flight_takeoff BOS → ORD

Cheap Flights from Boston to Chicago

Compare fares on the short-haul flight from Boston to Chicago — a westbound route of about 864 miles, typically flown nonstop in around 2h 15m.

straighten

Distance

864 mi

1,390 km

schedule

Est. flight time

2h 15m

nonstop

flight

Nonstop service

Available

4 carriers

language

Time difference

1 hour behind

Chicago

Flying from Boston to Chicago

Flights from General Edward Lawrence Logan International Airport (BOS) to Chicago O'Hare International Airport (ORD) cover roughly 864 miles (1,390 km) on a westbound heading, a nonstop flight of about 2h 15m. The route crosses 1 time zone — Chicago is 1 hour behind Boston. It's served by 4 airlines.

Lets Fly Travel compares live fares across hundreds of airlines to find the best deal on this route — and every booking is reviewed by a real travel agent before ticketing.

Airlines on this route

Carriers that have operated nonstop service between BOS and ORD include:

flightAmerican Airlines flightJetBlue Airways flightSpirit Airlines flightUnited Airlines

Airline availability and fares change over time — search your dates for current options.

Best time to fly Boston to Chicago

Fare patterns and travel conditions vary by season. Here's what to expect on the BOS–ORD route throughout the year.

Jan–Feb

Winter weekdays on the Boston–Chicago route are often lightly booked — a good window for budget-conscious travelers.

Mar–May

Spring demand picks up, especially around school break periods. Searching Tuesday–Thursday departures usually surfaces the cheapest fares.

Jun–Aug

Summer travel is busy on this short-haul flight. Booking 3–5 weeks out and avoiding Friday/Sunday departures helps keep costs down.

Sep–Oct

Post-summer shoulder period often brings the lowest fares on the BOS–ORD route. Weather is usually still pleasant at both ends.

Nov–Dec

Holiday travel between Boston and Chicago books up fast. Set a fare alert and book as soon as you confirm your plans.

flight_land Arriving at

Chicago O'Hare International Airport

Chicago is served by Chicago O'Hare International Airport (IATA: ORD , ICAO: KORD). Allow time for baggage claim and ground transportation after landing.

IATA Code

ORD

Flight Time

~2h 15m

Distance

864 mi

tips_and_updates Arrival tips

›Check in online to save time at the airport.
›Arrive 2 hours before departure.
›Compare fares across several nearby dates for best value.

Boston to Chicago — FAQs

How long is the flight from Boston to Chicago? expand_more

A nonstop flight from Boston (BOS) to Chicago (ORD) takes approximately 2h 15m, covering a distance of about 864 miles (1390 km). Actual flight time varies with aircraft, routing and winds.

Which airlines fly from Boston to Chicago? expand_more

Airlines that have operated nonstop service on the BOS–ORD route include American Airlines, JetBlue Airways, Spirit Airlines, United Airlines. Use our search to compare current carriers, schedules and fares.

Is there a nonstop flight from Boston to Chicago? expand_more

Yes. The BOS–ORD route has nonstop service. Nonstop availability can vary by season and day of week, so check live results for your dates.

How far is Chicago from Boston? expand_more

The distance from Boston (BOS) to Chicago (ORD) is about 864 miles (1390 km) as the crow flies.

What is the time difference between Boston and Chicago? expand_more

Chicago is 1 hour behind Boston. Factor the time change into your arrival and connection planning.

When is the best time to book flights from Boston to Chicago? expand_more

For domestic routes like Boston to Chicago, booking about 1–3 months ahead and choosing mid-week departures usually finds the best prices. Avoid peak Friday and Sunday travel where possible.