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Cheap flights from Chicago

Cheap flights from Chicago. Every error fare is verified and bookable.
Source: Faro data, updated on 14/08/2026.

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 50h ago -70%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
2 sep – 8 sep ·6 days
$77 $260
Book →
Price seen 50h ago -64%
Chicago (CHI) → 🇺🇸 Baltimore (BWI)
10 sep – 14 sep ·4 days
$83 $228
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Price seen 50h ago -62%
Chicago (CHI) → 🇺🇸 Sioux Falls (FSD)
3 sep – 5 sep ·2 days
$244 $640
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Price seen 50h ago -58%
Chicago (CHI) → 🇺🇸 Honolulu (HNL)
30 oct – 5 nov ·6 days
$253 $597
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Price seen 50h ago -55%
Chicago (CHI) → 🇺🇸 Bozeman (BZN)
13 nov – 17 nov ·4 days
$143 $318
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Price seen 50h ago -54%
Chicago (CHI) → 🇲🇽 Mexico (MEX)
23 oct – 30 oct ·7 days
$146 $314
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Price seen 50h ago -52%
Chicago (CHI) → 🇺🇸 Knoxville (TYS)
24 nov – 27 nov ·3 days
$243 $508
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Price seen 50h ago -49%
Chicago (CHI) → 🇪🇨 Quito (UIO)
13 sep – 18 sep ·5 days
$273 $534
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Price seen 50h ago -48%
Chicago (CHI) → 🇪🇬 Le Caire (CAI)
11 sep – 27 sep ·16 days
$359 $692
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Price seen 50h ago -48%
Chicago (CHI) → 🇹🇬 Lome (LFW)
8 oct – 25 nov ·48 days
$598 $1,142
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Price seen 50h ago -46%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
23 jan – 13 fév ·21 days
$141 $260
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Price seen 50h ago -45%
Chicago (CHI) → 🇦🇺 Melbourne (MEL)
7 nov – 5 déc ·28 days
$757 $1,376
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BJX Price seen 50h ago -45%
Chicago (CHI) → 🇲🇽 Leon (BJX)
8 sep – 21 sep ·13 days
$318 $577
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Price seen 50h ago -45%
Chicago (CHI) → 🇺🇸 New York (NYC)
17 sep – 21 sep ·4 days
$138 $249
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Price seen 50h ago -44%
Chicago (CHI) → 🇲🇾 Kuala Lumpur (KUL)
1 sep – 31 oct ·60 days
$553 $980
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Price seen 50h ago -44%
Chicago (CHI) → 🇺🇸 Philadelphie (PHL)
3 sep – 6 sep ·3 days
$130 $233
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Price seen 50h ago -43%
Chicago (CHI) → 🇲🇽 Morelia (MLM)
10 nov – 1 déc ·21 days
$183 $320
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Price seen 50h ago -40%
Chicago (CHI) → 🇸🇪 Goteborg (GOT)
21 déc – 8 jan ·18 days
$456 $761
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Price seen 50h ago -40%
Chicago (CHI) → 🇺🇸 Long Beach (LGB)
12 sep – 21 sep ·9 days
$232 $386
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Price seen 50h ago -40%
Chicago (CHI) → 🇻🇳 Da Nang (DAD)
15 fév – 28 fév ·13 days
$600 $1,001
