Cheap Flights from Halifax, NS to Chicago, IL from $166
On Cheapflightsplus.com you will find 331 connecting flights from Halifax to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $166, 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
Best Flights from Halifax to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $166 | 08:30 Halifax Halifax Int. | 12:00 Chicago Midway | 5h 30m layover 0h 40m - Toronto | Porter Airlines | PD2280 PD2387 |
from $195 | 06:25 Halifax Halifax Int. | 12:00 Chicago Midway | 7h 35m layover 3h 11m - Toronto | Porter Airlines | PD200 PD2387 |
from $208 | 05:00 Halifax Halifax Int. | 08:57 Chicago O'Hare International | 5h 57m layover 1h 13m - Toronto | United Airlines | UA8265 UA8533 |
from $211 | 07:10 Halifax Halifax Int. | 12:09 Chicago O'Hare International | 6h 59m layover 2h 9m - Toronto | United Airlines | UA8267 UA3556 |
from $211 | 12:20 Halifax Halifax Int. | 18:39 Chicago O'Hare International | 8h 19m layover 3h 36m - Toronto | United Airlines | UA8271 UA3542 |
from $211 | 15:15 Halifax Halifax Int. | 22:57 Chicago O'Hare International | 9h 42m layover 4h 22m - Newark | United Airlines | UA3681 UA1308 |
from $211 | 10:30 Halifax Halifax Int. | 22:57 Chicago O'Hare International | 14h 27m layover 9h 7m - Newark | United Airlines | UA6624 UA1308 |
from $235 | 16:35 Halifax Halifax Int. | 11:40+1 день Chicago Midway | 21h 5m layover 13h 53m - Tampa | Porter Airlines | PD561 F91185 |
from $263 | 16:35 Halifax Halifax Int. | 09:38+1 день Chicago O'Hare International | 19h 3m layover 11h 35m - Tampa | Porter Airlines | PD561 NK1066 |
from $169 | 06:30 Halifax Halifax Int. | 12:00 Chicago Midway | 7h 30m layover 0h 47m - Ottawa 1h 27m - Toronto | Porter Airlines | PD2230 PD2206 PD2387 |
from $215 | 05:00 Halifax Halifax Int. | 18:34 Chicago O'Hare International | 15h 34m layover 1h 23m - Toronto 7h 34m - Washington D.C. | United Airlines | UA8265 UA8266 UA2497 |
from $215 | 07:20 Halifax Halifax Int. | 23:20 Chicago O'Hare International | 18h 0m layover 3h 14m - Toronto 8h 25m - Washington D.C. | United Airlines | UA8267 UA8670 UA1738 |
from $247 | 16:55 Halifax Halifax Int. | 11:48+2 дня Chicago Midway | 44h 53m layover 23h 17m - Orlando 8h 17m - Las Vegas | WestJet | WS1040 F91875 F92330 |
from $260 | 12:20 Halifax Halifax Int. | 09:34+1 день Chicago O'Hare International | 23h 14m layover 5h 46m - Toronto 11h 1m - Washington D.C. | United Airlines | UA8271 UA3466 UA599 |
from $260 | 11:20 Halifax Halifax Int. | 09:34+1 день Chicago O'Hare International | 24h 14m layover 6h 46m - Toronto 11h 1m - Washington D.C. | United Airlines | UA8263 UA3466 UA599 |
from $266 | 11:20 Halifax Halifax Int. | 00:20+1 день Chicago Midway | 15h 0m layover 4h 51m - Orlando 1h 3m - Philadelphia | Porter Airlines | PD559 F94170 F94367 |
Flight Schedule Halifax (Nova Scotia) to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
05:00 — 08:57
|
05:00 — 06:47
UA8265
United Airlines
Halifax — Toronto
1h 13m stop
08:00 — 08:57
UA8533
United Airlines
Toronto — Chicago
|
5h 57m including layover |
Find flight
from$208 |
|
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$208 |
|
06:00 — 12:10
|
06:00 — 07:43
WS243
WestJet
Halifax — Toronto
3h 40m stop
11:20 — 12:10
PD2387
Porter Airlines
Toronto — Chicago
