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In the last 72 hours, the best return deals on flights connecting Boston to Chicago were found on Spirit Airlines (59) and Delta (). Spirit Airlines proposed the cheapest one-way flight atPrices were available within the past 7 days and starts at 33 for one-way flights and 65 for round trip, for the period specified.

Prices and availability are subject to change. Additional terms apply.

However the plane was older than me, no real entertainment system or outlets to plug in smart devices.

All deals. One way. Roundtrip.

to Boston Chicago phone order flight by

Wed, Sep BOS. flightblue.buzzation Airport: O'Hare Intl. Find United Airlines cheap flights from Boston to Chicago. Enjoy a Boston to Chicago modern flight experience in premium cabins with Wi-Fi. The cheapest flight from Boston to Chicago O'Hare Airport was found 0 days before departure, on average.

Book at least 1 week before departure in order to get a below-average price. High season is considered to be November, December and January. The cheapest month to fly is August.