Cheap flights from Chicago-O'Hare to Boston
Cheap return flights from Chicago-O'Hare to Boston
Find the best deals
All prices shown are per person based on return flights only. Prices found in the last 48 hours.
Boston flight facts
What you need to know
What are the cheapest airlines?
- Spirit Airlines
- Frontier Airlines
- JetBlue Airways
These airlines usually offer the cheapest flights from Chicago-O'Hare to Boston.
What airlines fly indirectly?
- American Airlines
- Delta Air Lines
- United Airlines
These airlines fly from Chicago-O'Hare to Boston, but you’ll have at least one layover.
How long is the flight?
3 hours 15 minutes
This is the shortest flight time from Chicago-O'Hare to Boston.
Alternative flights from the UK to Boston
Check out prices for other routes
Alternative flights from Chicago-O'Hare
You might find cheaper flights nearby
Today alone, Netflights has searched over five flights. 05 / Feb / 2026 is currently the lowest priced day of the year to fly the Chicago-O'Hare/Boston route. There are around 35 flights on any given week from the UK to Boston and the cheapest month to fly right now is February. Not suitable? Try running another search or viewing all cheap flight deals.
How to get cheap flights from Chicago-O'Hare to Boston
Tips and advice from our flight experts
You've searched for flights from Chicago to Boston. We've found 25 flights and compared them to give you the best offer. Spirit Airlines is typically the cheapest for this route, so keep an eye on them. The cheapest offer we've found is a one-way ticket for the route from Chicago to Boston on 09/05/2026 at 10:20 for £49.
We've scanned hundreds of airfares from dozens of airlines across the globe. In total, we've found 10 airlines that operate the 1,200 km flight from Chicago to Boston.
To find the best offers, book in advance or look for last-minute deals. Consider flying with Spirit Airlines, which is popular and offers competitive prices. The average flight duration is about 3 hours 15 minutes. After selecting an offer, fill out your information, proceed with payment, and consider booking a hotel with us or using our flight + hotel service to save time and money.
Other popular destinations near Boston
Where other people are flying to
