Home / Cheap flights / Chicago

Last updated :

Cheap flights from Chicago

Cheap flights from Chicago. Every error fare is verified and bookable.
Source: Faro data, updated on 14/11/2026.

Key point: According to Faro data (2025), error fares offer an average 55% discount. Prices are verified every 30 minutes.

Deals active from Chicago

Cheap flights from Chicago. Every error fare is verified and bookable.
Price seen just now -52%
Chicago (CHI) → 🇺🇸 Memphis (MEM)
16 déc – 21 déc ·5 days
$140 $288
Book →
Price seen just now -51%
Chicago (CHI) → 🇺🇸 Anchorage (ANC)
7 mar – 10 mar ·3 days
$300 $606
Book →
Price seen just now -51%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
6 déc – 9 déc ·3 days
$109 $225
Book →
Price seen 4h ago -50%
Chicago (CHI) → 🇺🇸 Minneapolis (MSP)
22 fév – 23 fév ·1 days
$122 $243
Book →
Price seen 6h ago -50%
Chicago (CHI) → 🇺🇸 Minneapolis (MSP)
23 fév – 23 fév
$121 $244
Book →
Price seen 2h ago -48%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
5 déc – 7 déc ·2 days
$144 $276
Book →
Price seen just now -46%
Chicago (CHI) → 🇹🇭 Phuket (HKT)
10 fév – 17 fév ·7 days
$551 $1,017
Book →
Price seen just now -45%
Chicago (CHI) → 🇺🇸 Flint (FNT)
4 déc – 11 déc ·7 days
$183 $327
Book →
Price seen 2h ago -45%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
5 déc – 7 déc ·2 days
$143 $255
Book →
Price seen just now -45%
Chicago (CHI) → 🇮🇩 Jakarta (JKT)
14 mar – 26 mar ·12 days
$536 $969
Book →
Price seen 5h ago -44%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
7 déc – 10 déc ·3 days
$126 $225
Book →
Price seen just now -44%
Chicago (CHI) → 🇺🇸 Miami (MIA)
2 jan – 11 jan ·9 days
$134 $240
Book →
Price seen 3h ago -44%
Chicago (CHI) → 🇺🇸 Miami (MIA)
12 déc – 19 déc ·7 days
$134 $240
Book →
Price seen just now -43%
Chicago (CHI) → 🇺🇸 Shreveport (SHV)
22 jan – 24 jan ·2 days
$283 $492
Book →
Price seen just now -43%
Chicago (CHI) → 🇪🇬 Hurghada (HRG)
9 déc – 19 déc ·10 days
$569 $1,007
Book →
Price seen 4h ago -42%
Chicago (CHI) → 🇨🇳 Shenyang (SHE)
7 jan – 8 mar ·60 days
$612 $1,051
Book →
Price seen just now -41%
Chicago (CHI) → 🇵🇭 Cebu (CEB)
11 fév – 18 fév ·7 days
$539 $913
Book →
Price seen just now -40%
Chicago (CHI) → 🇻🇳 Ho Chi Minh (SGN)
18 avr – 6 jun ·49 days
$526 $878
Book →
Price seen just now -40%
Chicago (CHI) → 🇵🇭 Manille (MNL)
15 fév – 25 fév ·10 days
$489 $816
Book →
Price seen just now -40%
Chicago (CHI) → 🇺🇸 Nouvelle-Orléans (MSY)
20 mar – 27 mar ·7 days
$146 $240
Book →
BJX Price seen just now -40%
Chicago (CHI) → 🇲🇽 Leon (BJX)
7 mar – 28 mar ·21 days
$229 $375
Book →
Price seen just now -39%
Chicago (CHI) → 🇶🇦 Doha (DOH)
17 fév – 25 fév ·8 days
$814 $1,325
Book →
Price seen just now -38%
Chicago (CHI) → 🇺🇸 Fort Myers (FMY)
