Best flight deals from Chicago
Live flight deals departing from Chicago. Multi-airport city codes supported for major metros.
Top deals from Chicago
126 deals • Best price: 141 EUR • Avg: 547 EUR
Checked 1h agoMay have changedEstimated · one-way · 1 adult · economy
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Best Value
Cleveland, Cleveland Hopkins International Airport (CLE)
141EUR
Price-74%
Depart:Sep 30, 2026
From:
CHI
Stops:
1
Found:Sep 25, 2026, 12:44 PM
Best Value
Cleveland, Cleveland Hopkins International Airport (CLE)
141EUR
Price-74%
Depart:Sep 30, 2026
From:
CHI
Stops:
1
Found:Sep 25, 2026, 12:44 PM
Boston, Logan International Airport (BOS)
142EUR
Price-74%
Depart:Sep 30, 2026
From:
CHI
Stops:
1
Found:Sep 27, 2026, 12:55 PM
Boston, Logan International Airport (BOS)
142EUR
Price-74%
Depart:Sep 30, 2026
From:
CHI
Stops:
1
Found:Sep 27, 2026, 12:55 PM
Philadelphia, Philadelphia International Airport (PHL)
146EUR
Price-73%
Depart:Oct 01, 2026
From:
CHI
Stops:
1
Found:Sep 29, 2026, 02:04 AM
Philadelphia, Philadelphia International Airport (PHL)
146EUR
Price-73%
Depart:Oct 01, 2026
From:
CHI
Stops:
1
Found:Sep 29, 2026, 02:04 AM
New York, New York - All airports (NYC)
164EUR
Price-70%
Depart:Oct 01, 2026
From:
CHI
Stops:
0
Found:Sep 30, 2026, 06:17 PM
New York, New York - All airports (NYC)
164EUR
Price-70%
Depart:Oct 01, 2026
From:
CHI
Stops:
0
Found:Sep 30, 2026, 06:17 PM
San Antonio, San Antonio International Airport (SAT)
167EUR
Price-69%
Depart:Oct 01, 2026
From:
CHI
Stops:
0
Found:Sep 25, 2026, 08:15 PM
San Antonio, San Antonio International Airport (SAT)
167EUR
Price-69%
Depart:Oct 01, 2026
From:
CHI
Stops:
0
Found:Sep 25, 2026, 08:15 PM
Ontario, Ontario International Airport (ONT)
168EUR
Price-69%
Depart:Sep 30, 2026
From:
CHI
Stops:
1
Found:Sep 29, 2026, 07:51 AM
Ontario, Ontario International Airport (ONT)
168EUR
Price-69%
Depart:Sep 30, 2026
From:
CHI
Stops:
1
Found:Sep 29, 2026, 07:51 AM
Prices are indicative and may change at booking.
