Find cheap flights to Chicago

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Cheapest flights to Chicago airports

Find the cheapest flights to these Chicago airports from your nearest city or airport
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When is the best time to fly to Chicago?

What is the cheapest month to fly to Chicago?

Travelling from most locations, it is best to book your flight to Chicago during the month of March for the best deal, although there are other times of the year which offer great deals as well.

When is the best time to book a flight to Chicago?

From most locations, to find the best deals on airfare, our data shows that users booking 60 days before flying found the cheapest flight to Chicago.

What is the cheapest day to depart on your flight to Chicago?

Most of our users find that booking their departure to Chicago on a Thursday is the cheapest. Conversely, departing on a Sunday seems to be the most expensive.

What is the cheapest time of day to fly to Chicago?

Our data shows that the cheapest Chicago flights are usually those with afternoon departure times. midday flights are often costlier.


Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Quickest
Cheapest
TAP AIR PORTUGAL
10 Aug
DUB
Dublin
26h 45m
1 stop
ORD
Chicago O'Hare Intl
20 Aug
ORD
Chicago O'Hare Intl
18h 35m
1 stop
DUB
Dublin
Delta
4 Sep
DUB
Dublin
11h 20m
1 stop
ORD
Chicago O'Hare Intl
11 Sep
ORD
Chicago O'Hare Intl
13h 21m
2 stops
DUB
Dublin
Multiple Airlines
17 Sep
DUB
Dublin
11h 20m
1 stop
ORD
Chicago O'Hare Intl
20 Sep
ORD
Chicago O'Hare Intl
21h 20m
1 stop
DUB
Dublin
KLM
17 Sep
DUB
Dublin
11h 20m
1 stop
ORD
Chicago O'Hare Intl
20 Sep
ORD
Chicago O'Hare Intl
13h 00m
1 stop
DUB
Dublin
Lufthansa
3 Sep
DUB
Dublin
12h 45m
1 stop
ORD
Chicago O'Hare Intl
8 Sep
ORD
Chicago O'Hare Intl
7h 40m
DUB
Dublin
SWISS
11 Sep
ORK
Cork
28h 30m
1 stop
ORD
Chicago O'Hare Intl
25 Sep
ORD
Chicago O'Hare Intl
30h 45m
1 stop
ORK
Cork

Find the cheapest one-way flights to Chicago

If you're looking for one-way flights to Chicago, view some of our deals below provided by TAP AIR PORTUGAL and Icelandair
Quickest
Cheapest
Multiple Airlines
5 Jun
DUB
Dublin
35h 20m
2 stops
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
28 May
DUB
Dublin
26h 45m
1 stop
ORD
Chicago O'Hare Intl
Icelandair
17 Jun
DUB
Dublin
12h 05m
1 stop
ORD
Chicago O'Hare Intl

Here you can see a selection of the most popular and cheapest airlines for flights to Chicago

Here you can see a selection of the most popular and cheapest airlines for flights to Chicago

Airports near Chicago

Below you will find all the airports in Chicago along with their distance from the city centre

Popular routes to Chicago

Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration
Dublin to Chicago Flights
Fastest flight time
8h 10m
Cheapest price
273€
Cork to Chicago Flights
Fastest flight time
16h 45m
Cheapest price
313€
Milltown (Kerry) to Chicago Flights
Fastest flight time
14h 10m
Cheapest price
467€
Shannon to Chicago Flights
Fastest flight time
12h 16m
Cheapest price
489€
View more

Start planning your trip to Chicago