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Cheap flights from Chicago

Cheap flights from Chicago. Every error fare is verified and bookable.
Source: Faro data, updated on 29/09/2026.

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 35min ago -67%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
1 nov – 5 nov ·4 days
$75 $228
Book →
Price seen 35min ago -61%
Chicago (CHI) → 🇺🇸 Minneapolis (MSP)
24 oct – 27 oct ·3 days
$106 $271
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Price seen 2h ago -60%
Chicago (CHI) → 🇺🇸 Anchorage (ANC)
13 nov – 16 nov ·3 days
$237 $594
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Price seen 35min ago -57%
Chicago (CHI) → 🇪🇬 Hurghada (HRG)
4 oct – 3 nov ·30 days
$410 $944
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Price seen 35min ago -54%
Chicago (CHI) → 🇺🇸 Cleveland (CLE)
31 oct – 3 nov ·3 days
$106 $231
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Price seen 1h ago -54%
Chicago (CHI) → 🇺🇸 Minneapolis (MSP)
25 déc – 29 déc ·4 days
$125 $271
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Price seen 35min ago -52%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
4 oct – 8 oct ·4 days
$110 $228
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Price seen 35min ago -51%
Chicago (CHI) → 🇨🇦 Edmonton (YEA)
23 nov – 30 déc ·37 days
$241 $485
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Price seen 1h ago -49%
Chicago (CHI) → 🇺🇸 Phoenix (PHX)
17 oct – 21 oct ·4 days
$137 $270
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Price seen 35min ago -49%
Chicago (CHI) → 🇪🇬 Le Caire (CAI)
3 nov – 26 nov ·23 days
$370 $732
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Price seen 1h ago -48%
Chicago (CHI) → 🇲🇾 Kuala Lumpur (KUL)
16 fév – 27 fév ·11 days
$512 $976
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Price seen 35min ago -48%
Chicago (CHI) → 🇺🇸 Omaha (OMA)
28 oct – 3 nov ·6 days
$154 $297
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BRL Price seen 35min ago -48%
Chicago (CHI) → 🇺🇸 Burlington (BRL)
2 nov – 5 nov ·3 days
$106 $203
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Price seen 35min ago -48%
Chicago (CHI) → 🇺🇸 Des Moines (DSM)
20 oct – 27 oct ·7 days
$215 $411
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Price seen 50h ago -47%
Chicago (CHI) → 🇹🇷 Istanbul (IST)
9 jan – 20 jan ·11 days
$416 $780
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Price seen 19h ago -46%
Chicago (CHI) → 🇺🇸 Syracuse (SYR)
2 oct – 5 oct ·3 days
$220 $408
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Price seen 35min ago -46%
Chicago (CHI) → 🇸🇴 Mogadiscio (MGQ)
25 déc – 29 déc ·4 days
$1,148 $2,119
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Price seen 34min ago -45%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
14 oct – 24 oct ·10 days
$124 $228
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Price seen 35min ago -45%
Chicago (CHI) → 🇺🇸 New York (NYC)
11 déc – 16 déc ·5 days
$139 $255
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Price seen 35min ago -43%
Chicago (CHI) → 🇪🇬 Le Caire (CAI)
19 oct – 26 nov ·38 days
$416 $734
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Price seen 1h ago -43%
Chicago (CHI) → 🇵🇷 San Juan (SJU)
13 nov – 16 nov ·3 days
$140 $245
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Price seen 4h ago -43%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
14 oct – 24 oct ·10 days
$153 $268
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Price seen 35min ago -43%
Chicago (CHI) → 🇺🇸 New York (NYC)
21 jan – 24 jan ·3 days
$145 $255
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Price seen 35min ago -43%
