
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (Delta) |
One-way from | $63 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $292 |
Good round-trip deal | $145 or less |
Good one-way deal | $129 or less |
Fly from
Fly to
Route
Depart
Return
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Sat 7/18
7:35 pm-9:52 pm
Nonstop3h 17m
Chicago O'Hare Intl
Wed 7/22
6:00 am-9:24 am
Nonstop2h 24m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 7/9
6:00 am-7:32 am
Nonstop2h 32m
Chicago O'Hare Intl
Mon 7/13
8:10 pm-11:44 pm
Nonstop2h 34m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 7/14
6:00 am-7:32 am
Nonstop2h 32m
Chicago O'Hare Intl
Tue 7/28
5:35 pm-9:00 pm
Nonstop2h 25m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 8/11
5:30 pm-7:22 pm
Nonstop2h 52m
Chicago O'Hare Intl
Thu 8/13
6:00 am-9:09 am
Nonstop2h 09m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 7/3
9:00 pm-10:48 pm
Nonstop2h 48m
Chicago O'Hare Intl
Wed 7/15
6:00 am-9:09 am
Nonstop2h 09m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Thu 7/2
7:30 pm-9:30 pm
Nonstop3h 00m
Chicago O'Hare Intl
Tue 7/7
6:00 am-9:17 am
Nonstop2h 17m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 6/16
7:00 am-8:29 am
Nonstop2h 29m
Chicago O'Hare Intl
Tue 6/16
3:53 pm-11:30 pm
1 stop6h 37m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Tue 9/8
7:35 pm-9:36 pm
Nonstop3h 01m
Chicago O'Hare Intl
Thu 9/17
6:00 am-9:23 am
Nonstop2h 23m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Mon 6/8
9:25 pm-10:58 pm
Nonstop2h 33m
Chicago O'Hare Intl
Tue 6/9
1:00 pm-4:22 pm
Nonstop2h 22m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 10/22
8:00 am-9:37 am
Nonstop2h 37m
Chicago O'Hare Intl
Sat 10/24
8:00 pm-11:22 pm
Nonstop2h 22m
Currently, January is the cheapest month in which you can book a flight from New York to Illinois (average of $200). Flying from New York to Illinois in May is currently the most expensive (average of $301). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s optimal to fly from New York to Illinois in the evening. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the afternoon.
The most flights from NYC to USIL are scheduled on a Wednesday (182 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).
Booking 76 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Travelers seeking maximum savings on their New York to Illinois flight should consider departing on Wednesday evenings when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$171 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$61 | Average$153 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$74 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$89 | Average$246 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$144 | Average$389 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$408 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$168 | Average$313 | FlexibilityNo cancel fee | On-time63% |