Boston (BOS) to Chicago (ORD) flight deal from $117 USD in economy class

UAUnited Airlines

Round Trip•Economy

BOS

Logan International Airport

Boston, United States

ORD

O'Hare International Airport

Chicago, United States

$194 USD

-40%$117 USD

Verified Nov 5, 2025 at 2:55 AM

December 2025

Today

Mon

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1$313 2$157 3$122 4$117 5$117 6$117 7$117 8$117 9$117 10$117 11$117 12$184 13$117 14$117 15$117 16$117 17$145 18$250 19$211 20$336 21$219 22$124 23$171 24$185 25$162 26$226 27$376 28$277 29$189 30$162 31$122 1 2 3 4

Limited Availability

18% of dates checked are available within 10% of the lowest price

Saturday, December 13th, 2025

10 round-trip options

Returning

Thu, Dec 18, 2025•5 Day Trip

$122 USD

Google Flights

Returning

Fri, Dec 19, 2025•6 Day Trip

$139 USD

Google Flights

Returning

Sat, Dec 20, 2025•7 Day Trip

$127 USD

Google Flights

Returning

Sun, Dec 21, 2025•8 Day Trip

$122 USD

Google Flights

Returning

Mon, Dec 22, 2025•9 Day Trip

$137 USD

Google Flights

Returning

Tue, Dec 23, 2025•10 Day Trip

$147 USD

Google Flights

Returning

Wed, Dec 24, 2025•11 Day Trip

$157 USD

Google Flights

Returning

Thu, Dec 25, 2025•12 Day Trip

$117 USD

Google Flights

Returning

Fri, Dec 26, 2025•13 Day Trip

$262 USD

Google Flights

Returning

Sat, Dec 27, 2025•14 Day Trip

$255 USD

Google Flights