Chicago (CHI) → 🇨🇦 Montreal (YMQ)
24 déc – 28 déc ·4 days
$224 $395
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Price seen 35min ago -42%
Chicago (CHI) → 🇺🇸 Long Beach (LGB)
2 oct – 6 oct ·4 days
$237 $411
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Price seen 35min ago -42%
Chicago (CHI) → 🇫🇷 Paris (PAR)
3 nov – 3 déc ·30 days
$420 $724
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Price seen 3h ago -42%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
14 oct – 24 oct ·10 days
$160 $273
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Price seen 35min ago -42%
Chicago (CHI) → 🇵🇰 Karâchi (KHI)
28 oct – 2 nov ·5 days
$665 $1,148
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Price seen 35min ago -41%
Chicago (CHI) → 🇱🇹 Vilnius (VNO)
20 oct – 24 nov ·35 days
$383 $647
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Price seen 35min ago -40%
Chicago (CHI) → 🇺🇸 Philadelphie (PHL)
6 nov – 8 nov ·2 days
$140 $233
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Price seen 35min ago -40%
Chicago (CHI) → 🇽🇰 Prishtina (PRN)
22 oct – 30 nov ·39 days
$469 $781
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Price seen 35min ago -39%
Chicago (CHI) → 🇦🇺 Melbourne (MEL)
1 nov – 15 nov ·14 days
$900 $1,462
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Price seen 1h ago -39%
Chicago (CHI) → 🇺🇸 New York (NYC)
23 oct – 25 oct ·2 days
$157 $255
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Price seen 3h ago -39%
Chicago (CHI) → 🇳🇬 Lagos (LOS)
26 oct – 12 nov ·17 days
$540 $882
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Price seen 11h ago -39%
Chicago (CHI) → 🇹🇭 Bangkok (BKK)
17 oct – 31 oct ·14 days
$500 $815
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ILM Price seen 35min ago -39%
Chicago (CHI) → 🇺🇸 Wilmington (ILM)
19 déc – 8 jan ·20 days
$246 $406
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Price seen 4h ago -38%
Chicago (CHI) → 🇲🇦 Casablanca (CMN)
5 nov – 5 déc ·30 days
$507 $823
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Price seen 3h ago -38%
Chicago (CHI) → 🇺🇸 Philadelphie (PHL)
29 oct – 1 nov ·3 days
$145 $233
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Price seen 5h ago -37%
Chicago (CHI) → 🇺🇸 Baltimore (BWI)
9 nov – 12 nov ·3 days
$137 $217
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Price seen 35min ago -37%
Chicago (CHI) → 🇮🇹 Rome (ROM)
9 nov – 11 déc ·32 days
$405 $643
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Price seen 35min ago -37%
Chicago (CHI) → 🇪🇨 Guayaquil (GYE)
28 jan – 17 fév ·20 days
$274 $435
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Price seen 3h ago -36%
Chicago (CHI) → 🇳🇬 Lagos (LOS)
23 nov – 21 déc ·28 days
$567 $882
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Price seen 3h ago -36%
Chicago (CHI) → 🇺🇸 Boston (BOS)
29 oct – 2 nov ·4 days
$192 $302
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Price seen 35min ago -36%
Chicago (CHI) → 🇨🇴 Cali (CLO)
14 jan – 23 jan ·9 days
$467 $727
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Price seen 35min ago -36%
Chicago (CHI) → 🇬🇧 Londres (LON)
6 nov – 21 déc ·45 days
$434 $674
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Price seen 35min ago -35%
Chicago (CHI) → 🇺🇸 Sacramento (SAC)
30 oct – 1 nov ·2 days
$166 $255
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Price seen 35min ago -35%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
1 nov – 8 nov ·7 days
$174 $268
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Price seen 19h ago -35%
Chicago (CHI) → 🇺🇸 Tampa (TPA)
3 oct – 10 oct ·7 days
$137 $212