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GSP Price seen 50h ago -39%
Chicago (CHI) → 🇺🇸 Greenville (GSP)
30 sep – 10 oct ·10 days
$137 $224
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Price seen 50h ago -39%
Chicago (CHI) → 🇧🇪 Bruxelles (BRU)
25 nov – 29 nov ·4 days
$475 $776
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Price seen 50h ago -38%
Chicago (CHI) → 🇵🇱 Varsovie (WAW)
15 oct – 25 oct ·10 days
$424 $689
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Price seen 50h ago -37%
Chicago (CHI) → 🇲🇽 Morelia (MLM)
18 sep – 20 sep ·2 days
$201 $320
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Price seen 50h ago -36%
Chicago (CHI) → 🇦🇪 Dubai (DXB)
8 fév – 22 fév ·14 days
$521 $795
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Price seen 50h ago -36%
Chicago (CHI) → 🇺🇸 Miami (MIA)
11 nov – 14 nov ·3 days
$152 $237
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Price seen 50h ago -36%
Chicago (CHI) → 🇷🇸 Belgrade (BEG)
18 sep – 23 oct ·35 days
$483 $746
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Price seen 50h ago -35%
Chicago (CHI) → 🇲🇽 Cancun (CUN)
13 sep – 17 sep ·4 days
$231 $361
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Price seen 50h ago -35%
Chicago (CHI) → 🇮🇸 Reykjavik (REK)
3 oct – 7 oct ·4 days
$322 $494
Book →
LNK Price seen 50h ago -34%
Chicago (CHI) → 🇺🇸 Lincoln (LNK)
4 sep – 6 sep ·2 days
$244 $368
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Price seen 50h ago -34%
Chicago (CHI) → 🇹🇷 Istanbul (IST)
2 oct – 15 oct ·13 days
$519 $782
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Price seen 50h ago -34%
Chicago (CHI) → 🇵🇷 San Juan (SJU)
21 nov – 25 nov ·4 days
$175 $260
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Price seen 50h ago -34%
Chicago (CHI) → 🇺🇸 Minneapolis (MSP)
20 oct – 25 oct ·5 days
$141 $215
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Price seen 50h ago -33%
Chicago (CHI) → 🇺🇸 Hilo (ITO)
1 sep – 7 sep ·6 days
$636 $956
Book →
Price seen 50h ago -33%
Chicago (CHI) → 🇲🇾 Kuala Lumpur (KUL)
9 nov – 31 déc ·52 days
$652 $980
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Price seen 50h ago -33%
Chicago (CHI) → 🇲🇽 Cancun (CUN)
26 jan – 3 fév ·8 days
$237 $354
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Price seen 50h ago -33%
Chicago (CHI) → 🇺🇸 Raleigh (RDU)
24 sep – 27 sep ·3 days
$138 $205
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Price seen 50h ago -33%
Chicago (CHI) → 🇺🇸 Miami (MIA)
8 sep – 15 sep ·7 days
$159 $237
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Price seen 50h ago -33%
Chicago (CHI) → 🇺🇸 Kansas City (MKC)
21 oct – 26 oct ·5 days
$162 $240
Book →
Price seen 50h ago -32%
Chicago (CHI) → 🇵🇭 Luzon Island (CRK)
7 nov – 4 déc ·27 days
$546 $801
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Price seen 50h ago -32%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
6 sep – 14 sep ·8 days
$159 $234
Book →
Price seen 50h ago -32%
Chicago (CHI) → 🇺🇸 New York (NYC)
9 oct – 11 oct ·2 days
$168 $249
Book →
Price seen 50h ago -31%
Chicago (CHI) → 🇪🇬 Charm el-Cheikh (SSH)
1 nov – 11 nov ·10 days
$652 $943