|
8h 10m including layover |
Find flight
from$293 |
|
06:25 — 12:00
|
06:25 — 07:59
PD200
Porter Airlines
Halifax — Toronto
3h 11m stop
11:10 — 12:00
PD2387
Porter Airlines
Toronto — Chicago
|
7h 35m including layover |
Find flight
from$195 |
|
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$211 |
|
07:20 — 11:59
|
07:20 — 09:01
UA8267
United Airlines
Halifax — Toronto
1h 59m stop
11:00 — 11:59
UA1063
United Airlines
Toronto — Chicago
|
6h 39m including layover |
Find flight
from$381 |
|
08:30 — 12:00
|
08:40 — 10:40
PD2280
Porter Airlines
Halifax — Toronto
40m stop
09:30 — 10:20
PD2387
Porter Airlines
Toronto — Chicago
|
5h 30m including layover |
Find flight
from$166 |
|
08:45 — 16:40
|
08:40 — 10:40
PD2280
Porter Airlines
Halifax — Toronto
5h 5m stop
15:50 — 16:40
PD2393
Porter Airlines
Toronto — Chicago
|
9h 55m including layover |
Find flight
from$196 |
|
10:30 — 22:57
|
10:30 — 12:18
UA6624
United Airlines
Halifax — Newark
9h 7m stop
21:25 — 22:57
UA1308
United Airlines
Newark — Chicago
|
14h 27m including layover |
Find flight
from$211 |
|
10:30 — 16:26
|
10:30 — 12:18
UA6624
United Airlines
Halifax — Newark
2h 27m stop
14:45 — 16:26
UA276
United Airlines
Newark — Chicago
|
7h 56m including layover |
Find flight
from$383 |
|
11:20 — 18:50
|
11:20 — 14:30
PD559
Porter Airlines
Halifax — Orlando
2h 16m stop
16:46 — 18:50
NK1147
Spirit Airlines
Orlando — Chicago
|
9h 30m including layover |
Find flight
from$305 |
|
11:20 — 20:58
|
11:20 — 14:30
PD559
Porter Airlines
Halifax — Orlando
4h 24m stop
18:54 — 20:58
NK1842
Spirit Airlines
Orlando — Chicago
|
11h 38m including layover |
Find flight
from$305 |
|
12:20 — 18:39
|
12:20 — 13:54
UA8271
United Airlines
Halifax — Toronto
3h 36m stop
17:30 — 18:43
UA3542
United Airlines
Toronto — Chicago
|
8h 19m including layover |
Find flight
from$211 |
|
12:20 — 19:32
|
12:20 — 13:54
AC609
Air Canada
Halifax — Toronto
4h 41m stop
18:35 — 19:32
AC509
Air Canada
Toronto — Chicago
|
9h 12m including layover |
Find flight
from$461 |
|
13:10 — 18:37
|
13:10 — 14:44
UA8159
United Airlines
Halifax — Toronto
2h 46m stop
17:30 — 18:37
UA3608
United Airlines
Toronto — Chicago
|
7h 27m including layover |
Find flight
from$427 |
|
13:10 — 19:32
|
13:10 — 14:44
UA8159
United Airlines
Halifax — Toronto
3h 51m stop
18:35 — 19:32
UA8293
United Airlines
Toronto — Chicago
|
8h 22m including layover |
Find flight
from$427 |
|
14:40 — 10:20
+1 day
|
14:40 — 16:14
PD206
Porter Airlines
Halifax — Toronto
17h 16m stop
09:30 — 10:20
PD2387
Porter Airlines
Toronto — Chicago
|
21h 40m including layover |
Find flight
from$382 |
|
14:40 — 16:40
+1 day
|
14:40 — 16:14
PD206
Porter Airlines
Halifax — Toronto
23h 36m stop
15:50 — 16:40
PD2393
Porter Airlines
Toronto — Chicago
|
28h including layover |
Find flight
from$382 |
|
15:15 — 22:57
|
15:15 — 16:53
UA3681
United Airlines
Halifax — Newark
4h 22m stop
21:29 — 23:00
UA1308
United Airlines
Newark — Chicago
|
9h 42m including layover |
Find flight
from$211 |
|
15:15 — 20:07
|
15:15 — 16:53
UA3681
United Airlines
Halifax — Newark
1h 32m stop
18:25 — 20:07
UA254
United Airlines
Newark — Chicago
|
6h 52m including layover |
Find flight
from$381 |
|
16:35 — 11:40
+1 day
|
16:35 — 20:00
PD561
Porter Airlines
Halifax — Tampa
13h 53m stop
09:54 — 11:41
F91185