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Price seen 35min ago -35%
Chicago (CHI) → 🇮🇹 Rome (ROM)
15 fév – 23 fév ·8 days
$417 $643
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Price seen 35min ago -34%
Chicago (CHI) → 🇺🇸 Denver (DEN)
28 oct – 31 oct ·3 days
$134 $202
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Price seen 35min ago -34%
Chicago (CHI) → 🇺🇸 Boston (BOS)
19 oct – 22 oct ·3 days
$199 $302
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Price seen 9h ago -33%
Chicago (CHI) → 🇧🇷 Sao Paulo (SAO)
31 oct – 20 nov ·20 days
$502 $751
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Price seen 4h ago -33%
Chicago (CHI) → 🇲🇽 Ixtapa (ZIH)
21 fév – 28 fév ·7 days
$368 $544
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Price seen 4h ago -33%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
13 nov – 16 nov ·3 days
$180 $268
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Price seen 35min ago -33%
Chicago (CHI) → 🇲🇽 Ixtapa (ZIH)
7 mar – 14 mar ·7 days
$369 $549
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Price seen 35min ago -32%
Chicago (CHI) → 🇧🇷 Rio de Janeiro (RIO)
11 nov – 15 nov ·4 days
$567 $832
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Price seen 35min ago -32%
Chicago (CHI) → 🇬🇹 Guatemala (GUA)
15 oct – 28 oct ·13 days
$348 $514
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Price seen 4h ago -32%
Chicago (CHI) → 🇵🇱 Varsovie (WAW)
14 oct – 31 oct ·17 days
$453 $669
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Price seen 23h ago -32%
Chicago (CHI) → 🇻🇪 Valencia (VLN)
3 déc – 30 jan ·58 days
$860 $1,268
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Price seen 35min ago -32%
Chicago (CHI) → 🇬🇷 Athenes (ATH)
19 oct – 22 oct ·3 days
$531 $777
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Price seen 3h ago -32%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
3 nov – 5 nov ·2 days
$187 $273
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Price seen 35min ago -31%
Chicago (CHI) → 🇲🇽 Mexico (MEX)
11 déc – 9 jan ·29 days
$225 $326
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Price seen 34min ago -31%
Chicago (CHI) → 🇺🇸 Phoenix (PHX)
16 oct – 19 oct ·3 days
$184 $268
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Price seen 35min ago -31%
Chicago (CHI) → 🇧🇬 Sofia (SOF)
20 nov – 6 déc ·16 days
$532 $767
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Price seen 35min ago -31%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
28 oct – 4 nov ·7 days
$188 $271
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Price seen 35min ago -31%
Chicago (CHI) → 🇹🇼 Taipei (TPE)
15 nov – 22 déc ·37 days
$538 $778
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Price seen 1h ago -30%
Chicago (CHI) → 🇨🇭 Geneve (GVA)
11 fév – 17 fév ·6 days
$573 $820
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Price seen 35min ago -29%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
22 oct – 25 oct ·3 days
$139 $197
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Price seen 34min ago -29%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
30 oct – 2 nov ·3 days
$190 $268
Book →
Price seen 35min ago -29%
Chicago (CHI) → 🇺🇸 Long Beach (LGB)
10 nov – 29 déc ·49 days
$292 $411
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Price seen 35min ago -29%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
5 nov – 13 nov ·8 days
$194 $273
Book →
Price seen 35min ago -29%
Chicago (CHI) → 🇲🇽 Cancun (CUN)
16 déc – 30 déc ·14 days
$262 $367
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Price seen 35min ago -28%
Chicago (CHI) → 🇨🇦 Toronto (YTO)
9 oct – 12 oct ·3 days
$234 $325
Book →
Price seen 3h ago -28%
