When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 48 days in advance, which can save you up to 76% on flights from USA to Chicago compared to booking the week you need them. Waiting 48 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $302. For sooner than that we have options available in the next 3 days from $415.
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Chicago. Flights to Chicago from USA in February are about $268 on average during February, but can be found for as low as $107.
When flying from USA to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$39 - $58
Route
Depart
Return
Price
New York LaGuardiaChicago O'Hare Intl
LGA - ORD
LGAORD
New York LaGuardia
Wed 5/29
Nonstop2h 39m
Chicago O'Hare Intl
Tue 6/4
Nonstop2h 09m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/7
Nonstop2h 28m
Chicago O'Hare Intl
Tue 5/14
Nonstop2h 29m
New York LaGuardiaChicago O'Hare Intl
LGA - ORD
LGAORD
New York LaGuardia
Wed 5/29
Nonstop2h 39m
Chicago O'Hare Intl
Wed 6/5
Nonstop2h 18m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Sat 5/11
Nonstop2h 28m
Chicago O'Hare Intl
Sat 5/18
Nonstop2h 29m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/7
Nonstop2h 23m
Chicago O'Hare Intl
Wed 5/8
Nonstop2h 29m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Wed 5/8
Nonstop2h 26m
Chicago O'Hare Intl
Wed 5/15
Nonstop2h 29m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/14
Nonstop2h 23m
Chicago O'Hare Intl
Wed 5/15
Nonstop2h 37m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/14
Nonstop2h 23m
Chicago O'Hare Intl
Wed 5/15
Nonstop2h 29m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/7
Nonstop2h 23m
Chicago O'Hare Intl
Wed 5/8
Nonstop2h 37m
No data available for this route at this time. Please check back soon.
Comfort
Crew
Food
Overall
Entertainment
Boarding
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Comfort
Crew
Food
Overall
Entertainment
Boarding
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Comfort
Crew
Food
Overall
Entertainment
Boarding
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Comfort
Crew
Food
Overall
Entertainment
Boarding
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Comfort
Crew
Food
Overall
Entertainment
Boarding
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Comfort
Crew
Food
Overall
Entertainment
Boarding
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
11%of flight departures | Early morningMidnight to 6 am |
---|---|
39%of flight departures | Morning6 am to noon |
35%of flight departures | AfternoonNoon to 6 pm |
15%of flight departures | Evening6 pm to midnight |
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