Cheap flights to Chicago
We are watching 27 routes into Chicago. The cheapest fare we can vouch for today is €27, and for each one we say whether today is a good moment or you should wait.
Flights to Chicago from New York and nearby
From everywhere else
Thu
15 Oct
Fort Lauderdale → Chicago
Allegiant Air Based on 79 observations ✈ Direct
€27
Wed
14 Oct
Denver → Chicago
Frontier Airlines Based on 37 observations ✈ Direct
€46
Tue
10 Nov
Minneapolis → Chicago
United Airlines Based on 52 observations ✈ Direct
€50
Wed
7 Oct
Las Vegas → Chicago
Frontier Airlines Based on 45 observations ✈ Direct
€50
Sat
24 Oct
Los Angeles → Chicago
Frontier Airlines Based on 55 observations ✈ Direct
€61
Tue
3 Nov
Miami → Chicago
Southwest Airlines Based on 62 observations ✈ Direct
€64
Thu
15 Oct
Baltimore → Chicago
Frontier Airlines Based on 43 observations ✈ Direct
€69
Sat
10 Oct
Boston → Chicago
jetBlue Based on 83 observations ✈ Direct
€79
Tue
27 Oct
San Juan → Chicago
Frontier Airlines Based on 28 observations 1 stop
€79
Tue
24 Nov
Phoenix → Chicago
Frontier Airlines Based on 13 observations ✈ Direct
€79
Wed
11 Nov
San Francisco → Chicago
Frontier Airlines Based on 35 observations 1 stop
€88
Tue
27 Oct
Washington → Chicago
Southwest Airlines Based on 56 observations ✈ Direct
€93
Sat
28 Nov
Houston → Chicago
Frontier Airlines Based on 21 observations ✈ Direct
€104
Fri
25 Sep
Dallas-Fort Worth → Chicago
Contour Airlines Based on 14 observations 1 stop
€110
Sat
24 Oct
San Diego → Chicago
Frontier Airlines Based on 12 observations 1 stop
€115
Tue
29 Sep
Seattle → Chicago
Hawaiian Airlines Based on 34 observations ✈ Direct
€123
Wed
2 Dec
Mexico City → Chicago
Viva Aerobus Based on 13 observations 1 stop
€138
Tue
29 Sep
Memphis → Chicago
American Airlines Based on 26 observations ✈ Direct
€192
Mon
21 Sep
Kingston → Chicago
Air Canada Based on 10 observations 1 stop
€209
Sun
27 Sep
St Louis → Chicago
Southwest Airlines Based on 54 observations ✈ Direct
€215
Fri
13 Nov
San José → Chicago
jetBlue Based on 30 observations 1 stop
€234
Tue
29 Sep
Cairo → Chicago
Egyptair Based on 8 observations ✈ Direct
€355
Tue
10 Nov
Istanbul → Chicago
American Airlines Based on 24 observations ✈ Direct
€369
Mon
26 Oct
Warsaw → Chicago
Turkish Airlines Based on 12 observations ✈ Direct
€376
Wed
28 Oct
London → Chicago
Icelandair Based on 26 observations 1 stop
€385
Thu
15 Oct
Vilnius → Chicago
Icelandair Based on 16 observations 1 stop
€385
Where to stay in Chicago
Real availability for the nights around the cheapest fare above.
See places to staySave €200+ on every trip
Five minutes of setup, and it works on every flight after this one.
