Chicago (ORD) → Boston (BOS)
About Chicago to Boston Flights
Discover the best flights from Chicago to Boston, covering 1,391 km in approximately 2h 14m. Chicago (ORD) to Boston (BOS) is one of the busy short-haul routes within United States. With 6 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Chicago to Boston.
12-Month Price History
Flight prices from Chicago to Boston vary significantly throughout the year. February typically offers the best deals with average prices around $255, while July sees the highest prices, averaging $426. Savvy travelers can save up to 40% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
66 days
For best prices
Booking Tips
For the best prices on Chicago to Boston flights, we recommend booking 80 days in advance. Domestic flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
JetBlue Airways B6 | $310 | $1030 | - |
SkyWest Airlines OO | $380 | $1540 | $2430 |
Kalitta Air K4 | $430 | $1290 | $2620 |
United Airlines UA | $430 | $1450 | $1880 |
American Airlines AA | $450 | $1620 | $2340 |
Delta Air Lines DL | $500 | $1450 | $2410 |
JetBlue Airways
B6
Economy
$310
Business
$1030
First
-
SkyWest Airlines
OO
Economy
$380
Business
$1540
First
$2430
Kalitta Air
K4
Economy
$430
Business
$1290
First
$2620
United Airlines
UA
Economy
$430
Business
$1450
First
$1880
American Airlines
AA
Economy
$450
Business
$1620
First
$2340
Delta Air Lines
DL
Economy
$500
Business
$1450
First
$2410
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Milwaukee → Boston
Milwaukee Mitchell International (MKE) to Logan International (BOS)
Distance: 1,380 km
Average price: $307
Chicago → Boston
Chicago Midway International (MDW) to Logan International (BOS)
Distance: 1,381 km
Average price: $307
Chicago → Hartford
O'Hare International (ORD) to Bradley International (BDL)
Distance: 1,257 km
Average price: $289
Chicago → Portland
O'Hare International (ORD) to Portland International Jetport (PWM)
Distance: 1,445 km
Average price: $317
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Frequently Asked Questions
How long is the flight from Chicago to Boston?
The flight time from Chicago (ORD) to Boston (BOS) is approximately 2 hours and 14 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Chicago and Boston?
The aerial distance between Chicago and Boston is 1,391 kilometers (864 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Chicago to Boston?
Several airlines operate flights between Chicago and Boston, including American Airlines, Delta Air Lines, United Airlines and 3 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Chicago to Boston?
Based on historical data, February typically offers the lowest airfares for flights from Chicago to Boston. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Boston?
For the best prices on Chicago to Boston flights, we recommend booking 60 days in advance. Domestic flights can sometimes offer good last-minute deals, but advance booking is usually cheaper.
Do I need a visa to travel from Chicago to Boston?
Visa requirements depend on your nationality and the purpose of your visit. Since this is a domestic flight, no visa is required for citizens.
What is the time difference between Chicago and Boston?
Chicago operates on America/Chicago time zone, while Boston is in the America/New_York time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.