Book →
Price seen 50h ago -31%
Chicago (CHI) → 🇵🇱 Cracovie (KRK)
17 oct – 30 oct ·13 days
$406 $586
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Price seen 50h ago -30%
Chicago (CHI) → 🇺🇸 Phoenix (PHX)
30 sep – 5 oct ·5 days
$138 $199
Book →
Price seen 50h ago -30%
Chicago (CHI) → 🇺🇸 Phoenix (PHX)
12 oct – 24 oct ·12 days
$138 $199
Book →
Price seen 50h ago -29%
Chicago (CHI) → 🇺🇸 Fort Lauderdale (FLL)
23 oct – 27 oct ·4 days
$185 $260
Book →
Price seen 50h ago -29%
Chicago (CHI) → 🇻🇳 Ho Chi Minh (SGN)
14 fév – 6 mar ·20 days
$535 $757
Book →
Price seen 50h ago -29%
Chicago (CHI) → 🇺🇸 Nouvelle-Orléans (MSY)
12 déc – 16 déc ·4 days
$165 $231
Book →
Price seen 50h ago -28%
Chicago (CHI) → 🇺🇸 Orlando (ORL)
1 sep – 8 sep ·7 days
$118 $163
Book →
Price seen 50h ago -28%
Chicago (CHI) → 🇬🇹 Guatemala (GUA)
13 sep – 17 sep ·4 days
$303 $423
Book →
Price seen 50h ago -27%
Chicago (CHI) → 🇧🇷 Brasilia (BSB)
1 oct – 4 oct ·3 days
$810 $1,104
Book →
Price seen 50h ago -27%
Chicago (CHI) → 🇺🇸 Austin (AUS)
5 nov – 9 nov ·4 days
$184 $251
Book →
Price seen 50h ago -27%
Chicago (CHI) → 🇮🇹 Milan (MIL)
1 oct – 9 oct ·8 days
$490 $672
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Price seen 50h ago -27%
Chicago (CHI) → 🇸🇦 Riyad (RUH)
28 sep – 8 oct ·10 days
$741 $1,014
Book →
Price seen 50h ago -26%
Chicago (CHI) → 🇩🇪 Berlin (BER)
2 oct – 16 oct ·14 days
$513 $698
Book →
Price seen 50h ago -26%
Chicago (CHI) → 🇬🇧 Londres (LON)
6 nov – 21 déc ·45 days
$516 $700
Book →
Price seen 50h ago -26%
Chicago (CHI) → 🇻🇮 Île Saint-Thomas (STT)
17 sep – 21 sep ·4 days
$434 $585
Book →
Price seen 50h ago -26%
Chicago (CHI) → 🇶🇦 Doha (DOH)
16 oct – 25 oct ·9 days
$752 $1,017
Book →
Price seen 50h ago -25%
Chicago (CHI) → 🇵🇪 Lima (LIM)
13 sep – 17 sep ·4 days
$435 $579
Book →
Price seen 50h ago -25%
Chicago (CHI) → 🇧🇷 Rio de Janeiro (RIO)
2 nov – 13 nov ·11 days
$651 $868
Book →
Price seen 50h ago -25%
Chicago (CHI) → 🇺🇸 Ontario (ONT)
14 sep – 21 sep ·7 days
$161 $214
Book →
Price seen 50h ago -24%
Chicago (CHI) → 🇺🇸 San Diego (SAN)
1 oct – 5 oct ·4 days
$170 $224
Book →
Price seen 50h ago -24%
Chicago (CHI) → 🇩🇰 Copenhague (CPH)
2 oct – 23 oct ·21 days
$576 $761
Book →
Price seen 50h ago -24%
Chicago (CHI) → 🇬🇧 Edimbourg (EDI)
27 sep – 3 oct ·6 days
$686 $907
Book →
Price seen 50h ago -24%
Chicago (CHI) → 🇫🇷 Paris (PAR)
15 oct – 29 oct ·14 days
$541 $713
Book →
Price seen 50h ago -24%
Chicago (CHI) → 🇺🇸 Houston (HOU)
21 oct – 24 oct ·3 days
$131 $171
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇺🇸 Tampa (TPA)
30 sep – 6 oct ·6 days
$140 $183
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇺🇸 Valparaiso (VPS)
9 nov – 15 nov ·6 days
$180 $233
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
5 nov – 10 nov ·5 days
$136 $177
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇲🇽 Ixtapa (ZIH)
12 sep – 20 sep ·8 days
$389 $504
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇺🇿 Tachkent (TAS)
5 oct – 4 nov ·30 days
$725 $941
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇪🇬 Charm el-Cheikh (SSH)
16 oct – 25 oct ·9 days
$730 $943