Frontier Airlines
Tampa — Chicago
|
21h 5m including layover |
Find flight
from$235 |
|
16:35 — 09:38
+1 day
|
16:35 — 20:00
PD561
Porter Airlines
Halifax — Tampa
11h 35m stop
07:35 — 09:38
NK1066
Spirit Airlines
Tampa — Chicago
|
19h 3m including layover |
Find flight
from$263 |
|
18:40 — 10:20
+1 day
|
18:35 — 20:35
PD2284
Porter Airlines
Halifax — Toronto
12h 50m stop
09:30 — 10:20
PD2387
Porter Airlines
Toronto — Chicago
|
17h 40m including layover |
Find flight
from$308 |
|
18:40 — 16:40
+1 day
|
18:35 — 20:35
PD2284
Porter Airlines
Halifax — Toronto
19h 10m stop
15:50 — 16:40
PD2393
Porter Airlines
Toronto — Chicago
|
24h including layover |
Find flight
from$332 |
|
20:55 — 10:20
+1 day
|
19:55 — 21:29
PD210
Porter Airlines
Halifax — Toronto
11h 1m stop
09:30 — 10:20
PD2387
Porter Airlines
Toronto — Chicago
|
15h 25m including layover |
Find flight
from$308 |
|
20:55 — 16:40
+1 day
|
19:55 — 21:29
PD210
Porter Airlines
Halifax — Toronto
17h 21m stop
15:50 — 16:40
PD2393
Porter Airlines
Toronto — Chicago
|
21h 45m including layover |
Find flight
from$332 |
|
21:50 — 10:54
+1 day
|
21:50 — 22:37
AC1599
Air Canada
Halifax — Montreal
10h 38m stop
09:15 — 10:54
AC8959
Air Canada
Montreal — Chicago
|
15h 4m including layover |
Find flight
from$418 |
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 21:50 from 3 Halifax airports and arrive 05:00 to 21:50 to 7 Chicago airports. Average flight time is 16h 20m.
- The fastest flight 5h 20m
- Average flight time 16h 20m
- The earliest flight 05:00
- The latest flight 21:50
- Distance 1225 ml
The cheapest months to travel to Chicago are january (from 166 $), december (from 196 $), february (from 239 $).
The most expensive months are november (from 307 $), february (from 239 $), december (from 196 $).
What is the lowest airfare Halifax to Chicago?
The cheapest plane ticket found by our users is $166. This airfare is for economy class on one-way PD2280 flight by Porter Airlines for January 12, 2025 which leaves Halifax Int. in Halifax at 08:30 am and arrives at Chicago Midway at 12:00.
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 - 62 departures per week at the price of from $ 342 . And the most expensive tickets are offered by Air Canada airline - from $ 1116.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 331 flights with layovers on the route. The fastest connecting flight is AC1597 by Air Canada takes 5h 20m and the cheapest is PD2280 by Porter Airlines for $166.
- F8 - Freedom Airlinesfrom $335Find
- AC - Air Canadafrom $342Find
- PD - Porter Airlinesfrom $166Find
- UA - United Airlinesfrom $208Find
- WS - WestJetfrom $247Find
- TS - Air Transatfrom $303Find
Airports
You can fly from Halifax to Chicago from 3 airports (Dwtown Waterfront H/P, Halifax Int., Shearwater).
Halifax airports
- Dwtown Waterfront H/P-YWFFind
- Halifax Int.-YHZfrom $166Find
- Shearwater-YAWFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Halifax by 6 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from Halifax
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $56Find
- from $59Find
- from $55Find
- from $65Find
- from $66Find
- from $70Find
- from $56Find
- from $79Find
- from $64Find
- from $69Find
How to book a plane 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.