Cheap flights from Chicago from $205

Compare flights from Chicago and book wherever you prefer

We compare all the airline and agency websites to find the cheapest flight with origin in Chicago. Find your flight from Chicago using Trabber and book it directly on the website with the best price, saving time and money.

Information about flights from Chicago

Minimum price $205
Average price $597
Cheap month November
High season June
Best getaway departing: Wednesday, returning: Thursday
Best time to buy 80 days in advance

Cheapest flights to popular destinations from Chicago

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Last offers from Chicago

From - Destination Airlines Date Price
Chicago (MDW)
Guanajuato (BJX)
Volaris 21 June $205

5 days ago

Cheapest airlines in Chicago

Code Airline % Searches % being the cheapest
Y4 Volaris 47.2 79.2
PD Porter 2.2 70.1
F9 Frontier 24.6 64.9
SK SAS 1.6 59.1
WN Southwest Airlines 7.5 50.9
NK Spirit Airlines 13.3 48.5
CM Copa 1.4 36.9
VB VivaAerobus 3.2 36.5
KL KLM 11.3 31.4
TP TAP 3.5 26.2
Overall ranking and explanation

Frequently asked questions about flights from Chicago

How many airports are there in Chicago?

The closest airports to the city center are Midway, O'Hare, Chicago Executive, DuPage, Porter County Regional and Michigan City Municipal.

What is the cheapest month to fly from Chicago?

The cheapest month to fly from Chicago is November.
$0$2,000$4,000$407Jan$500Feb$334Mar$326Apr$265May$2,515Jun$449Jul$407Aug$800Sep$210Oct$163Nov$831Dec

In which month do plane tickets from Chicago reach higher prices?

The most expensive time to fly from Chicago is June.

What is the day of the week when flights from Chicago have the lowest prices?

The cheapest day of the week to fly from Chicago is Monday.
$0$500$1,000$1,500$835Sunday$446Monday$1,107Tuesday$572Wednesday$657Thursday$627Friday$487Saturday

How far in advance is it advisable to book a flight from Chicago?

Booking 80 days before you get the best price from Chicago.

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