17 déc – 22 déc ·5 days
$218 $352
Book →
Price seen 2h ago -38%
Chicago (CHI) → 🇺🇸 Long Beach (LGB)
10 déc – 8 jan ·29 days
$272 $436
Book →
Price seen just now -38%
Chicago (CHI) → 🇨🇦 Toronto (YTO)
30 déc – 20 jan ·21 days
$200 $325
Book →
Price seen just now -38%
Chicago (CHI) → 🇨🇦 Toronto (YTO)
27 fév – 28 fév ·1 days
$200 $325
Book →
Price seen 7h ago -37%
Chicago (CHI) → 🇸🇦 Medine (MED)
27 fév – 3 mar ·4 days
$566 $893
Book →
Price seen just now -37%
Chicago (CHI) → 🇵🇦 Panama (PTY)
20 fév – 21 fév ·1 days
$426 $672
Book →
Price seen just now -36%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
20 fév – 21 fév ·1 days
$144 $226
Book →
Price seen just now -36%
Chicago (CHI) → 🇺🇸 Minneapolis (MSP)
22 déc – 24 déc ·2 days
$156 $243
Book →
Price seen 17h ago -36%
Chicago (CHI) → 🇲🇽 Tapachula (TAP)
19 jan – 2 fév ·14 days
$442 $697
Book →
DVO Price seen just now -35%
Chicago (CHI) → 🇵🇭 Davao (DVO)
18 jan – 25 jan ·7 days
$1,014 $1,547
Book →
Price seen just now -34%
Chicago (CHI) → 🇺🇸 Orlando (ORL)
9 jan – 17 jan ·8 days
$131 $197
Book →
Price seen 4h ago -34%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
10 déc – 8 jan ·29 days
$184 $276
Book →
Price seen just now -34%
Chicago (CHI) → 🇲🇽 Mexico (MEX)
27 fév – 28 fév ·1 days
$221 $338
Book →
Price seen just now -34%
Chicago (CHI) → 🇨🇴 Bogota (BOG)
27 fév – 28 fév ·1 days
$346 $527
Book →
Price seen just now -34%
Chicago (CHI) → 🇯🇲 Montego Bay (MBJ)
10 jan – 15 jan ·5 days
$333 $502
Book →
Price seen just now -33%
Chicago (CHI) → 🇺🇸 Long Beach (LGB)
9 déc – 12 déc ·3 days
$292 $432
Book →
Price seen just now -32%
Chicago (CHI) → 🇯🇲 Montego Bay (MBJ)
3 déc – 7 déc ·4 days
$343 $502
Book →
Price seen just now -32%
Chicago (CHI) → 🇨🇦 Edmonton (YEA)
2 déc – 6 jan ·35 days
$314 $462
Book →
Price seen just now -32%
Chicago (CHI) → 🇨🇳 Pekin (BJS)
15 mai – 24 mai ·9 days
$650 $963
Book →
Price seen just now -32%
Chicago (CHI) → 🇺🇸 Jacksonville (JAX)
1 jan – 4 jan ·3 days
$246 $363
Book →
Price seen just now -30%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
9 jan – 17 jan ·8 days
$158 $227
Book →
Price seen 2h ago -30%
Chicago (CHI) → 🇹🇭 Ko Samui (USM)
11 jan – 26 jan ·15 days
$865 $1,229
Book →
Price seen just now -30%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
9 déc – 12 déc ·3 days
$181 $254
Book →
Price seen just now -30%
Chicago (CHI) → 🇮🇹 Rome (ROM)
2 déc – 9 déc ·7 days
$489 $695
Book →
Price seen just now -30%
Chicago (CHI) → 🇲🇩 Chisinau (RMO)
30 déc – 20 jan ·21 days
$687 $975
Book →
Price seen just now -29%
Chicago (CHI) → 🇺🇸 Fort Myers (FMY)
13 mar – 21 mar ·8 days
$248 $352
Book →
Price seen just now -29%
Chicago (CHI) → 🇪🇬 Le Caire (CAI)
6 jan – 17 jan ·11 days
$500 $701
Book →
