Cheapest airline | American Airlines |
---|---|
Good round-trip deal | $69 or less |
Good one-way deal | $52 or less |
Fly to
Route
Depart
Return
Price
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Fri 7/18
5:20 am-7:58 am
Nonstop2h 38m
Dallas/Fort Worth
Sun 7/20
8:54 am-11:37 am
Nonstop2h 43m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Fri 8/8
11:21 am-1:51 pm
Nonstop2h 30m
Dallas/Fort Worth
Mon 8/11
2:56 pm-5:10 pm
Nonstop2h 14m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Tue 9/23
6:44 pm-9:39 pm
Nonstop2h 55m
Dallas/Fort Worth
Mon 11/17
3:20 pm-5:50 pm
Nonstop2h 30m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 7/29
5:51 am-9:00 am
Nonstop2h 09m
New York LaGuardia
Tue 8/5
7:55 pm-8:55 am
1 stop14h 00m
ChicagoLas Vegas
ORD - LAS
ORDLAS
Chicago O'Hare Intl
Mon 7/21
9:56 pm-12:05 am
Nonstop4h 09m
Las Vegas Harry Reid Intl
Fri 7/25
12:34 am-6:03 am
Nonstop3h 29m
ChicagoLas Vegas
ORD - LAS
ORDLAS
Chicago O'Hare Intl
Wed 8/6
3:18 pm-5:19 pm
Nonstop4h 01m
Las Vegas Harry Reid Intl
Thu 8/14
6:00 am-11:43 am
Nonstop3h 43m
ChicagoLas Vegas
ORD - LAS
ORDLAS
Chicago O'Hare Intl
Fri 8/15
9:56 pm-12:05 am
Nonstop4h 09m
Las Vegas Harry Reid Intl
Fri 8/22
2:44 pm-8:50 pm
Nonstop4h 06m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 7/29
6:16 am-9:29 am
Nonstop2h 13m
New York John F Kennedy Intl
Tue 8/5
8:30 pm-10:28 pm
Nonstop2h 58m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 7/29
6:00 am-9:07 am
Nonstop2h 07m
New York LaGuardia
Tue 8/19
8:20 am-10:01 am
Nonstop2h 41m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 9/3
7:00 am-3:40 pm
1 stop7h 40m
New York LaGuardia
Mon 9/8
6:30 am-2:05 pm
1 stop8h 35m
To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 45 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, September is the cheapest month in which you can book a flight from Chicago (average of $68). Flying from Chicago in June will prove the most costly (average of $117). 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 Tuesday mornings 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, United Airlines, Spirit Airlines, Delta, Southwest. These airlines depart to the following popular destinations: New York.
Some of the most frequent flights departing from Chicago everyday are: Detroit (1,250 flights per day), New York (1,108 flights per day), and Los Angeles (760 flights per day).
The cheapest city to fly to from Chicago is Louisville Intl, with prices starting at $38. Explore other affordable destinations below.
Overall
Crew
Comfort
Boarding
Entertainment
Food
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Comfort
Boarding
Entertainment
Food
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Comfort
Boarding
Entertainment
Food
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Comfort
Boarding
Entertainment
Food
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Comfort
Boarding
Entertainment
Food
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Comfort
Boarding
Entertainment
Food
Reviews
John,May 2025
PVD - BNA