Cheapest airline | Frontier |
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Fly to
Route
Depart
Return
Price
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 7/1
4:00 p.m.-11:18 p.m.
1 stop8h 18m
Calgary
Mon 27/1
12:50 a.m.-10:54 a.m.
1 stop9h 04m
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 18/2
7:00 a.m.-9:41 p.m.
1 stop15h 41m
Calgary
Mon 10/3
6:15 a.m.-2:51 p.m.
1 stop7h 36m
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Thu 6/3
5:00 a.m.-6:16 p.m.
1 stop14h 16m
Calgary
Mon 10/3
7:20 p.m.-11:19 a.m.
1 stop14h 59m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 13/1
3:25 p.m.-11:53 p.m.
1 stop7h 28m
Toronto Pearson Intl
Thu 16/1
7:00 a.m.-1:50 p.m.
1 stop7h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 11/1
1:05 p.m.-3:47 p.m.
Nonstop1h 42m
Toronto Island
Fri 24/1
11:20 a.m.-12:10 p.m.
Nonstop1h 50m
ChicagoVancouver
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Wed 26/2
1:39 p.m.-10:30 p.m.
1 stop10h 51m
Vancouver Intl
Sun 2/3
6:30 a.m.-3:56 p.m.
1 stop7h 26m
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sat 1/2
11:19 a.m.-8:53 p.m.
1 stop10h 34m
Calgary
Sat 8/2
6:35 a.m.-5:43 p.m.
1 stop10h 08m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 13/1
11:51 a.m.-5:46 p.m.
1 stop4h 55m
Toronto Pearson Intl
Mon 13/1
9:00 p.m.-10:13 p.m.
Nonstop2h 13m
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sat 11/1
11:19 a.m.-8:53 p.m.
1 stop10h 34m
Calgary
Sat 1/2
6:35 a.m.-5:47 p.m.
1 stop10h 12m
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Sun 2/2
1:45 p.m.-11:18 p.m.
1 stop10h 33m
Calgary
Sun 9/2
6:35 a.m.-5:29 p.m.
1 stop9h 54m
The price you pay for your flight from Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 70 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, February is the cheapest month in which you can book a flight from Chicago (average of C$ 151). Flying from Chicago in November will prove the most costly (average of C$ 209). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
For flights departing from Chicago check dates and pricing for the following: Air Canada, United Airlines. These airlines depart to the following popular destinations: Toronto.
From Chicago you can expect to find greater availability for the following destinations: New York (1,006 flights per day), London (496 flights per day) and Los Angeles (288 flights per day).
The cheapest city to fly to from Chicago is Miami, with prices starting at C$ 64. Explore other affordable destinations below.
Boarding
Overall
Food
Entertainment
Comfort
Crew
Reviews
Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.
Boarding
Overall
Food
Entertainment
Comfort
Crew
Reviews
Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.
Boarding
Overall
Food
Entertainment
Comfort
Crew
Reviews
Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.
Boarding
Overall
Food
Entertainment
Comfort
Crew
Reviews
Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.
Boarding
Overall
Food
Entertainment
Comfort
Crew
Reviews
Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.
Boarding
Overall
Food
Entertainment
Comfort
Crew
Reviews
Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.
Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.
Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.
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