$226+ Cheap flights from Halifax (YHZ) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
Oct 31 — Nov 71
Round-trip
1 adult, Economy
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Find cheap flights from Halifax to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Halifax to Chicago
Cheapest
Best
Last-minute
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Cheapest flights from Halifax to ChicagoExplore the most affordable flight options available from Halifax to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2026.
Explore the most affordable flight options available from Halifax to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2026.
This Booking.com deal was found by Cheapflights users on 9/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:05 am -
1 stop7h 02m
Wed 11/1810:15 am -
1 stop5h 43m
Deal found 9/27![Air Canada logo]()
$394
This United Airlines deal was found by Cheapflights users on 9/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/82:10 pm -
1 stop6h 31m
Wed 12/99:34 pm -
1 stop13h 50m
Deal found 9/28![United Airlines logo]()
$406
This Air Canada deal was found by Cheapflights users on 9/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/86:05 am -
1 stop7h 02m
Wed 12/98:45 am -
2 stops9h 03m
Deal found 9/28![Air Canada logo]()
$411
This Air Canada deal was found by Cheapflights users on 10/1. 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.
Wed 11/255:10 am -
1 stop7h 57m
Sun 11/294:30 pm -
1 stop7h 28m
Deal found 10/1![Air Canada logo]()
$421
This Porter Airlines deal was found by Cheapflights users on 9/29. 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.
Wed 11/186:40 am -
2 stops7h 00m
Wed 12/212:20 pm -
2 stops9h 25m
Deal found 9/29![Porter Airlines logo]()
$426
This Air Canada deal was found by Cheapflights users on 9/30. 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 11/133:10 pm -
1 stop6h 48m
Mon 11/163:50 pm -
1 stop6h 25m
Deal found 9/30![Air Canada logo]()
$434
Best flights from Halifax to ChicagoDiscover carefully curated flight deals from Halifax to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 1, 2026.
Discover carefully curated flight deals from Halifax to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 1, 2026.
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/82:10 pm -
1 stop6h 31m
Wed 12/99:34 pm -
1 stop13h 50m
Deal found 9/27![United Airlines logo]()
$406
This Air Canada deal was found by Cheapflights users on 9/26. 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.
Tue 12/86:05 am -
1 stop7h 02m
Wed 12/98:45 am -
2 stops9h 03m
Deal found 9/26![Air Canada logo]()
$412
This Porter Airlines deal was found by Cheapflights users on 9/27. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:30 am -
1 stop8h 31m
Wed 11/1812:20 pm -
2 stops9h 25m
Deal found 9/27![Porter Airlines logo]()
$468
This United deal was found by Cheapflights users on 9/27. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:10 pm -
1 stop10h 08m
Mon 11/168:40 pm -
2 stops16h 43m
Deal found 9/27![Multiple Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:10 pm -
1 stop11h 51m
Mon 11/168:40 pm -
1 stop14h 44m
Deal found 9/27![United Airlines logo]()
$436
This Porter Airlines deal was found by Cheapflights users on 9/29. 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.
Fri 11/2010:00 am -
1 stop8h 35m
Wed 12/212:20 pm -
2 stops9h 25m
Deal found 9/29![Porter Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:10 pm -
1 stop8h 04m
Wed 12/26:17 am -
1 stop5h 07m
Deal found 9/29![United Airlines logo]()
$458
This Porter Airlines deal was found by Cheapflights users on 9/29. 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 11/216:30 am -
1 stop8h 40m
Tue 12/112:20 pm -
2 stops9h 25m
Deal found 9/29![Porter Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:10 pm -
1 stop11h 51m
Wed 12/26:17 am -
1 stop5h 07m
Deal found 9/29![United Airlines logo]()
$473
Last-minute flights from Halifax to ChicagoDiscover last-minute flight deals from Halifax to Chicago. Data last updated October 1, 2026 and is based on user searches.
Discover last-minute flight deals from Halifax to Chicago. Data last updated October 1, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 9/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:05 am -
1 stop7h 02m
Wed 11/1810:15 am -
1 stop5h 43m
Deal found 9/27![Air Canada logo]()
$394
This Air Canada deal was found by Cheapflights users on 9/30. 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 11/133:10 pm -
1 stop6h 48m
Mon 11/163:50 pm -
1 stop6h 25m
Deal found 9/30![Air Canada logo]()
$434
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:10 pm -
1 stop11h 51m
Mon 11/168:40 pm -
1 stop14h 44m
Deal found 9/27![United Airlines logo]()
$436
This Air Canada deal was found by Cheapflights users on 9/30. 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.
Sat 11/145:00 am -
1 stop6h 23m
Sat 11/218:45 am -
1 stop7h 13m
Deal found 9/30![Air Canada logo]()
$439
This Porter Airlines deal was found by Cheapflights users on 9/29. 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.
