Cheap flights from Chicago from $529

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

Current minimum price $529
Average price $215
Popular airline Frontier Airlines
Cheap month January
High season December
Best getaway departing: Friday, returning: Sunday
Best time to buy 330 days in advance

Cheapest flights to popular destinations from Chicago

From Chicago to Rome from $540
Price found 17 hours ago

From Chicago to London from $550
Price found 16 hours ago

From Chicago to Paris from $550
Price found 17 hours ago

From Chicago to Barcelona from $563
Price found 15 hours ago

See more routes

Last offers from Chicago

From - Destination Airlines Date Price
Chicago (ORD)
Ibiza Town (IBZ)		 Condor 20 October $529

13 hours ago
Chicago (ORD)
Milan (MXP)		 Condor 20 October $540

18 hours ago
Chicago (ORD)
Rome (FCO)		 Condor 20 October $540

17 hours ago
Chicago (ORD)
Venice (VCE)		 Condor 20 October $540

14 hours ago
Chicago (ORD)
Corfu (CFU)		 Condor 20 October $540

10 hours ago

Last offers from Chicago round trip

From - Destination Airlines Go - Return Price
Chicago (ORD)
Shanghai (PVG)		 Condor 10 May
21 May		 $1,450

13 hours ago
Chicago (ORD)
Barcelona (BCN)		 Condor 18 May
20 May		 $740

15 hours ago
Chicago (ORD)
Madrid (MAD)		 Condor 25 May
22 June		 $1,118

14 hours ago
Chicago (ORD)
Milan (MXP)		 Condor 18 May
20 May		 $740

18 hours ago
Chicago (ORD)
Istanbul (IST)		 Condor 19 June
19 July		 $1,780

15 hours ago

Show more offers

Cheapest airlines in Chicago

Code Airline % Searches % being the cheapest
F9 Frontier Airlines 22.8 56.4
PD Porter Airlines 3.1 33.8
Y4 Volaris 9.9 33.4
VB VivaAerobus 7.4 24.9
TP TAP 47.3 21.5
SK SAS 31.9 21.5
G4 Allegiant Air 2.1 18.8
CX Cathay 2.0 15.3
FI Icelandair 17.3 14.0
CM Copa Airlines 8.9 13.5
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, DuPage, Porter County Regional and Michigan City Municipal.

What is the cheapest month to fly from Chicago?

The best (cheapest) month to travel from Chicago is January.
$0$500$1,000$1,500$427Jan$493Feb$500Mar$457Apr$561May$694Jun$615Jul$520Aug$582Sep$500Oct$573Nov$1,094Dec

Which is the most expensive month to fly from Chicago?

The most expensive time to fly from Chicago is December.

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 Thursday.
$600$800$1,000$792Sunday$863Monday$675Tuesday$666Wednesday$615Thursday$632Friday$712Saturday

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

Booking 330 days in advance gets you the best price from Chicago.

Which airline has the cheapest fares for the from Chicago flight?

The cheapest prices from Chicago are usually offered by Frontier Airlines.
10 %20 %30 %40 %38 %Frontier Airlines15 %Porter Airlines

Tops routes with origin Chicago

Top origins close to Chicago

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