Price seen just now -28%
Chicago (CHI) → 🇲🇽 Morelia (MLM)
30 jan – 10 fév ·11 days
$328 $455
Book →
Price seen just now -28%
Chicago (CHI) → 🇮🇹 Venise (VCE)
12 déc – 19 déc ·7 days
$544 $753
Book →
Price seen just now -28%
Chicago (CHI) → 🇲🇩 Chisinau (RMO)
5 mar – 10 mar ·5 days
$705 $975
Book →
Price seen just now -28%
Chicago (CHI) → 🇧🇷 Rio de Janeiro (RIO)
21 jan – 25 jan ·4 days
$608 $840
Book →
Price seen just now -27%
Chicago (CHI) → 🇹🇭 Bangkok (BKK)
22 jan – 30 jan ·8 days
$607 $828
Book →
Price seen just now -27%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
12 déc – 15 déc ·3 days
$202 $278
Book →
Price seen 6h ago -27%
Chicago (CHI) → 🇺🇸 Nashville (BNA)
16 déc – 19 déc ·3 days
$168 $230
Book →
Price seen just now -27%
Chicago (CHI) → 🇺🇸 Miami (MIA)
5 déc – 8 déc ·3 days
$176 $241
Book →
Price seen just now -26%
Chicago (CHI) → 🇺🇿 Tachkent (TAS)
31 jan – 10 mar ·38 days
$811 $1,098
Book →
Price seen just now -26%
Chicago (CHI) → 🇲🇩 Chisinau (RMO)
12 fév – 16 fév ·4 days
$719 $975
Book →
Price seen just now -26%
Chicago (CHI) → 🇺🇸 Philadelphie (PHL)
15 déc – 20 déc ·5 days
$175 $238
Book →
Price seen 6h ago -25%
Chicago (CHI) → 🇧🇾 Minsk (MSQ)
10 déc – 26 jan ·47 days
$1,302 $1,729
Book →
Price seen just now -25%
Chicago (CHI) → 🇵🇱 Wroclaw (WRO)
2 déc – 23 déc ·21 days
$769 $1,014
Book →
Price seen just now -25%
Chicago (CHI) → 🇨🇷 San José (SJO)
5 jan – 11 jan ·6 days
$429 $575
Book →
Price seen just now -25%
Chicago (CHI) → 🇩🇪 Berlin (BER)
1 fév – 10 fév ·9 days
$602 $794
Book →
Price seen 2h ago -24%
Chicago (CHI) → 🇪🇨 Guayaquil (GYE)
29 jan – 14 fév ·16 days
$252 $333
Book →
Price seen 9h ago -24%
Chicago (CHI) → 🇹🇯 Dushanbe (DYU)
5 jan – 18 jan ·13 days
$1,108 $1,457
Book →
Price seen just now -23%
Chicago (CHI) → 🇮🇸 Reykjavik (REK)
12 jan – 19 jan ·7 days
$491 $634
Book →
Price seen just now -23%
Chicago (CHI) → 🇺🇸 Denver (DEN)
10 fév – 17 fév ·7 days
$163 $213
Book →
Price seen just now -23%
Chicago (CHI) → 🇷🇸 Belgrade (BEG)
16 fév – 23 fév ·7 days
$599 $781
Book →
Price seen 19h ago -22%
Chicago (CHI) → 🇨🇦 Edmonton (YEA)
1 déc – 5 jan ·35 days
$360 $463
Book →
Price seen just now -22%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
2 déc – 3 déc ·1 days
$170 $218
Book →
Price seen just now -21%
Chicago (CHI) → 🇫🇷 Paris (PAR)
8 jan – 15 jan ·7 days
$553 $694
Book →
Price seen just now -21%
Chicago (CHI) → 🇹🇿 Dar Es Salaam (DAR)
8 avr – 20 mai ·42 days
$1,025 $1,287
Book →
Price seen just now -21%
Chicago (CHI) → 🇺🇸 New York (NYC)
3 fév – 9 fév ·6 days
$211 $268
Book →
Price seen 6h ago -21%
Chicago (CHI) → 🇰🇿 Almaty (ALA)
16 jan – 15 fév ·30 days
$890 $1,121
Book →
Price seen 1h ago -21%
Chicago (CHI) → 🇳🇵 Katmandou (KTM)
12 jan – 26 jan ·14 days
$1,144 $1,442