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇲🇽 Morelia (MLM)
2 déc – 2 déc
$246 $320
Book →
Price seen 50h ago -23%
Chicago (CHI) → 🇲🇳 Oulan-Bator (UBN)
25 sep – 2 oct ·7 days
$858 $1,121
Book →
Price seen 50h ago -22%
Chicago (CHI) → 🇪🇸 Madrid (MAD)
20 oct – 29 oct ·9 days
$544 $697
Book →
Price seen 50h ago -22%
Chicago (CHI) → 🇺🇸 Washington (WAS)
10 sep – 14 sep ·4 days
$127 $164
Book →
Price seen 50h ago -22%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
30 oct – 1 nov ·2 days
$137 $177
Book →
Price seen 50h ago -22%
Chicago (CHI) → 🇺🇸 Las Vegas (LAS)
17 sep – 21 sep ·4 days
$137 $177
Book →
Price seen 50h ago -22%
Chicago (CHI) → 🇺🇸 Nashville (BNA)
1 oct – 4 oct ·3 days
$158 $201
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇨🇴 Cartagène (CTG)
2 nov – 8 nov ·6 days
$384 $487
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇺🇸 Atlanta (ATL)
15 oct – 19 oct ·4 days
$138 $174
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇬🇪 Tbilissi (TBS)
20 sep – 1 oct ·11 days
$732 $923
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇺🇸 Seattle (SEA)
5 oct – 12 oct ·7 days
$235 $300
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇺🇸 Phoenix (PHX)
12 nov – 16 nov ·4 days
$157 $199
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇺🇸 Portland (PDX)
30 oct – 2 nov ·3 days
$239 $302
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇪🇸 Madrid (MAD)
1 fév – 10 fév ·9 days
$548 $697
Book →
Price seen 50h ago -21%
Chicago (CHI) → 🇮🇳 Ahmedabad (AMD)
4 sep – 16 oct ·42 days
$960 $1,210
Book →
Price seen 50h ago -20%
Chicago (CHI) → 🇨🇭 Zurich (ZRH)
12 jan – 20 jan ·8 days
$523 $652
Book →
Price seen 50h ago -20%
Chicago (CHI) → 🇧🇷 Rio de Janeiro (RIO)
16 oct – 25 oct ·9 days
$696 $868
Book →
Price seen 50h ago -20%
Chicago (CHI) → 🇺🇸 Memphis (MEM)
17 sep – 21 sep ·4 days
$136 $171
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Price seen 50h ago -20%
Chicago (CHI) → 🇺🇸 Los Angeles (LAX)
23 oct – 26 oct ·3 days
$188 $234
Book →
Price seen 50h ago -20%
Chicago (CHI) → 🇲🇹 Malte (MLA)
4 fév – 10 fév ·6 days
$651 $813
Book →
Price seen 50h ago -19%
Chicago (CHI) → 🇺🇸 New York (NYC)
2 nov – 6 nov ·4 days
$202 $249
Book →
Price seen 50h ago -18%
Chicago (CHI) → 🇲🇽 Merida (MID)
6 fév – 14 fév ·8 days
$311 $380
Book →
Price seen 50h ago -18%
Chicago (CHI) → 🇮🇹 Rome (ROM)
4 nov – 21 nov ·17 days
$588 $715
Book →
Price seen 50h ago -18%
Chicago (CHI) → 🇨🇺 La Havane (HAV)
13 sep – 17 sep ·4 days
$393 $482
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Price seen 50h ago -18%
Chicago (CHI) → 🇺🇸 Chattanooga (CHA)
3 sep – 6 sep ·3 days
$244 $296
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Price seen 50h ago -18%
Chicago (CHI) → 🇵🇷 San Juan (SJU)
13 sep – 17 sep ·4 days
$215 $264
Book →
Price seen 50h ago -17%
Chicago (CHI) → 🇦🇷 Buenos Aires (BUE)
21 sep – 5 oct ·14 days
$698 $843
Book →

Fare history

DateRoutePriceNormalOff
10/08/2026 Chicago → Accra $1,837 $0 -0%
10/08/2026 Chicago → Krasnodar $1,590 $0 -0%
10/08/2026 Chicago → Nha Trang $1,499 $0 -0%

See full history →

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