$59 Find Cheap Delta Flights from Boston to Chicago

When to Book Flights with Delta from Boston to Chicago

• How far in advance should I book tickets for a flight with Delta from Boston to Chicago?

  Generally, when trying to get a below average price for your ticket, try to book around 7 days before departure. For the cheapest possible price, our data suggests booking 64 days before departure.

• Is Delta the cheapest airline to fly with from Boston to Chicago?

  With an average price of $327 return, Delta is not the cheapest airline to fly from Boston to Chicago with. Instead, for the lowest price, our data suggests flying with Spirit Airlines, where a return flight costs $104 on average.

• What is the cheapest Delta flight from Boston to Chicago?

  In the last 3 days, the lowest price for a flight with Delta from Boston to Chicago was $97 for a return flight and $48 for a one-way flight.

• Does Delta fly direct to Chicago from Boston?

  Yes, Delta does offer direct flights for the route, with around 10 flights per week.

• What’s the cheapest day of the week to fly from Boston to Chicago with Delta?

  On average, the cheapest day of the week to fly from Boston to Chicago with Delta is Monday, when prices are around $58. The most expensive day is generally Sunday, where the average price is around $78.

• What’s the cheapest month to fly from Boston to Chicago with Delta?

  The cheapest month for Delta flights to Chicago from Boston is generally September, where plane tickets cost $103 on average. If possible, try to avoid the most expensive months of May and April, where tickets cost $189 and $223 respectively.