Popular in | June |
---|---|
Cheapest in | September |
Average price | $269 |
Round-trip from | $147 |
One-way from | $74 |
Good round-trip deal | $39 or less |
Good one-way deal | $44 or less |
Fly from
Route
Depart
Return
Price
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Wed 10/1
9:00 am-3:58 pm
1 stop7h 58m
Chicago Midway
Fri 10/3
5:15 pm-1:08 am
1 stop6h 53m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 9/5
3:13 pm-4:51 pm
Nonstop2h 38m
Chicago O'Hare Intl
Fri 9/12
11:13 am-2:18 pm
Nonstop2h 05m
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Fri 11/7
10:00 am-6:39 pm
1 stop9h 39m
Chicago Midway
Mon 11/10
1:37 pm-12:33 am
1 stop9h 56m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sun 8/31
9:59 am-4:10 pm
1 stop7h 11m
Chicago O'Hare Intl
Wed 9/17
11:13 am-2:18 pm
Nonstop2h 05m
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Wed 10/22
6:20 am-1:38 pm
1 stop8h 18m
Chicago Midway
Sun 10/26
9:26 pm-7:28 am
1 stop9h 02m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 10/18
3:12 pm-4:50 pm
Nonstop2h 38m
Chicago O'Hare Intl
Sun 10/19
11:52 am-11:29 pm
1 stop10h 37m
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Sat 9/6
1:01 pm-11:17 pm
1 stop11h 16m
Chicago Midway
Mon 9/8
5:15 pm-1:08 am
1 stop6h 53m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 10/11
9:59 am-9:33 pm
1 stop12h 34m
Chicago O'Hare Intl
Tue 10/14
11:13 am-2:08 pm
Nonstop1h 55m
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Wed 9/10
6:15 am-3:58 pm
1 stop10h 43m
Chicago Midway
Thu 9/11
4:56 pm-1:08 am
1 stop7h 12m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 9/4
3:13 pm-4:51 pm
Nonstop2h 38m
Chicago O'Hare Intl
Thu 9/11
7:40 am-4:29 pm
1 stop7h 49m
On average, a flight from New York to Illinois takes 7 hours 49 minutes. Flights to Illinois from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.
Users looking for the lowest fares to Illinois should consider flying on Tuesday mornings, when prices are typically cheapest. Budget-minded travelers will want to avoid Monday at noon, when prices are usually at their highest.
The most flights from New York to Illinois are scheduled on a Thursday (186 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (68 on average).
The most popular airlines flying from New York to Illinois are American Airlines, United Airlines and Spirit Airlines.
The cheapest airlines flying from New York to Illinois are Spirit Airlines, JetBlue and Frontier.
In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.
If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Walter,Aug 2025
OAK - SAN