Cheap flights from Chicago from $249

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 $249
Average price $260
Popular airline Frontier
Cheap month October
High season June
Best getaway departing: Sunday, returning: Saturday
Best time to buy 60 days in advance

Cheapest flights to popular destinations from Chicago

From Chicago to Kansas City from $249
Price found 32 hours ago

From Chicago to Belgrade from $408
Price found 5 hours ago

From Chicago to Berlin from $413
Price found 8 hours ago

From Chicago to Florence from $429
Price found 10 hours ago

See more routes

Last offers from Chicago

From - Destination Airlines Date Price
Chicago (MDW)
Kansas City (MCI)
Frontier 14 March $249

32 hours ago

Chicago (ORD)
Frankfurt am Main (FRA)
Condor 16 March $282

14 hours ago

Chicago (ORD)
Stuttgart (ZWS)
Condor 16 March $313

12 hours ago

Chicago (ORD)
Leipzig (XIT)
Condor 16 March $313

11 hours ago

Chicago (ORD)
Düsseldorf (QDU)
Condor 16 March $313

11 hours ago

Last offers from Chicago round trip

From - Destination Airlines Go - Return Price
Chicago (ORD)
Barcelona (BCN)
Condor 30 April
14 May

7 hours ago

Chicago (ORD)
Madrid (MAD)
Condor 30 April
14 May

4 hours ago

Chicago (ORD)
Helsinki (HEL)
Condor 30 April
14 May

7 hours ago

Chicago (ORD)
Paris (CDG)
Condor 30 April
14 May

5 hours ago

Chicago (ORD)
Copenhagen (CPH)
Condor 30 April
14 May

10 hours ago

Cheapest airlines in Chicago

Code Airline % Searches % being the cheapest
NK Spirit Airlines 18.8 44.2
F9 Frontier 14.0 41.1
PD Porter 1.0 38.5
Y4 Volaris 10.9 29.7
SK SAS 22.7 26.5
VB VivaAerobus 8.4 25.2
CM Copa 10.3 21.5
TP TAP 53.6 19.1
AA American Airlines 91.2 16.3
G4 Allegiant Air 1.3 15.1
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 best (cheapest) month to travel from Chicago is October.

Which is the most expensive month to fly from Chicago?

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 Sunday.

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

Booking 60 days before you get 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.
0 %20 %40 %60 %54 %Frontier20 %Spirit Airlines14 %VivaAerobus12 %Allegiant Air

Tops routes with origin Chicago

Top origins close to Chicago

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