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Flights Chicago — Prices and error fares

Flight to Chicago from $85. 70 active deal(s) and 656 archived error fare(s) on this route.
Source: Faro data, updated on 30/09/2026.

Key point: Error fares to Chicago are detected automatically. According to Faro data (2025), they last 4 to 6 hours on average before the airline corrects them.

Your rights as an air passenger are protected by EU Regulation EC 261/2004.

When to fly cheaper

The most important factor is not the booking day but the departure month. On this route the gap between the cheapest and priciest month often exceeds 40%. The table below draws on 656 genuinely archived deals (Faro, 2026): every row holds at least three observations, and months below that threshold are left out.

The cheapest month observed is September, from €47 (146 deals observed). The priciest is February, averaging €284.

Month Deals Min Average
January 14 130€ 262€
February 8 220€ 284€
March 14 146€ 269€
June 50 97€ 186€
July 47 88€ 173€
August 42 88€ 174€
September 146 47€ 156€
October 174 76€ 179€
November 109 116€ 219€
December 52 124€ 237€

Price tracking by route

These routes to Chicago have their own tracking page: usual price, 30-day history, cheapest months and record low.
Fort Lauderdale → Chicago · 51 readings San Francisco → Chicago · 39 readings Philadelphia → Chicago · 40 readings Dallas → Chicago · 38 readings Phoenix → Chicago · 27 readings Boston → Chicago · 37 readings Atlanta → Chicago · 28 readings Los Angeles → Chicago · 58 readings San Diego → Chicago · 17 readings Orlando → Chicago · 38 readings

