Cheap flights from Chicago
We are watching 51 routes out of Chicago. The cheapest fare we can vouch for today is €44, and for each one we say whether today is a good moment or you should wait.
The booking happens on our partner site. The price you see there is the price you pay; they pay us, you do not.
Where to fly from Chicago
Tue
20 Oct
Chicago → Fort Lauderdale
Frontier Airlines Based on 443 observations ✈ Direct
€44
Sun
25 Oct
Chicago → Minneapolis
American Airlines Based on 111 observations ✈ Direct
€45
Wed
4 Nov
Chicago → Cleveland
United Airlines Based on 89 observations ✈ Direct
€48
Thu
29 Oct
Chicago → St Louis
United Airlines Based on 66 observations ✈ Direct
€49
Sun
25 Oct
Chicago → Atlanta
Frontier Airlines Based on 220 observations ✈ Direct
€51
Thu
29 Oct
Chicago → San Francisco
Frontier Airlines Based on 104 observations 1 stop
€51
Thu
5 Nov
Chicago → Philadelphia
Frontier Airlines Based on 56 observations ✈ Direct
€59
Tue
3 Nov
Chicago → Houston
Frontier Airlines Based on 102 observations 1 stop
€60
Wed
7 Oct
Chicago → Indianapolis
Frontier Airlines Based on 18 observations 1 stop
€62
Wed
28 Oct
Chicago → Tampa
Frontier Airlines Based on 136 observations 1 stop
€63
Mon
19 Oct
Chicago → Denver
Frontier Airlines Based on 39 observations ✈ Direct
€64
Sun
18 Oct
Chicago → Los Angeles
Frontier Airlines Based on 206 observations ✈ Direct
€73
Mon
19 Oct
Chicago → Baltimore
Frontier Airlines Based on 43 observations ✈ Direct
€77
Thu
19 Nov
Chicago → Boston
American Airlines Based on 216 observations ✈ Direct
€78
Thu
22 Oct
Chicago → Ontario
Frontier Airlines Based on 105 observations 1 stop
€85
Fri
9 Oct
Chicago → Quincy
Contour Airlines Based on 13 observations ✈ Direct
€85
Sat
7 Nov
Chicago → Omaha
Frontier Airlines Based on 18 observations 1 stop
€87
Wed
14 Oct
Chicago → Washington
Frontier Airlines Based on 48 observations 1 stop
€88
Sun
6 Dec
Chicago → San Juan
Frontier Airlines Based on 23 observations 1 stop
€94
Sat
7 Nov
Chicago → Jacksonville
Frontier Airlines Based on 14 observations 1 stop
€96
Thu
19 Nov
Chicago → Las Vegas
Frontier Airlines Based on 350 observations ✈ Direct
€97
Fri
16 Oct
Chicago → New Haven
Avelo Airlines Based on 11 observations ✈ Direct
€97
Tue
27 Oct
Chicago → New Orleans
Frontier Airlines Based on 68 observations 1 stop
€98
Wed
16 Dec
Chicago → Miami
Frontier Airlines Based on 283 observations 1 stop
€100
Sun
4 Oct
Chicago → Nashville
United Airlines Based on 57 observations ✈ Direct
€101
Sat
5 Dec
Chicago → Mexico City
Viva Aerobus Based on 54 observations 1 stop
€107
Sat
10 Oct
Chicago → Cincinnati / Covington
Frontier Airlines Based on 8 observations 1 stop
€108
Tue
17 Nov
Chicago → New York
Frontier Airlines Based on 373 observations 1 stop
€109
Tue
6 Oct
Chicago → Dallas-Fort Worth
Frontier Airlines Based on 61 observations 1 stop
€114
Fri
23 Oct
Chicago → Phoenix
Frontier Airlines Based on 22 observations 1 stop
€116
Sat
5 Dec
Chicago → Acapulco
Volaris Based on 16 observations 1 stop
€116
Wed
21 Oct
Chicago → Austin
Frontier Airlines Based on 152 observations 1 stop
€118
Fri
16 Oct
Chicago → San Antonio
Southwest Airlines Based on 11 observations ✈ Direct
€128
Fri
23 Oct
Chicago → Seattle
Frontier Airlines Based on 179 observations 1 stop
€132
Wed
11 Nov
Chicago → Cancún
Volaris Based on 46 observations 1 stop
€159
Sat
19 Dec
Chicago → San Diego
American Airlines Based on 22 observations ✈ Direct
€171
Sat
3 Oct
Chicago → Honolulu
Hawaiian Airlines Based on 169 observations ✈ Direct
€175
Thu
5 Nov
Chicago → Manchester
Icelandair Based on 14 observations 1 stop
€197
Tue
8 Dec
Chicago → Krakow
Icelandair Based on 9 observations 2 stops
€242
Sun
8 Nov
Chicago → Montego Bay
United Airlines Based on 12 observations ✈ Direct
€245
Mon
12 Oct
Chicago → Paris
Icelandair Based on 35 observations ✈ Direct
€252
Tue
20 Oct
Chicago → London
Norse Atlantic UK Based on 35 observations ✈ Direct
€266
Thu
3 Dec
Chicago → Alicante
Icelandair Based on 8 observations 2 stops
€266
Thu
3 Dec
Chicago → Warsaw
Icelandair Based on 37 observations 2 stops
€270
Sat
28 Nov
Chicago → Rome
FI Based on 17 observations 1 stop
€271
Fri
4 Dec
Chicago → Istanbul
Icelandair Based on 91 observations 2 stops
€286
Tue
29 Dec
Chicago → Madrid
American Airlines Based on 28 observations 1 stop
€287
Wed
18 Nov
Chicago → Athens
Icelandair Based on 8 observations 3 stops
€333
Sun
15 Nov
Chicago → Yerevan
Icelandair Based on 11 observations 3 stops
€346
Wed
2 Dec
Chicago → Frankfurt
F9 Based on 8 observations 3 stops
€373
Wed
23 Dec
Chicago → Vilnius
Air Canada Based on 31 observations 2 stops
€381
Price drops on Telegram
When a route drops below its usual price we post it to the channel: one message per drop, no spam, leave any time.
Save €200+ on every trip
Five minutes of setup, and it works on every flight after this one.