Cheap Flights From Logan Intl. (BOS) To O'Hare Intl. (ORD)

With a range of airlines operating direct flights from BOS to O'Hare Intl. Airport (ORD), you're spoiled for choice. Here are some of the most well-known air carriers:

• United Airlines - (UA) with 208 flights every month
• American Airlines - (AA) with 195 flights every month
• Delta - (DL) with 147 flights every month
• JetBlue - (B6) with 56 flights every month

Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.