Book →
Price seen 1h ago -21%
Chicago (CHI) → 🇲🇽 Mexico (MEX)
22 jan – 2 fév ·11 days
$266 $338
Book →
Price seen just now -21%
Chicago (CHI) → 🇹🇿 Dar Es Salaam (DAR)
4 fév – 18 mar ·42 days
$1,025 $1,290
Book →
Price seen just now -20%
Chicago (CHI) → 🇺🇸 Tampa (TPA)
17 fév – 1 mar ·12 days
$154 $193
Book →
Price seen just now -19%
Chicago (CHI) → 🇺🇸 Denver (DEN)
19 déc – 22 déc ·3 days
$172 $213
Book →
Price seen just now -19%
Chicago (CHI) → 🇰🇿 Almaty (ALA)
6 jan – 28 jan ·22 days
$919 $1,119
Book →
Price seen just now -19%
Chicago (CHI) → 🇿🇦 Le Cap (CPT)
27 mar – 3 avr ·7 days
$1,180 $1,458
Book →
Price seen just now -19%
Chicago (CHI) → 🇲🇽 Morelia (MLM)
23 jan – 6 fév ·14 days
$370 $455
Book →
Price seen just now -19%
Chicago (CHI) → 🇧🇾 Minsk (MSQ)
14 jan – 21 jan ·7 days
$1,407 $1,729
Book →
Price seen just now -18%
Chicago (CHI) → 🇺🇿 Samarkand (SKD)
25 fév – 25 mar ·28 days
$939 $1,145
Book →
Price seen just now -18%
Chicago (CHI) → 🇵🇭 Dipolog (DPL)
11 jan – 15 fév ·35 days
$692 $831
Book →
Price seen just now -18%
Chicago (CHI) → 🇲🇽 Cancun (CUN)
20 jan – 27 jan ·7 days
$305 $374
Book →
Price seen just now -18%
Chicago (CHI) → 🇷🇺 Ekaterinbourg (SVX)
14 jan – 3 fév ·20 days
$1,309 $1,595
Book →
Price seen 1h ago -17%
Chicago (CHI) → 🇺🇸 San Francisco (SFO)
3 déc – 5 déc ·2 days
$221 $267
Book →
Price seen just now -17%
Chicago (CHI) → 🇺🇸 San Francisco (SFO)
5 jan – 12 jan ·7 days
$221 $267
Book →
Price seen just now -17%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
5 déc – 6 déc ·1 days
$180 $218
Book →
Price seen just now -17%
Chicago (CHI) → 🇺🇸 Miami (MIA)
18 fév – 25 fév ·7 days
$199 $240
Book →
Price seen 5h ago -17%
Chicago (CHI) → 🇲🇻 Maldives (MLE)
11 jan – 26 jan ·15 days
$1,156 $1,388
Book →
Price seen just now -17%
Chicago (CHI) → 🇹🇭 Ko Samui (USM)
5 jan – 22 jan ·17 days
$1,022 $1,218
Book →
Price seen just now -17%
Chicago (CHI) → 🇺🇸 McAllen (MFE)
20 jan – 27 jan ·7 days
$348 $417
Book →
Price seen just now -17%
Chicago (CHI) → 🇲🇦 Marrakech (RAK)
14 mar – 18 mar ·4 days
$740 $883
Book →
Price seen just now -17%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
16 jan – 21 jan ·5 days
$181 $218
Book →
Price seen 5h ago -17%
Chicago (CHI) → 🇦🇪 Sharjah (SHJ)
9 fév – 23 fév ·14 days
$900 $1,078
Book →
Price seen just now -17%
Chicago (CHI) → 🇬🇧 Londres (LON)
11 fév – 23 fév ·12 days
$672 $811
Book →
Price seen just now -16%
Chicago (CHI) → 🇰🇿 Almaty (ALA)
31 mar – 10 avr ·10 days
$949 $1,115
Book →

Fare history

DateRoutePriceNormalOff
14/11/2026 Chicago → Cancun $416 $378 -0%
14/11/2026 Chicago → Oakland $310 $368 -16%
14/11/2026 Chicago → Fort Myers $335 $348 -4%

See full history →

See also : All cheap flights · Error fare guide · Fare history