
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (Super.com) |
One-way from | $71 (Super.com) |
Popular in | May |
Cheapest in | January |
Average price | $288 |
Good round-trip deal | $71 or less |
Good one-way deal | $39 or less |
Fly from
Fly to
Route
Depart
Return
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 8/4
4:00 pm-6:03 pm
Nonstop3h 03m
Chicago O'Hare Intl
Mon 8/10
5:40 pm-9:07 pm
Nonstop2h 27m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Fri 7/10
7:35 pm-9:52 pm
Nonstop3h 17m
Chicago O'Hare Intl
Mon 7/13
10:00 am-1:20 pm
Nonstop2h 20m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Fri 7/17
8:00 pm-9:55 pm
Nonstop2h 55m
Chicago O'Hare Intl
Thu 7/30
6:00 am-9:17 am
Nonstop2h 17m
NewarkChicago
EWR - ORD
EWRORD
Newark
Sun 5/24
6:00 am-7:42 am
Nonstop2h 42m
Chicago O'Hare Intl
Tue 5/26
5:00 am-8:13 am
Nonstop2h 13m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Tue 5/26
12:45 pm-2:30 pm
Nonstop2h 45m
Chicago O'Hare Intl
Fri 5/29
10:45 am-2:17 pm
Nonstop2h 32m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 10/20
3:00 pm-4:34 pm
Nonstop2h 34m
Chicago O'Hare Intl
Wed 10/21
7:00 am-10:08 am
Nonstop2h 08m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Tue 6/9
7:30 am-9:25 am
Nonstop2h 55m
Chicago O'Hare Intl
Thu 6/11
10:05 am-1:30 pm
Nonstop2h 25m
NewarkChicago
EWR - MDW
EWRMDW
Newark
Tue 7/28
6:00 am-9:08 am
1 stop4h 08m
Chicago Midway
Tue 8/4
6:05 am-2:14 pm
1 stop7h 09m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Tue 6/30
9:55 am-6:58 pm
1 stop7h 03m
Chicago O'Hare Intl
Wed 7/8
7:35 am-9:58 am
Nonstop4h 23m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 5/30
10:29 am-2:40 pm
1 stop5h 11m
Chicago O'Hare Intl
Tue 6/2
6:00 pm-9:25 pm
Nonstop2h 25m
Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights from USA to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, September is the cheapest month in which you can book a flight from USA to Chicago (average of $248). Flying from USA to Chicago in March is currently the most expensive (average of $319). 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.
A simple way to save on the total cost of your ticket is to fly from USA to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 21% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their USA to Chicago flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from US0 to CHI are scheduled on a Monday (127 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (96 on average).
About 15% of weekly flights between United States and Chicago have experienced delays in the past year, with the average delay time being 152 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.
Crew
Overall
Boarding
Entertainment
Food
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Overall
Boarding
Entertainment
Food
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Overall
Boarding
Entertainment
Food
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Overall
Boarding
Entertainment
Food
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Overall
Boarding
Entertainment
Food
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Overall
Boarding
Entertainment
Food
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$43 | Average$208 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$58 | Average$168 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$68 | Average$252 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$75 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$211 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$105 | Average$209 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$221 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$120 | Average$359 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$127 | Average$308 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$136 | Average$305 | FlexibilityNo cancel fee | On-time71% |