Cheap Flights from Halifax, NS to Chicago, IL from $196

Return flight: Chicago – Halifax

On Cheapflightsplus.com you will find 45 connecting flights from Halifax to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $196, book and save on cheap plane tickets and last minute offers. Also check out YHZ-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Halifax to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $196 (one-way), $336 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Halifax to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
05:00 — 10:04
05:00 — 06:47 UA8265 United Airlines
Halifax — Toronto
2h 13m stop
09:00 — 10:05 UA1538 United Airlines
Toronto — Chicago
7h 4m
including layover
Find flight
from$439
07:10 — 12:09
07:10 — 08:51 UA8267 United Airlines
Halifax — Toronto
2h 9m stop
11:00 — 12:13 UA3556 United Airlines
Toronto — Chicago
6h 59m
including layover
Find flight
from$439
16:25 — 20:25
16:25 — 17:25 UA8120 United Airlines
Halifax — Boston
55m stop
18:20 — 20:25 UA1015 United Airlines
Boston — Chicago
6h
including layover
Find flight
from$535
18:15 — 12:00
+1 day
18:15 — 20:15 TS7142 Air Transat
Halifax — Toronto
14h 55m stop
11:10 — 12:00 TS7060 Air Transat
Toronto — Chicago
19h 45m
including layover
Find flight
from$389
20:55 — 12:10
+1 day
20:55 — 22:29 TS7841 Air Transat
Halifax — Toronto
12h 51m stop
11:20 — 12:10 PD2387 Porter Airlines
Toronto — Chicago
17h 15m
including layover
Find flight
from$353
05:00 — 14:03
05:00 — 06:47 UA8265 United Airlines
Halifax — Toronto
1h 23m stop
08:10 — 09:46 UA8266 United Airlines
Toronto — Washington D.C.
2h 59m stop
12:45 — 14:03 UA1709 United Airlines
Washington D.C. — Chicago
11h 3m
including layover
Find flight
from$408
06:30 — 12:10
06:30 — 07:51 PD2230 Porter Airlines
Halifax — Ottawa
1h 39m stop
09:30 — 10:38 PD2210 Porter Airlines
Ottawa — Toronto
42m stop
11:20 — 12:10 PD2387 Porter Airlines
Toronto — Chicago
7h 40m
including layover
Find flight
from$196
06:30 — 19:11
06:30 — 07:51 PD2230 Porter Airlines
Halifax — Ottawa
2h 9m stop
10:00 — 11:30 PD2323 Porter Airlines
Ottawa — New York
6h 10m stop
17:40 — 19:11 NK918 Spirit Airlines
New York — Chicago
14h 41m
including layover
Find flight
from$305
08:35 — 22:52
08:35 — 10:35 PD2280 Porter Airlines
Halifax — Toronto
3h 25m stop
14:00 — 15:30 PD2135 Porter Airlines
Toronto — Newark
5h 45m stop
21:15 — 22:52 NK329 Spirit Airlines
Newark — Chicago
16h 17m
including layover
Find flight
from$275
11:15 — 14:02
+1 day
11:15 — 12:55 F8651 Freedom Airlines
Halifax — Toronto
18h 5m stop
07:00 — 10:06 PD525 Porter Airlines
Toronto — Tampa
2h 13m stop
12:19 — 14:02 F91185 Frontier Airlines
Tampa — Chicago
28h 47m
including layover
Find flight
from$275
11:15 — 22:29
+1 day
11:15 — 12:55 F8651 Freedom Airlines
Halifax — Toronto
18h 5m stop
07:00 — 10:06 PD525 Porter Airlines
Toronto — Tampa
10h 26m stop
20:32 — 22:29 NK1171 Spirit Airlines
Tampa — Chicago
37h 14m
including layover
Find flight
from$275
12:20 — 20:24
12:20 — 13:54 UA8271 United Airlines
Halifax — Toronto
2h 36m stop
16:30 — 18:07 UA8548 United Airlines
Toronto — Washington D.C.
53m stop
19:00 — 20:24 UA1748 United Airlines
Washington D.C. — Chicago
10h 4m
including layover
Find flight
from$323
12:20 — 21:32
12:20 — 13:54 UA8271 United Airlines
Halifax — Toronto
2h 36m stop
16:30 — 18:07 UA8548 United Airlines
Toronto — Washington D.C.
1h 53m stop
20:00 — 21:32 UA3623 United Airlines
Washington D.C. — Chicago
11h 12m
including layover
Find flight
from$323
13:10 — 20:24
13:10 — 14:44 UA8159 United Airlines
Halifax — Toronto
1h 46m stop
16:30 — 18:07 UA8548 United Airlines
Toronto — Washington D.C.
53m stop
19:00 — 20:24 UA1748 United Airlines
Washington D.C. — Chicago
9h 14m
including layover
Find flight
from$323
13:10 — 21:32
13:10 — 14:44 UA8159 United Airlines
Halifax — Toronto
1h 46m stop
16:30 — 18:07 UA8548 United Airlines
Toronto — Washington D.C.
1h 53m stop
20:00 — 21:32 UA3623 United Airlines
Washington D.C. — Chicago
10h 22m
including layover
Find flight
from$323
14:40 — 09:13
+1 day
14:40 — 16:14 TS7839 Air Transat
Halifax — Toronto
2h 46m stop
19:00 — 22:05 PD503 Porter Airlines
Toronto — Orlando
9h 20m stop
07:25 — 09:13 F91457 Frontier Airlines
Orlando — Chicago
20h 33m
including layover
Find flight
from$431
18:15 — 22:29
+1 day
18:15 — 20:15 TS7142 Air Transat
Halifax — Toronto
10h 45m stop
07:00 — 10:06 PD525 Porter Airlines
Toronto — Tampa
10h 26m stop
20:32 — 22:29 NK1171 Spirit Airlines
Tampa — Chicago
30h 14m
including layover
Find flight
from$354
19:30 — 12:10
+1 day
19:30 — 20:48 PD2236 Porter Airlines
Halifax — Ottawa
10h 9m stop
07:00 — 08:08 TS7403 Air Transat
Ottawa — Toronto
3h 12m stop
11:20 — 12:10 PD2387 Porter Airlines
Toronto — Chicago
18h 40m
including layover
Find flight
from$532
19:30 — 12:00
+1 day
19:30 — 20:51 PD2236 Porter Airlines
Halifax — Ottawa
10h 9m stop
07:00 — 08:08 TS7403 Air Transat
Ottawa — Toronto
3h 2m stop
11:10 — 12:00 TS7060 Air Transat
Toronto — Chicago
18h 30m
including layover
Find flight
from$567
20:55 — 14:02
+1 day
20:55 — 22:29 TS7841 Air Transat
Halifax — Toronto
8h 31m stop
07:00 — 10:06 PD525 Porter Airlines
Toronto — Tampa
2h 13m stop
12:19 — 14:02 F91185 Frontier Airlines
Tampa — Chicago
19h 7m
including layover
Find flight
from$354
*Departure and arrival times - local. Updated on February 9, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Halifax to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Halifax and Chicago is 1970 miles. Time difference between the cities is 2h. Airplanes depart 05:00 to 20:55 from 3 Halifax airports and arrive 05:00 to 20:55 to 7 Chicago airports. Average flight time is 16h 17m.

