
Keep the following information in mind while searching for New York to Illinois flight deals. Data was last updated November 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $247 (Kiwi.com) |
One-way from | $129 (iWofly) |
Popular in | October |
Cheapest in | January |
Average price | $277 |
Good round-trip deal | $202 or less |
Good one-way deal | $150 or less |
Fly from
Fly to
Route
Depart
Return
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Tue 1/5
6:50 am-1:49 pm
1 stop7h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
NewarkChicago
EWR Newark - ORD Chicago O'Hare Intl
EWRORD
Newark
Mon 12/7
8:00 am-9:45 am
Nonstop2h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
New YorkChicago
LGA New York LaGuardia - ORD Chicago O'Hare Intl
LGAORD
New York LaGuardia
Wed 12/2
11:25 am-1:09 pm
Nonstop2h 44m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Tue 12/15
8:30 am-10:05 am
Nonstop2h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
NewarkChicago
EWR Newark - ORD Chicago O'Hare Intl
EWRORD
Newark
Tue 12/15
11:15 am-1:02 pm
Nonstop2h 47m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
New YorkChicago
LGA New York LaGuardia - ORD Chicago O'Hare Intl
LGAORD
New York LaGuardia
Thu 12/17
6:05 am-7:48 am
Nonstop2h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Tue 1/5
10:00 am-11:40 am
Nonstop2h 40m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
NewarkChicago
EWR Newark - ORD Chicago O'Hare Intl
EWRORD
Newark
Wed 11/25
8:30 pm-10:18 pm
Nonstop2h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Sat 1/30
12:55 pm-2:25 pm
Nonstop2h 30m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
New YorkChicago
LGA New York LaGuardia - ORD Chicago O'Hare Intl
LGAORD
New York LaGuardia
Fri 12/18
9:30 pm-11:15 pm
Nonstop2h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Everything you need to know about your flight from New York to Illinois
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Reza,Jun 2026
TPA - MDW
Find useful and relevant information for your journey from New York to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$44 | Average$172 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$74 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$135 | Average$240 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$425 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$173 | Average$417 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$183 | Average$345 | FlexibilityNo cancel fee | On-time63% |