Boston to Chicago - Flights Starting at US$36
Book one-way or return flights from Boston to Chicago from as little as US$36. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- BOS07:002h 33mDirectORD08:33Thu, Jun 6|Boston - Chicago|Spirit AirlinesUS$36US$6041% OFF41% OFFUS$60US$36
- BOS07:002h 33mDirectORD08:33Wed, Jun 12|Boston - Chicago|Spirit AirlinesUS$37US$6039% OFF39% OFFUS$60US$37
- BOS07:002h 33mDirectORD08:33Tue, Jun 11|Boston - Chicago|Spirit AirlinesUS$39US$6035% OFF35% OFFUS$60US$39
- BOS06:252h 55mDirectORD08:20Tue, May 14|Boston - Chicago|Delta Air LinesUS$42US$42
- BOS12:4111h1 stopMDW22:41Sat, Apr 27|Boston - Chicago|Frontier AirlinesUS$43US$43
- BOS12:4611h 44m1 stopMDW23:30Wed, May 15|Boston - Chicago|Frontier AirlinesUS$43US$43
- BOS12:4111h1 stopMDW22:41Sat, May 4|Boston - Chicago|Frontier AirlinesUS$44US$44
- BOS12:4611h 44m1 stopMDW23:30Wed, May 8|Boston - Chicago|Frontier AirlinesUS$44US$44
- BOS08:2127h 26m1 stopORD10:47Mon, May 13|Boston - Chicago|Frontier AirlinesUS$45US$45
- BOS12:4111h1 stopMDW22:41Sat, May 11|Boston - Chicago|Frontier AirlinesUS$45US$45
- BOS13:003h 5mDirectCHI14:00Fri, May 3|Boston - Chicago|Spirit AirlinesFind More FlightsFind More Flights
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Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Boston to Chicago.
- CheapestBOS07:002h 33mDirectORD08:33General Edward Lawrence Logan International Airport - O'Hare International AirportWed, Jun 12Spirit AirlinesUS$37
- BOS12:4111h 0m1 transferMDW22:41General Edward Lawrence Logan International Airport - Midway International AirportSat, Apr 27Frontier AirlinesUS$43
- BOS12:4111h 0m1 transferMDW22:41General Edward Lawrence Logan International Airport - Midway International AirportSat, Apr 27Frontier AirlinesUS$43Find More Flights
Frequently Asked Questions
How to find a cheap flight from Boston to Chicago
Cheapest nonstop flight price | $35 |
---|---|
Cheapest round-trip ticket price | $73 |
Off-season for travel | December |
Peak season for travel | October |
Flight distance | 1,371.27km |
Average flight time | 2 hours 52 minutes |
Popular airline | American Airlines |
Plan Your Trip Around Chicago
More Travel Options | Boston to Chicago
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