  • The fastest flight 6h
  • Average flight time 16h 17m
  • The earliest flight 05:00
  • The latest flight 20:55
  • Distance 1225 ml

The cheapest months to travel to Chicago are december (from 171 $), january (from 174 $), february (from 196 $).

The most expensive months are november (from 388 $), february (from 196 $), january (from 174 $).

What is the lowest airfare Halifax to Chicago?

The cheapest plane ticket found by our users is $196. This airfare is for economy class on one-way PD2230 flight by Porter Airlines for February 21, 2025 which leaves Halifax Int. in Halifax at 06:30 am and arrives at Chicago Midway at 12:10.

Economy class
$196
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Business class
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First class
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Popular Airlines on the Route

The flight Halifax — Chicago is served by 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Air Canada - 3 departures per week at the price of from $ 447 . And the most expensive tickets are offered by Porter Airlines airline - from $ 567.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 45 flights with layovers on the route. The fastest connecting flight is UA8120 by United Airlines takes 6h and the cheapest is PD2230 by Porter Airlines for $196.

  • F8 - Freedom Airlines
    from $275
    Find
  • AC - Air Canada
    from $447
    Find
  • PD - Porter Airlines
    from $196
    Find
  • WS - WestJet
    from $307
    Find
  • UA - United Airlines
    from $323
    Find
  • TS - Air Transat
    from $353
    Find
See more connecting flights

Airports

You can fly from Halifax to Chicago from 3 airports (Dwtown Waterfront H/P, Halifax Int., Shearwater).

Halifax airports

  • Dwtown Waterfront H/P-YWF
    Find
  • Halifax Int.-YHZ
    from $196
    Find
  • Shearwater-YAW
    Find

Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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