United's Economy Plus offers extra legroom, perfect for added comfort on short flights.
Prepay checked bags on United to save on fees; ideal for budget-conscious travelers.
Round-trip from | $129 (Cheapflightsfares) |
---|---|
One-way from | $70 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $212 |
Good round-trip deal | $218 or less |
Good one-way deal | $134 or less |
Fly from
Fly to
Route
Depart
Return
Price
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 10/8
3:29 pm-5:13 pm
Nonstop2h 44m
Chicago O'Hare Intl
Wed 10/15
11:13 am-2:08 pm
Nonstop1h 55m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Sat 11/1
8:15 am-9:40 am
Nonstop2h 25m
Chicago Midway
Wed 11/5
6:00 am-9:00 am
Nonstop2h 00m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 9/30
6:15 pm-10:25 pm
1 stop5h 10m
Chicago Midway
Wed 10/1
8:35 am-2:55 pm
1 stop5h 20m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 10/21
12:45 pm-7:25 pm
1 stop7h 40m
Chicago Midway
Wed 10/22
5:55 pm-11:10 pm
1 stop4h 15m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 11/7
9:15 pm-10:57 pm
Nonstop2h 42m
Chicago O'Hare Intl
Tue 11/11
2:00 pm-5:07 pm
Nonstop2h 07m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 10/29
9:15 pm-10:57 pm
Nonstop2h 42m
Chicago O'Hare Intl
Sun 11/2
5:00 am-8:07 am
Nonstop2h 07m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 10/24
8:45 pm-10:26 pm
Nonstop2h 41m
Chicago O'Hare Intl
Wed 10/29
6:00 am-9:07 am
Nonstop2h 07m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 12/10
6:00 am-9:36 am
1 stop4h 36m
Chicago O'Hare Intl
Wed 12/17
12:00 pm-3:11 pm
Nonstop2h 11m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Wed 10/22
9:45 pm-11:10 pm
Nonstop2h 25m
Chicago Midway
Sat 10/25
5:50 pm-8:55 pm
Nonstop2h 05m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 10/30
6:25 am-7:45 am
Nonstop2h 20m
Chicago Midway
Tue 11/4
8:25 am-11:30 am
Nonstop2h 05m
The best time to book flights from New York LaGuardia Airport to Chicago is 70 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, August is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago (average of $245). Flying from New York LaGuardia Airport to Chicago in March is currently the most expensive (average of $321). 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 LaGuardia Airport to Chicago in the evening. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their New York LaGuardia Airport to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from LGA to CHI are scheduled on a Wednesday (81 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 on average).
Overall
Comfort
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Comfort
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Comfort
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Comfort
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Comfort
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Comfort
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$70 | Average$181 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$96 | Average$350 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$114 | Average$229 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$140 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$147 | Average$270 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$149 | Average$296 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$154 | Average$259 | FlexibilityNo cancel fee | On-time63% |