Active deals to Chicago

Here are the active error fares to Chicago. 70 deal(s) available right now — fares change every 30 minutes.
Price seen 16min ago -62%
Fort Lauderdale (FLL) → 🇺🇸 Chicago (CHI)
8 oct – 13 oct ·5 days
$85 $227
Book →
Price seen 17min ago -52%
San Francisco (SFO) → 🇺🇸 Chicago (CHI)
3 nov – 5 nov ·2 days
$109 $229
Book →
Price seen 16h ago -46%
Philadelphia (PHL) → 🇺🇸 Chicago (CHI)
15 oct – 16 oct ·1 days
$123 $232
Book →
Price seen 17min ago -41%
Dallas (DFW) → 🇺🇸 Chicago (CHI)
6 nov – 8 nov ·2 days
$135 $227
Book →
Price seen 17min ago -40%
Philadelphia (PHL) → 🇺🇸 Chicago (CHI)
17 oct – 19 oct ·2 days
$136 $230
Book →
Price seen 17min ago -40%
Phoenix (PHX) → 🇺🇸 Chicago (CHI)
23 nov – 28 nov ·5 days
$136 $230
Book →
Price seen 2h ago -39%
Boston (BOS) → 🇺🇸 Chicago (CHI)
19 nov – 21 nov ·2 days
$138 $228
Book →
Price seen 23h ago -38%
Atlanta (ATL) → 🇺🇸 Chicago (CHI)
22 oct – 23 oct ·1 days
$141 $230
Book →
Price seen 17min ago -37%
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
15 jan – 22 jan ·7 days
$143 $229
Book →
Price seen 17min ago -36%
San Diego (SAN) → 🇺🇸 Chicago (CHI)
13 nov – 15 nov ·2 days
$145 $229
Book →
Price seen 17min ago -34%
Orlando (MCO) → 🇺🇸 Chicago (CHI)
23 oct – 24 oct ·1 days
$150 $230
Book →
Price seen 16min ago -33%
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
19 oct – 21 oct ·2 days
$153 $227
Book →
Price seen 16min ago -31%
Atlanta (ATL) → 🇺🇸 Chicago (CHI)
19 oct – 21 oct ·2 days
$158 $227
Book →
Price seen 17min ago -30%
Washington (WAS) → 🇺🇸 Chicago (CHI)
31 oct – 1 nov ·1 days
$159 $228
Book →
Price seen 16min ago -30%
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
12 nov – 16 nov ·4 days
$160 $227
Book →
Price seen 11h ago -28%
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
10 nov – 18 nov ·8 days
$164 $229
Book →
Price seen 17min ago -26%
Miami (MIA) → 🇺🇸 Chicago (CHI)
23 oct – 26 oct ·3 days
$168 $228
Book →
Price seen 17min ago -25%
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
21 déc – 3 jan ·13 days
$170 $229
Book →
Price seen 17min ago -25%
Orlando (MCO) → 🇺🇸 Chicago (CHI)
14 nov – 17 nov ·3 days
$170 $229
Book →
Price seen 16min ago -24%
Denver (DEN) → 🇺🇸 Chicago (CHI)
23 oct – 26 oct ·3 days
$174 $227
Book →
Price seen 17min ago -20%
Fort Lauderdale (FLL) → 🇺🇸 Chicago (CHI)
12 nov – 15 nov ·3 days
$181 $229
Book →
Price seen 17min ago -20%
Fort Lauderdale (FLL) → 🇺🇸 Chicago (CHI)
2 déc – 2 déc
$183 $227
Book →
Price seen 16min ago -20%
Houston (IAH) → 🇺🇸 Chicago (CHI)
23 oct – 26 oct ·3 days
$183 $227
Book →
Price seen 17min ago -19%
Philadelphia (PHL) → 🇺🇸 Chicago (CHI)
1 mar – 3 mar ·2 days
$184 $229
Book →
Price seen 12h ago -19%
Las Vegas (LAS) → 🇺🇸 Chicago (CHI)
7 nov – 8 nov ·1 days
$185 $229
Book →
Price seen 16min ago -17%
San Francisco (SFO) → 🇺🇸 Chicago (CHI)
19 oct – 20 oct ·1 days
$188 $227
Book →
Price seen 2h ago -15%
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
5 nov – 9 nov ·4 days
$193 $228
Book →
Price seen 17min ago -13%
Dallas (DFW) → 🇺🇸 Chicago (CHI)
23 déc – 26 déc ·3 days
$198 $229
Book →
Price seen 16min ago -11%
Orlando (MCO) → 🇺🇸 Chicago (CHI)
8 déc – 12 déc ·4 days
$203 $227
Book →
Price seen 17min ago -9%
Las Vegas (LAS) → 🇺🇸 Chicago (CHI)
26 déc – 8 jan ·13 days
$207 $228
Book →
Price seen 17min ago -7%
Las Vegas (LAS) → 🇺🇸 Chicago (CHI)
7 nov – 9 nov ·2 days
$212 $229
Book →
Price seen 17min ago -5%
New York (NYC) → 🇺🇸 Chicago (CHI)
28 oct – 31 oct ·3 days
$216 $228
Book →
Price seen 16min ago -5%
Las Vegas (LAS) → 🇺🇸 Chicago (CHI)
15 oct – 17 oct ·2 days
$217 $227
Book →
Price seen 1h ago
Miami (MIA) → 🇺🇸 Chicago (CHI)
15 oct – 19 oct ·4 days
$227 $228
Book →
Price seen 17min ago
New York (NYC) → 🇺🇸 Chicago (CHI)
11 nov – 15 nov ·4 days
$227 $232
Book →
Price seen 12h ago
San Diego (SAN) → 🇺🇸 Chicago (CHI)
21 oct – 24 oct ·3 days
$228 $229
Book →
Price seen 23h ago
Washington (WAS) → 🇺🇸 Chicago (CHI)
26 mar – 29 mar ·3 days
$229 $230
Book →
Price seen 4h ago
San Francisco (SFO) → 🇺🇸 Chicago (CHI)
19 oct – 21 oct ·2 days
$230 $232
Book →
Price seen 17min ago
Dallas (DFW) → 🇺🇸 Chicago (CHI)
16 oct – 19 oct ·3 days
$230 $233
Book →
Price seen 22h ago
Phoenix (PHX) → 🇺🇸 Chicago (CHI)
26 oct – 29 oct ·3 days
$231 $233
Book →
Price seen 17min ago
Miami (MIA) → 🇺🇸 Chicago (CHI)
23 nov – 30 nov ·7 days
$231
Book →
Price seen 40h ago
Washington (WAS) → 🇺🇸 Chicago (CHI)
25 nov – 28 nov ·3 days
$233
Book →
Price seen 13h ago
Miami (MIA) → 🇺🇸 Chicago (CHI)
16 oct – 19 oct ·3 days
$241
Book →
Price seen 17min ago
Phoenix (PHX) → 🇺🇸 Chicago (CHI)
6 oct – 7 oct ·1 days
$241
Book →
Price seen 17min ago
Washington (WAS) → 🇺🇸 Chicago (CHI)
1 nov – 4 nov ·3 days
$248
Book →
Price seen 17min ago
New York (NYC) → 🇺🇸 Chicago (CHI)
24 déc – 21 jan ·28 days
$249
Book →
Price seen 46h ago
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
5 jan – 9 jan ·4 days
$252
Book →
Price seen 17min ago
Boston (BOS) → 🇺🇸 Chicago (CHI)
11 nov – 15 nov ·4 days
$255
Book →
Price seen 42h ago
New York (NYC) → 🇺🇸 Chicago (CHI)
11 fév – 14 fév ·3 days
$259
Book →
Price seen 17min ago
Miami (MIA) → 🇺🇸 Chicago (CHI)
17 jan – 24 jan ·7 days
$262
Book →
Price seen 17min ago
New York (NYC) → 🇺🇸 Chicago (CHI)
20 jan – 23 jan ·3 days
$266
Book →
Price seen 17min ago
New York (NYC) → 🇺🇸 Chicago (CHI)
12 mar – 15 mar ·3 days
$274
Book →
Price seen 42h ago
San Francisco (SFO) → 🇺🇸 Chicago (CHI)
1 fév – 4 fév ·3 days
$274
Book →
Price seen 15h ago
Phoenix (PHX) → 🇺🇸 Chicago (CHI)
14 oct – 17 oct ·3 days
$274
Book →
Price seen 17min ago
Seattle (SEA) → 🇺🇸 Chicago (CHI)
4 nov – 8 nov ·4 days
$278
Book →
Price seen 24h ago
Boston (BOS) → 🇺🇸 Chicago (CHI)
6 jan – 9 jan ·3 days
$284
Book →
Price seen 3h ago
Washington (WAS) → 🇺🇸 Chicago (CHI)
25 oct – 26 oct ·1 days
$285
Book →
Price seen 17min ago
San Diego (SAN) → 🇺🇸 Chicago (CHI)
7 oct – 9 oct ·2 days
$287
Book →
Price seen 17min ago
San Francisco (SFO) → 🇺🇸 Chicago (CHI)
1 déc – 4 déc ·3 days
$289
Book →
Price seen 12h ago
San Francisco (SFO) → 🇺🇸 Chicago (CHI)
1 nov – 4 nov ·3 days
$299
Book →
Price seen 4h ago
Fort Lauderdale (FLL) → 🇺🇸 Chicago (CHI)
1 jan – 5 jan ·4 days
$309
Book →
Price seen 17min ago
Boston (BOS) → 🇺🇸 Chicago (CHI)
25 déc – 2 jan ·8 days
$310
Book →
Price seen 17min ago
Boston (BOS) → 🇺🇸 Chicago (CHI)
3 jan – 9 jan ·6 days
$312
Book →
Price seen 4h ago
Miami (MIA) → 🇺🇸 Chicago (CHI)
28 déc – 31 déc ·3 days
$328
Book →
Price seen 17min ago
Seattle (SEA) → 🇺🇸 Chicago (CHI)
29 oct – 1 nov ·3 days
$335
Book →
Price seen 17min ago
Boston (BOS) → 🇺🇸 Chicago (CHI)
4 oct – 7 oct ·3 days
$340
Book →
Price seen 17min ago
Los Angeles (LAX) → 🇺🇸 Chicago (CHI)
15 mar – 19 mar ·4 days
$354
Book →
Price seen 16h ago
Seattle (SEA) → 🇺🇸 Chicago (CHI)
31 déc – 2 jan ·2 days
$364
Book →
Price seen 17min ago
Fort Lauderdale (FLL) → 🇺🇸 Chicago (CHI)
17 jan – 24 jan ·7 days
$406
Book →
Price seen 17min ago
San Francisco (SFO) → 🇺🇸 Chicago (CHI)
1 jan – 4 jan ·3 days
$408
Book →

