h 47m. The distance from Nova Scotia to Chicago is about 1182 mi. This flight may include one or multiple stops.

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

    The most popular flight routes from Nova Scotia to Chicago are Halifax Intl - Chicago O'Hare Intl, Halifax Intl - Chicago Midway and Saint John - Chicago O'Hare Intl.

  • 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 $98). Flying from Nova Scotia to Chicago in March is currently the most expensive (average of $563). 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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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 March 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$182Average$481FlexibilityNo cancel feeOn-time67%

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