Chicago (CHI) → 🇶🇦 Doha (DOH)
3 oct – 17 oct ·14 days
$785 $1,097
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Price seen 35min ago -28%
Chicago (CHI) → 🇺🇸 Panama City (ECP)
5 oct – 9 oct ·4 days
$308 $428
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Price seen 4h ago -28%
Chicago (CHI) → 🇱🇻 Riga (RIX)
6 mar – 13 mar ·7 days
$638 $892
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Price seen 35min ago -28%
Chicago (CHI) → 🇧🇷 Rio de Janeiro (RIO)
28 jan – 1 fév ·4 days
$602 $832
Book →
Price seen 1h ago -27%
Chicago (CHI) → 🇬🇧 Londres (LON)
29 nov – 10 déc ·11 days
$491 $674
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Price seen 34min ago -27%
Chicago (CHI) → 🇵🇦 Panama (PTY)
5 oct – 9 oct ·4 days
$488 $669
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Price seen 35min ago -27%
Chicago (CHI) → 🇬🇪 Batoumi (BUS)
10 nov – 24 nov ·14 days
$760 $1,044
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Price seen 7h ago -27%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
18 nov – 21 nov ·3 days
$144 $198
Book →
Price seen 35min ago -26%
Chicago (CHI) → 🇨🇭 Geneve (GVA)
29 jan – 5 fév ·7 days
$609 $820
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Price seen 35min ago -26%
Chicago (CHI) → 🇧🇷 Rio de Janeiro (RIO)
7 mar – 21 mar ·14 days
$615 $832
Book →
Price seen 35min ago -26%
Chicago (CHI) → 🇺🇸 Syracuse (SYR)
22 oct – 26 oct ·4 days
$303 $409
Book →
Price seen 35min ago -25%
Chicago (CHI) → 🇵🇰 Islamabad (ISB)
15 jan – 31 jan ·16 days
$604 $800
Book →
Price seen 34min ago -25%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
19 nov – 26 nov ·7 days
$171 $228
Book →
Price seen 35min ago -25%
Chicago (CHI) → 🇺🇸 Tampa (TPA)
30 oct – 3 nov ·4 days
$159 $212
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Price seen 1h ago -25%
Chicago (CHI) → 🇨🇦 Quebec (YQB)
11 fév – 14 fév ·3 days
$454 $604
Book →
Price seen 35min ago -25%
Chicago (CHI) → 🇵🇰 Islamabad (ISB)
3 mar – 20 mar ·17 days
$602 $800
Book →
Price seen 34min ago -25%
Chicago (CHI) → 🇺🇸 Phoenix (PHX)
5 fév – 8 fév ·3 days
$200 $268
Book →
Price seen 34min ago -25%
Chicago (CHI) → 🇰🇬 Osh (OSS)
12 oct – 22 oct ·10 days
$1,057 $1,401
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Price seen 1h ago -25%
Chicago (CHI) → 🇲🇽 Mexico (MEX)
22 déc – 28 déc ·6 days
$243 $326
Book →
Price seen 1h ago -24%
Chicago (CHI) → 🇺🇸 Denver (DEN)
18 fév – 22 fév ·4 days
$153 $202
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Price seen 35min ago -24%
Chicago (CHI) → 🇧🇾 Minsk (MSQ)
23 jan – 23 fév ·31 days
$1,221 $1,598
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Price seen 1h ago -24%
Chicago (CHI) → 🇲🇽 San José del Cabo (SJD)
13 fév – 13 mar ·28 days
$387 $512
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Price seen 22h ago -24%
Chicago (CHI) → 🇲🇽 Cancun (CUN)
9 jan – 10 jan ·1 days
$280 $367
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Price seen 34min ago -24%
Chicago (CHI) → 🇹🇷 Antalya (AYT)
2 nov – 12 nov ·10 days
$786 $1,035
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Price seen 1h ago -24%
Chicago (CHI) → 🇧🇷 Rio de Janeiro (RIO)
21 jan – 25 jan ·4 days
$635 $832
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Price seen 35min ago -24%
Chicago (CHI) → 🇬🇹 Guatemala (GUA)
16 nov – 1 déc ·15 days
$388 $510
Book →
Price seen 35min ago -23%
Chicago (CHI) → 🇩🇴 Punta Cana (PUJ)
23 oct – 27 oct ·4 days
$332 $433
Book →

Fare history

DateRoutePriceNormalOff
29/09/2026 Chicago → Bali $896 $974 -8%
29/09/2026 Chicago → Portland $458 $0 -0%
29/09/2026 Chicago → Paris $689 $719 -4%

See full history →

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