LGA offers free Wi-Fi with a strong signal throughout, perfect for accessing digital boarding passes and staying connected from check-in to boarding.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $110 (Mytrip) |
One-way from | $64 (Trip.com) |
Popular in | December |
Cheapest in | January |
Average price | $309 |
Good round-trip deal | $82 or less |
Good one-way deal | $58 or less |
Fly from
Fly to
Route
Depart
Return
Price
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Thu 11/20
1:00 pm-12:13 am
1 stop12h 13m
Chicago Midway
Thu 12/4
2:16 pm-12:07 am
1 stop8h 51m
NewarkChicago
EWR - MDW
EWRMDW
Newark
Thu 12/4
10:30 pm-10:12 pm
1 stop24h 42m
Chicago Midway
Sun 12/7
7:44 am-10:45 am
Nonstop2h 01m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Sat 11/15
8:35 am-10:00 am
Nonstop2h 25m
Chicago Midway
Mon 11/17
7:15 pm-10:20 pm
Nonstop2h 05m
NewarkChicago
EWR - MDW
EWRMDW
Newark
Sun 11/23
10:13 am-11:42 am
Nonstop2h 29m
Chicago Midway
Tue 12/2
2:49 pm-1:10 am
1 stop9h 21m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 12/11
6:00 am-7:30 am
Nonstop2h 30m
Chicago Midway
Wed 1/21
6:05 am-9:10 am
Nonstop2h 05m
NewarkChicago
EWR - MDW
EWRMDW
Newark
Thu 11/27
10:13 am-11:42 am
Nonstop2h 29m
Chicago Midway
Thu 12/4
7:44 am-10:45 am
Nonstop2h 01m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Wed 11/12
9:10 am-10:40 am
Nonstop2h 30m
Chicago Midway
Wed 11/12
7:15 pm-10:20 pm
Nonstop2h 05m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Wed 11/12
9:10 am-10:40 am
Nonstop2h 30m
Chicago Midway
Fri 11/14
6:15 pm-9:25 pm
Nonstop2h 10m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 11/11
9:55 pm-11:20 pm
Nonstop2h 25m
Chicago Midway
Wed 11/12
7:15 pm-10:20 pm
Nonstop2h 05m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 12/4
3:30 pm-10:35 pm
1 stop8h 05m
Chicago Midway
Sun 12/7
6:15 pm-9:25 pm
Nonstop2h 10m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*2 stars |
The price you pay for your flight from New York to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 57 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, November is the cheapest month in which you can book a flight from New York to Chicago Midway Airport (average of $54). Flying from New York to Chicago Midway Airport in August is currently the most expensive (average of $194). 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 Chicago Midway Airport in the evening. By choosing this option you can save up to 52% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their New York to Chicago Midway Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Food
Crew
Comfort
Overall
Boarding
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Comfort
Overall
Boarding
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Comfort
Overall
Boarding
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Comfort
Overall
Boarding
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Comfort
Overall
Boarding
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Comfort
Overall
Boarding
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$221 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$92 | Average$161 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$156 | Average$275 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$187 | Average$368 | FlexibilityNo cancel fee | On-timeN/A |