Last updated on 05-16-2025 at 05:00 AM, the fares mentioned above are for flight tickets and inclusive of fuel surcharges, service fee and taxes . Based on historical data, these fares are subject to change without prior notice and cannot be guaranteed at the time of booking. Kindly go through our terms and conditions before booking.
Cheap Flights from Chicago (ORD) to Boston (BOS) with YourTravelBuddy
Looking for deals on domestic flights? YourTravelBuddy has got you covered! If you're in need of a cheap flight from Chicago to Boston, you've come to the right place. YourTravelBuddy specializes in finding cheap airfares so you can travel without breaking the bank. We provide cheap flights from ORD to BOS while ensuring top-notch quality. Whether it’s for business or a visit to historic Boston, we guarantee service and unbeatable prices. Travel confidently and affordably from Chicago to Boston with YourTravelBuddy, enjoying savings and exclusive offers. Secure your flight today. Prepare for your adventure!
Which Airlines Fly from Chicago to Boston?
Chicago to Boston Flight Route Information
- Flight Duration: Approximately 2.5 hours
- Distance: About 860 miles (1,385 km)
- Frequent Departures: Multiple flights available daily
Information about Airports from Chicago to Boston
Chicago O'Hare International Airport (ORD) is one of the busiest airports in the world, offering a wide range of amenities, including dining, shopping, and lounges. ORD serves as a major hub for both domestic and international flights. On the other side, Boston Logan International Airport (BOS) is New England’s primary airport, providing travelers with convenient access to downtown Boston and the surrounding region. BOS offers a variety of services, including dining, shopping, and lounges.
Popular Flight Routes from Chicago (ORD):
- Chicago to New York (JFK/LGA)
- Chicago to Los Angeles (LAX)
- Chicago to Miami (MIA)
- Chicago to Orlando (MCO)
- Chicago to San Francisco (SFO)
- Chicago to Washington D.C. (DCA/IAD)
- Chicago to Denver (DEN)
- Chicago to Las Vegas (LAS)
Popular Flight Routes to Boston (BOS):
- New York (JFK/LGA) to Boston
- Chicago (ORD) to Boston
- Miami (MIA) to Boston
- Atlanta (ATL) to Boston
- Dallas (DFW) to Boston
- Orlando (MCO) to Boston
- Washington D.C. (DCA/IAD) to Boston
- Denver (DEN) to Boston
- San Francisco (SFO) to Boston
- Philadelphia (PHL) to Boston
YourTravelBuddy to Find a Cheap Flight from Chicago to Boston
You're in good hands with YourTravelBuddy! This is the right site if you're looking for cheap flights from Chicago to Boston. YourTravelBuddy is an expert at locating last-minute flight deals so you can travel without going over budget. We guarantee the highest level of quality while offering cheap flights from ORD to BOS. With YourTravelBuddy, you can affordably travel from Chicago to Boston while taking advantage of special discounts and deals on flights. Book your flight now and enjoy your trip!
Frequently Asked Questions about flights from Chicago to Boston
Where is the cheapest to book a flight from Chicago to Boston?
On YourTravelBuddy, you can find the cheapest flight deals for Chicago to Boston.
How many airports are in Chicago?
Chicago has two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW).
How long is the flight from Chicago to Boston?
The flight from Chicago to Boston typically takes about 2 hours and 30 minutes.
When is the cheapest time to fly from Chicago to Boston?
The cheapest time to fly from Chicago to Boston is usually in January and September.
What’s the cheapest airport to fly into Boston?
Logan International Airport (BOS) is the main and most affordable airport to fly into.
Are there direct flights from Chicago to Boston?
Yes, there are several direct flights from Chicago to Boston daily.
Which is the best airline to fly from Chicago to Boston?
United, American Airlines, and Delta offer frequent and reliable direct flights from Chicago to Boston.
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