Flight tickets from Boston to Chicago from 187 USD







Most popular flights from Boston to Chicago

At WowTickets, we present the best flight options from Boston to Chicago, emphasizing speed, cost-effectiveness, and convenience. Starting at just 187 USD, our flights from BOS to CHI are designed to provide the quickest and most comfortable journey. The average flight duration stands at 03:47:00, but you can select our fastest service with a travel time of just 2:00, which departs from Logan International Airport and arrives at DuPage Airport. Our extensive selection includes various airlines, featuring both the most affordable and the quickest flights by Spirit Airlines. Take advantage of the lowest fares on 2024-10-28 for this popular domestic route.

Find One-Way Fares from Boston to Chicago Starting at 187 USD for October

Cheapest
38.63 $

Mon

14.04

Tue
179.69 $

Tue

15.04

Wed
128.02 $

Wed

16.04

Thu
89.72 $

Thu

17.04

Fri
105.52 $

Fri

18.04

Sat
116.82 $

Sat

19.04

Sun
279.69 $

Sun

20.04

Mon
279.69 $

Mon

21.04

Tue
279.69 $

Tue

22.04

Wed
279.69 $

Wed

23.04

Thu
279.69 $

Thu

24.04

Fri
279.69 $

Fri

25.04

Sat
279.69 $

Sat

26.04

Sun
279.69 $

Sun

27.04

Mon
279.69 $

Mon

28.04

Tue
279.69 $

Tue

29.04

Wed
279.69 $

Wed

30.04

Thu
279.69 $

Thu

01.05

Fri
279.69 $

Fri

02.05

Sat
279.69 $

Sat

03.05

Airline price rating for 14 October

AirlinePriceDuration
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Spirit Airlines

From 38.63

2 hr 52 min
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JetBlue Airways

From 81.73

2 hr 50 min
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Delta Air

From 98.38

2 hr 52 min
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Frontier Airlines

From 105.52

7 hr 34 min
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United Airlines

From 116.82

3 hr 01 min

Schedule of flights from Boston to Chicago on October

Flight CodeAirlineAirportDeparture And ArrivalDuration
1464
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BOS - CHI00:16 - 03:002 hr 44 min
2676
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BOS - CHI23:40 - 02:272 hr 47 min
311
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BOS - CHI10:30 - 13:202 hr 50 min
174
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BOS - CHI09:48 - 12:402 hr 52 min
1509
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BOS - CHI09:15 - 12:112 hr 56 min

Schedule of return flights from Boston to Chicago

Peruse the curated schedule of return flights from Boston to Chicago, tailored to offer a balance of value and efficiency. Prices commence at 187 USD, with fluctuations based on specific departure and arrival times. Elevate your travel experience by selecting from a variety of JetBlue Airways, United Airlines, Delta Air, American Airlines Inc., Spirit Airlines, Frontier Airlines, ensuring a return journey that complements your itinerary.

AirlineCity AirportDatePrice
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Boston

(BOS)

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Chicago

(CHI)

28.10

From 38.63

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Boston

(BOS)

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Chicago

(CHI)

28.10

From 81.73

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Boston

(BOS)

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Chicago

(CHI)

28.10

From 98.38

airline logo

Boston

(BOS)

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Chicago

(CHI)

01.11

From 105.52

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Boston

(BOS)

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Chicago

(CHI)

02.11

From 116.82

Frequently Asked Questions About Flights from Boston to Chicago