Wed 11/186:40 am -
2 stops7h 00m
Wed 12/212:20 pm -
2 stops9h 25m
Deal found 9/29![Porter Airlines logo]()
$426
This Air Canada deal was found by Cheapflights users on 9/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:05 am -
1 stop7h 02m
Sun 11/293:40 pm -
1 stop6h 35m
Deal found 9/27![Air Canada logo]()
$437
This Air Canada deal was found by Cheapflights users on 9/30. 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.
Sat 11/215:10 am -
1 stop7h 57m
Sun 11/2910:15 am -
1 stop5h 43m
Deal found 9/30![Air Canada logo]()
$438
This Air Canada deal was found by Cheapflights users on 10/1. 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.
Wed 11/255:10 am -
1 stop7h 57m
Sun 11/294:30 pm -
1 stop7h 28m
Deal found 10/1![Air Canada logo]()
$421
One-way flights from Halifax to ChicagoSearch for one-way flight options from Halifax to Chicago. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
Search for one-way flight options from Halifax to Chicago. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
This Air Canada deal was found by Cheapflights users on 9/29. 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.
Tue 3/306:20 am -
1 stop6h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Air Canada logo]()
$226
This Air Canada deal was found by Cheapflights users on 9/29. 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 11/137:10 am -
1 stop8h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Air Canada logo]()
$227
This Air Canada deal was found by Cheapflights users on 10/1. 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.
Tue 12/111:25 am -
1 stop5h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Air Canada logo]()
$228
This FlightHub deal was found by Cheapflights users on 9/29. 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.
Tue 12/296:40 am -
2 stops7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Porter Airlines logo]()
$230
This FlightHub deal was found by Cheapflights users on 9/28. 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 10/286:40 am -
2 stops7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Porter Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/266:30 am -
3 stops32h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/286:30 am -
3 stops28h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$235
This Air Canada deal was found by Cheapflights users on 9/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/247:15 am -
2 stops10h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Air Canada logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Thu 10/296:30 am -
2 stops35h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$239
This Air Canada deal was found by Cheapflights users on 9/30. 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.
Sat 3/206:10 am -
1 stop6h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Air Canada logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Tue 10/276:30 am -
3 stops32h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$241
Find flight deals from Halifax to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Halifax (YHZ) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $394 (Booking.com) |
One-way from | $226 (Air Canada) |
Popular in | January |
Cheapest in | August |
Average price | $416 |
Good one-way deal | $321 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Halifax 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 7,457,451 searches. Data last updated October 1, 2026.
Use the filters below to find and compare flights from Halifax to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Wed 11/25
7:15 am-3:38 pm
2 stops10h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$236
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Sat 3/20
6:10 am-11:07 am
1 stop6h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$242
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Fri 3/26
6:40 am-11:40 am
2 stops7h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$246
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Sun 12/27
6:40 am-11:40 am
2 stops7h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$246
Quickest round-trip
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Thu 3/25
5:00 am-9:08 am
1 stop6h 08m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$246
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Thu 12/31
2:10 pm-10:15 pm
1 stop10h 05m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$249
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Wed 10/28
6:30 am-3:37 pm
2 stops35h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$257
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Tue 10/27
2:10 pm-12:01 am
1 stop11h 51m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$257
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Mon 10/26
2:10 pm-12:01 am
1 stop11h 51m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$257
HalifaxChicago
YHZ Halifax Intl - ORD Chicago O'Hare Intl
YHZORD
Halifax Intl
Fri 1/1
6:40 am-11:40 am
2 stops7h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$261
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Halifax to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Halifax to Chicago in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Halifax-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Halifax-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Halifax-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Halifax-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Halifax-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Halifax to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Halifax with our price prediction graph.
YHZ-CHI
YHZ-ORD
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 Halifax to Chicago
YHZ-CHI
YHZ-ORD
What is the cheapest month to book a flight from Halifax to Chicago?
Currently, August is the cheapest month in which you can book a flight from Halifax to Chicago (average of $369). Flying from Halifax to Chicago in January is currently the most expensive (average of $690). 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.
What is the cheapest time of day to fly from YHZ to CHI?
Find hourly flight availability from Halifax to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 1, 2026.
When flying from Halifax to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Halifax to Chicago?
Airfare is typical for this route at the moment.
Halifax to Chicago flights typically cost between $350 and $476 in November.The cheapest round-trip price found within the last 5 days was $394 on Air Canada (Nov 11-Nov 18).
Related info for your journey
Find useful and relevant information for your journey from Halifax to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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Complete your trip
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Popular flights
Alternative routes for Halifax to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 1, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Halifax to Chicago by cabin class
Find flights from Halifax to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Halifax and Chicago flights
Browse other Halifax and Chicago flight options. Last updated on October 1, 2026.
Other flights from Halifax
Browse through other flights departing from Halifax. Flights are based on user searches made on Cheapflights and were last updated on October 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Halifax to Chicago
Discover the top airline that operate flights from Halifax 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 7,457,451 searches. Data last updated October 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$182 | Average$495 | FlexibilityNo cancel fee | On-time67% |