Price history to Chicago

Every error fare detected by Faro to this destination. Time-stamped, verifiable data. (Source: Faro data, updated on 30/09/2026.)
DateDeparturePriceNormalOffDurationAirline
15/09/2026 MCO $350 $0 -0% 367h
21/09/2026 Las Vegas $137 $230 -40% 218h
21/09/2026 Phoenix $266 $0 -0% 217h
21/09/2026 Las Vegas $218 $230 -5% 217h
27/09/2026 New York $280 $0 -0% 52h
27/09/2026 New York $280 $0 -0% 52h
20/09/2026 IAH $167 $230 -27% 219h
25/09/2026 New York $234 $0 -0% 100h
21/09/2026 IAH $181 $231 -21% 204h
26/09/2026 Philadelphie $287 $0 -0% 96h
20/09/2026 Miami $271 $0 -0% 227h
20/09/2026 Fort Lauderdale $396 $0 -0% 227h
23/09/2026 Miami $339 $0 -0% 145h
26/09/2026 Denver $244 $0 -0% 75h
24/09/2026 Boston $271 $0 -0% 106h
20/09/2026 San Diego $364 $0 -0% 218h
25/09/2026 Miami $239 $0 -0% 91h
24/09/2026 San Francisco $369 $0 -0% 108h
23/09/2026 Washington $229 $233 -2% 138h
12/09/2026 Washington $355 $223 -0% 394h

See full history →

Frequently asked questions

What is the usual price of a flight to Chicago?

The fare depends on the season and the departure airport. The median is calculated over 30 days. Any price below 50% of that threshold is flagged as a fare anomaly.

How many error fares to Chicago has Faro detected?

Faro has archived 656 error fare(s) to this destination. Each one is kept with its price, discount and duration in the Catch.

How can I be alerted to a cheap flight to Chicago?

Check this page regularly — deals are updated every 30 minutes. These fare anomalies only last a few hours on average.

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