When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 56 days in advance, which can save you up to 102% on flights from USA to Chicago compared to booking the week you need them. Waiting 56 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 $276. For sooner than that we have options available in the next 3 days from $423.
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 $262 on average during February, but can be found for as low as $81.
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
$50 - $147
Route
Depart
Return
Price
New York LaGuardiaChicago O'Hare Intl
LGA - ORD
LGAORD
New York LaGuardia
Wed 6/5
Nonstop2h 38m
Chicago O'Hare Intl
Wed 6/12
Nonstop1h 57m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/4
1 stop10h 17m
Chicago O'Hare Intl
Wed 6/5
Nonstop2h 29m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/4
1 stop12h 03m
Chicago O'Hare Intl
Wed 6/5
Nonstop2h 29m
New York LaGuardiaChicago O'Hare Intl
LGA - ORD
LGAORD
New York LaGuardia
Tue 6/11
Nonstop2h 38m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 18m
New York LaGuardiaChicago O'Hare Intl
LGA - ORD
LGAORD
New York LaGuardia
Wed 6/5
Nonstop2h 38m
Chicago O'Hare Intl
Tue 6/11
1 stop14h 15m
New York LaGuardiaChicago O'Hare Intl
LGA - ORD
LGAORD
New York LaGuardia
Wed 5/29
1 stop7h 16m
Chicago O'Hare Intl
Tue 6/4
1 stop9h 18m
New York John F Kennedy IntlChicago O'Hare Intl
JFK - ORD
JFKORD
New York John F Kennedy Intl
Wed 6/12
Nonstop2h 57m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 25m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/4
Nonstop2h 55m
Chicago O'Hare Intl
Tue 6/11
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Sat 6/1
Nonstop3h 13m
Chicago O'Hare Intl
Wed 6/5
Nonstop2h 26m
No data available for this route at this time. Please check back soon.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
10%of flight departures | Early morningMidnight to 6 am |
---|---|
37%of flight departures | Morning6 am to noon |
36%of flight departures | AfternoonNoon to 6 pm |
17%of flight departures | Evening6 pm to midnight |
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