YHZ - CHI

$240 Find Cheap Flights from Halifax to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$444
Typical prices: $367-$534
United Airlines
Fri 1/26Sat 1/27
YHZ - ORD • 1 stop
Cheapest one-way
$240
Typical prices: $244-$346
Multiple Airlines
Fri 12/7
YHZ - ORD • 3 stops
Nonstop flights
There are currently no direct flights between Halifax and Chicago. You'll need to take a connecting flight to reach the destination.
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Top routes
Cheapest • 5% average savings
Most popular
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $382 (round-trip)
Shortest trip • 5h 49m (one-way)
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Insights
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Expert advice
Flight Deals

Cheap Flights from Halifax to Chicago (YHZ-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Halifax to Chicago

Sat, Nov 21 - Fri, Nov 27
Air Canada Logo
6:05 am - 11:07 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
7h 02m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 12:15 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 35m1 stop Montreal Pierre Elliott Trudeau Intl
$424Air Canada
Sat, Nov 21 - Fri, Nov 27
Air Canada Logo
7:15 am - 3:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
10h 23m2 stops Ottawa Toronto Pearson Intl
Air Canada Logo
10:15 am - 5:58 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
5h 43m1 stop Toronto Pearson Intl
$435Air Canada
Tue, Jan 26 - Wed, Jan 27
United Airlines Logo
2:10 pm - 6:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
6h 28m1 stop Newark
United Airlines Logo
7:56 pm - 1:24 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
15h 28m1 stop Newark
$444United Airlines
Tue, Jan 19 - Sat, Jan 23
United Airlines Logo
2:10 pm - 8:08 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
7h 58m1 stop Newark
United Airlines Logo
7:56 pm - 1:24 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
15h 28m1 stop Newark
$444United Airlines
Sat, Feb 13 - Mon, Feb 15
Air Canada Logo
5:00 am - 9:08 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
6h 08m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 12:55 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
7h 10m1 stop Montreal Pierre Elliott Trudeau Intl
$447Air Canada
Tue, Jan 19 - Sat, Jan 23
Multiple Airlines Logo
2:10 pm - 6:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
6h 28m1 stop Newark
Multiple Airlines Logo
2:00 pm - 11:55 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
7h 55m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
$447Multiple Airlines
Tue, Jan 26 - Wed, Jan 27
Air Canada Logo
7:15 am - 3:38 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
10h 23m2 stops Ottawa Toronto Pearson Intl
Air Canada Logo
3:45 pm - 12:55 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
7h 10m1 stop Montreal Pierre Elliott Trudeau Intl
$450Air Canada
Fri, Dec 25 - Tue, Jan 5
Air Canada Logo
5:10 am - 11:17 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
8h 07m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:30 pm - 1:58 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
7h 28m1 stop Toronto Pearson Intl
$450Air Canada
Sat, Dec 26 - Tue, Jan 5
Air Canada Logo
5:00 am - 9:08 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
6h 08m1 stop Toronto Pearson Intl
Air Canada Logo
10:05 am - 5:58 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
5h 53m1 stop Toronto Pearson Intl
$451Air Canada
Sat, Feb 13 - Mon, Feb 15
Air Canada Logo
5:00 am - 9:08 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
6h 08m1 stop Toronto Pearson Intl
Air Canada Logo
2:00 pm - 12:55 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
8h 55m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
$452Air Canada
Booking Insights

Price, demand and travel trends for Halifax to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Halifax to Chicago?

Round-trip flights from Halifax to Chicago typically range from $367 to $534. The lowest price found in the past 5 days was $444, on United Airlines.

What is the cheapest Halifax to Chicago flight route?

There's little price difference between Halifax to Chicago routes. They average around $446 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Halifax to Chicago?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Halifax to Chicago. It’s 8% cheaper than the average day, while Thursday is the most expensive, with prices 7% higher.

What’s the cheapest month to fly from Halifax to Chicago?

•August is the cheapest month to fly from Halifax to Chicago at $363 round-trip.
•November ($839) and January ($690) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 131% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Expert advice

Expert advice for your flight from Halifax to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Jody Robbins

Jody Robbins

Expert on YHZ

Recognized as the Canadian Travel Media of the Year by the Tourism Industry Association of Canada (2024), Jody is an award-winning travel and lifestyles writer based in Calgary. She’s spent the last two decades racking up the air miles, living in Japan, England and managing a European sales channel for a not-so-glamorous audio-visual company.

Key details for Halifax to Chicago flights

Low season

February

Cheapest flight

$240
Beat the crowds with an average 75% drop in travelers.
The most popular month to fly with an average 103% increase in travelers.
One-way flight from Halifax to Chicago O'Hare Intl Airport

When to book flights from Halifax to Chicago

Are your dates flexible? Find out the best times to travel from Halifax to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Halifax to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Halifax to Chicago?

    Two cabin classes are available on flights from Halifax to Chicago:

    • Economy Class
    • Business Class

  • How long is a flight from Halifax to Chicago?

    A nonstop flight from Halifax to Chicago takes 00m, covering 1,223 miles.

  • Do I need a passport to fly from Halifax to Chicago?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Halifax to Chicago flight?

    Round-trip flights from Halifax to Chicago range from $367 to $534, with an average of $454 over the past 12 months. Anything below $367 counts as a good deal.

  • How much can I save by taking a layover when flying from Halifax to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $382 round-trip via Calgary (YYC), compared to $594 for nonstop.

  • What is the standard checked-bag allowance on flights from Halifax to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $28–$68 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Have flight prices from Halifax to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $444 to $1,505. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Halifax to Chicago looking right now?

    One-way fares from Halifax to Chicago are currently lower than usual. Average one-way flight prices are about $258, which is 18% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $63:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates averaging $86:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from Halifax to Chicago?

    Flights from Halifax to Chicago usually depart from Halifax Intl (YHZ) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from Halifax to Chicago pass through?

    One-stop flights from Halifax to Chicago most commonly connect through:

    • Montreal Pierre Elliott Trudeau Intl (YUL) - 34% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 30% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 25% of one-stop connections
    • Toronto Island (YTZ) - 5% of one-stop connections

  • Can I save money by using flexible dates for flights from Halifax to Chicago?

    Yes. Flexible dates can save you up to 15% on flights from Halifax to Chicago. Wednesday is the cheapest departure day at $419 round-trip on average, while Thursday is the most expensive at $488, a difference of $69.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Halifax to Chicago?

    Flying via Montreal Pierre Elliott Trudeau Intl (YUL) gives the shortest average 1-stop total travel time at 5h 49m, compared with 6h 31m via Newark (EWR) and 6h 33m via Toronto Pearson Intl (YYZ).

  • What is the time difference between Halifax and Chicago?

    Chicago is 2 hours behind Halifax (Central Time vs Atlantic Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Halifax to Chicago flights?

    Among airlines operating Halifax to Chicago flights:

    • American Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Halifax to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Halifax to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Thursday. On this route, Wednesday flights average $419, about $69 less than Thursday fares (14% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Halifax to Chicago trip for August. Fares historically average $363 round-trip in that month - typically $476 less than the most expensive month, which is November (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Calgary Airport (YYC) can be cheaper than flying direct. The cheapest layover option averages $382 round-trip on this route - about $212 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

More options for your flight from Halifax to Chicago

Complete your trip to Chicago with a hotel stay or car rental