Cheapest airline | Emirates |
---|---|
Good round-trip deal | $61 or less |
Good one-way deal | $45 or less |
Fly to
Route
Depart
Return
Price
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Fri 11/7
6:00 am-7:41 am
Nonstop2h 41m
Denver Intl
Sun 11/9
8:48 pm-12:19 am
Nonstop2h 31m
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Thu 11/13
6:00 am-7:41 am
Nonstop2h 41m
Denver Intl
Sat 11/15
12:59 am-10:38 am
1 stop8h 39m
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Mon 11/10
1:36 pm-8:37 am
1 stop20h 01m
Denver Intl
Mon 11/17
8:44 pm-12:15 am
Nonstop2h 31m
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Wed 10/8
7:15 am-9:04 am
Nonstop2h 49m
Denver Intl
Wed 10/15
8:22 pm-11:53 pm
Nonstop2h 31m
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Tue 12/9
8:07 pm-9:56 pm
Nonstop2h 49m
Denver Intl
Tue 12/16
8:30 pm-11:59 pm
Nonstop2h 29m
ChicagoDenver
ORD - DEN
ORDDEN
Chicago O'Hare Intl
Wed 10/29
7:00 am-8:45 am
Nonstop2h 45m
Denver Intl
Sat 11/1
1:15 pm-4:45 pm
Nonstop2h 30m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 12/9
7:00 am-10:13 am
Nonstop2h 13m
New York John F Kennedy Intl
Wed 12/17
8:00 pm-9:48 pm
Nonstop2h 48m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 10/28
5:00 pm-8:07 pm
Nonstop2h 07m
New York LaGuardia
Wed 10/29
8:15 am-9:55 am
Nonstop2h 40m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 11/12
2:15 pm-9:55 pm
1 stop6h 40m
New York LaGuardia
Wed 11/19
6:05 am-12:15 pm
1 stop7h 10m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 11/18
2:15 pm-9:55 pm
1 stop6h 40m
New York LaGuardia
Wed 11/19
6:05 am-12:15 pm
1 stop7h 10m
To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 90 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, October is the cheapest month in which you can book a flight from Chicago (average of $77). Flying from Chicago in July will prove the most costly (average of $121). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Monday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday at noon when fares are usually the most expensive.
For flights departing from Chicago check dates and pricing for the following: American Airlines, Delta, JetBlue, Spirit Airlines, Frontier. These airlines depart to the following popular destinations: New York.
Some of the most frequent flights departing from Chicago everyday are: New York (1,401 flights per day), Detroit (894 flights per day), and Los Angeles (736 flights per day).
The cheapest city to fly to from Chicago is Grand Rapids Gerald R. Ford Intl, with prices starting at $30. Explore other affordable destinations below.
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Entertainment
Overall
Food
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Boarding
Reviews
Morgan Rae,Aug 2025
BRU - JFK
Crew
Entertainment
Overall
Food
Comfort
Boarding
Reviews
Morgan Rae,Aug 2025
BRU - JFK
Crew
Entertainment
Overall
Food
Comfort
Boarding
Reviews
Morgan Rae,Aug 2025
BRU - JFK
Crew
Entertainment
Overall
Food
Comfort
Boarding
Reviews
Morgan Rae,Aug 2025
BRU - JFK
Crew
Entertainment
Overall
Food
Comfort
Boarding
Reviews
Morgan Rae,Aug 2025
BRU - JFK
Crew
Entertainment
Overall
Food
Comfort
Boarding
Reviews
Morgan Rae,Aug 2025
BRU - JFK