Cheap flights from Chicago from $269

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 $269
Average price $214
Popular airline Frontier Airlines
Cheap month January
High season December
Best getaway departing: Friday, returning: Sunday
Best time to buy 240 days in advance

Cheapest flights to popular destinations from Chicago

From Chicago to Medellin from $269
Price found 2 days ago

From Chicago to Frankfurt am Main from $515
Price found 2 hours ago

From Chicago to Amsterdam from $577
Price found 7 days ago

From Chicago to Hamburg from $580
Price found 8 hours ago

See more routes

Last offers from Chicago

From - Destination Airlines Date Price
Chicago (ORD)
Medellin (MDE)		 Copa 27 November $269

2 days ago
Chicago (ORD)
Brussels (BRU)		 Condor 19 October $480

2 days ago
Chicago (ORD)
Frankfurt am Main (FRA)		 Condor 19 October $515

2 hours ago
Chicago (ORD)
Munich (MUC)		 Condor 19 October $559

9 hours ago
Chicago (ORD)
Amsterdam (AMS)		 Condor 19 October $580

7 days ago

Last offers from Chicago round trip

From - Destination Airlines Go - Return Price
Chicago (ORD)
Shanghai (PVG)		 Condor 17 May
19 May		 $1,360

2 hours ago
Chicago (ORD)
Madrid (MAD)		 Condor 25 May
11 June		 $969

9 hours ago
Chicago (ORD)
Miami (MIA)		 Frontier 24 November
29 November		 $320

10 hours ago
Chicago (ORD)
Barcelona (BCN)		 Condor 4 June
6 June		 $571

5 hours ago
Chicago (MDW)
Orlando (MCO)		 Frontier 24 November
29 November		 $392

10 hours ago

Show more offers

Cheapest airlines in Chicago

Code Airline % Searches % being the cheapest
F9 Frontier Airlines 23.3 56.7
Y4 Volaris 10.0 32.5
PD Porter Airlines 3.2 31.9
VB VivaAerobus 7.6 23.7
SK SAS 32.2 21.5
TP TAP 47.1 21.1
G4 Allegiant Air 2.0 18.8
CX Cathay 2.0 15.3
CM Copa Airlines 8.8 14.4
FI Icelandair 17.2 13.8
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$424Jan$491Feb$504Mar$457Apr$559May$676Jun$611Jul$517Aug$578Sep$441Oct$572Nov$1,087Dec

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.
$400$600$800$1,000$795Sunday$859Monday$667Tuesday$680Wednesday$602Thursday$623Friday$702Saturday

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

Booking 240 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 %50 %43 %Frontier Airlines13 %Porter Airlines

Tops routes with origin Chicago

Top origins close to Chicago

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