Flight tickets from Chicago to Boston from 229 USD







Most popular flights from Chicago to Boston

At WowTickets, we present the best flight options from Chicago to Boston, emphasizing speed, cost-effectiveness, and convenience. Starting at just 229 USD, our flights from CHI to BOS are designed to provide the quickest and most comfortable journey. The average flight duration stands at 03:29:00, but you can select our fastest service with a travel time of just 2:00, which departs from DuPage Airport and arrives at Logan International Airport. Our extensive selection includes various airlines, featuring both the most affordable and the quickest flights by Frontier Airlines. Take advantage of the lowest fares on 2024-11-01 for this popular domestic route.

Find One-Way Fares from Chicago to Boston Starting at 229 USD for October

Sun
131.51 $

Sun

20.04

Mon
123.5 $

Mon

21.04

Tue
124.5 $

Tue

22.04

Wed
137.32 $

Wed

23.04

Thu
172.57 $

Thu

24.04

Cheapest
84.39 $

Fri

25.04

Sat
87.2 $

Sat

26.04

Sun
272.57 $

Sun

27.04

Mon
272.57 $

Mon

28.04

Tue
272.57 $

Tue

29.04

Wed
272.57 $

Wed

30.04

Thu
272.57 $

Thu

01.05

Fri
272.57 $

Fri

02.05

Sat
272.57 $

Sat

03.05

Sun
272.57 $

Sun

04.05

Mon
272.57 $

Mon

05.05

Tue
272.57 $

Tue

06.05

Wed
272.57 $

Wed

07.05

Thu
272.57 $

Thu

08.05

Fri
272.57 $

Fri

09.05

Airline price rating for 14 October

AirlinePriceDuration
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Frontier Airlines

From 84.39

4 hr 29 min
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JetBlue Airways

From 87.2

2 hr 39 min
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Spirit Airlines

From 87.63

12 hr 48 min
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United Airlines

From 124.5

2 hr 22 min
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American Airlines Inc.

From 124.5

2 hr 32 min

Schedule of flights from Chicago to Boston on October

Flight CodeAirlineAirportDeparture And ArrivalDuration
862
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CHI - BOS13:05 - 15:102 hr 05 min
299
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CHI - BOS20:19 - 22:352 hr 16 min
644
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CHI - BOS14:50 - 17:082 hr 18 min
1413
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CHI - BOS11:04 - 13:242 hr 20 min
312
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CHI - BOS14:37 - 17:012 hr 24 min

Schedule of return flights from Chicago to Boston

Peruse the curated schedule of return flights from Chicago to Boston, tailored to offer a balance of value and efficiency. Prices commence at 229 USD, with fluctuations based on specific departure and arrival times. Elevate your travel experience by selecting from a variety of United Airlines, JetBlue Airways, Delta Air, American Airlines Inc., Frontier Airlines, Spirit Airlines, Southwest Airlines, ensuring a return journey that complements your itinerary.

AirlineCity AirportDatePrice
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Chicago

(CHI)

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Boston

(BOS)

01.11

From 84.39

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Chicago

(CHI)

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Boston

(BOS)

02.11

From 87.2

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Chicago

(CHI)

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Boston

(BOS)

01.11

From 87.63

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Chicago

(CHI)

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Boston

(BOS)

28.10

From 124.5

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Chicago

(CHI)

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Boston

(BOS)

29.10

From 124.5

Frequently Asked Questions About Flights from Chicago to Boston