Cheap flights from Chicago O'Hare Intl Airport to Boston from $55
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Boston departing on 7/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Spirit Airlines flights from Chicago O'Hare Intl Airport to Boston
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United Airlines flights from Chicago O'Hare Intl Airport to Boston
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Boston
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Boston?
What is the cheapest month to fly to Boston?
In general, September is the cheapest month to fly from Chicago O'Hare Intl Airport to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $184. If you aren’t able to travel during the month of September, then book flights to Boston from Chicago O'Hare Intl Airport during August instead. Flights to Boston in August, while not as cheap as those in September, still average around $207.
What is the cheapest day to depart on your flight to Boston?
The cheapest day to depart from Chicago O'Hare Intl Airport to Boston is on a Wednesday when prices can be found for as low as $234. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $303.
What is the cheapest time of day to depart on your flight to Boston?
According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Chicago O'Hare Intl Airport to Boston in the evening for as low as $199. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $286 per ticket.
What is the cheapest Chicago O'Hare Intl to Boston Logan Intl flight route?
Fly from Chicago O'Hare Intl to Boston Logan Intl for the best Chicago O'Hare Intl - Boston Logan Intl flight prices
How far in advance should I book a flight to Boston?
You are more likely to see cheaper flights to Boston from Chicago O'Hare Intl Airport when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $229 when searching 13 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Chicago O'Hare Intl Airport for as low as $191 on momondo.
What cabin class options are available on Chicago O'Hare Intl to Boston Logan Intl flights?
There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago O'Hare Intl to Boston Logan Intl?
Spirit Airlines, JetBlue, and United Airlines are the most popular carriers operating from Chicago O'Hare Intl to Boston Logan Intl
What airlines fly to Boston?
American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Boston from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 7 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago O'Hare Intl Airport to Boston on average per day?
49 flights are operational daily from Chicago O'Hare Intl Airport to Boston as of June 2025. The most popular departure time for this route is 7:00PM, with 43% of flights per day taking off at noon.
How many flights depart from Chicago O'Hare Intl Airport to Boston on average per week?
As of June 2025, there are 344 flights per week flying from Chicago O'Hare Intl Airport to Boston. The most common day of the week flights depart is Mon, with 20% of flights taking off on this day.
When to book flights from Chicago O'Hare Intl Airport to Boston
Cheap Chicago O'Hare Intl Airport to Boston (ORD to BOS) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Boston
How far is Chicago O'Hare Intl to Boston Logan Intl by plane?
A flight from Chicago O'Hare Intl to Boston Logan Intl will travel around 861.0 mi. 2h 23m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport?
Prices for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport?
As of June 2025, there are 7 operators available to choose from for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Boston Logan Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Boston Logan Intl Airport.
What documentation or ID do you need to fly to Boston Logan Intl Airport?
The required travel and health documents for your Boston Logan Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Boston Logan Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago O'Hare Intl Airport to Boston?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Boston, the leading plane model is Boeing 737-800, making up 22.66% of the total bookings. Other popular models include Embraer 175 with 12.99%, Boeing 737 MAX 8 with 10.72%, and Boeing 737-900 with 9.84%.
What is the most popular airline from Chicago O'Hare Intl Airport to Boston?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Boston, the leading airline is American Airlines, making up 33% of the total bookings. Other popular airlines include United Airlines with 28%, Delta with 20%, and JetBlue with 10%.
Best airlines flying from Chicago O'Hare Intl Airport to Boston
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Boston with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $36 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $69 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $79 | Free Cancellation | Rating 7.3 2,925 reviews | |||
| PriceFrom $89 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $127 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $131 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $214 | Free Cancellation | Rating 8.0 4,287 reviews |
Delta Flights From Chicago O'Hare Intl Airport to Boston
Across 13 Delta flights from Chicago O'Hare Intl Airport to Boston this week, the average price was $223, with the best Delta deals starting from $89 round-trip. 7,950 users have rated Delta on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago O'Hare Intl Airport to Boston
United Airlines is also a popular choice for this route. United Airlines flight deals for Chicago O'Hare Intl Airport to Boston start from as low as $131 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $281. United Airlines operates 28 flights to Boston from Chicago O'Hare Intl Airport in an average week. Users have rated it 7.4/10 across 8,790 reviews.
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Why should I use momondo to find a flight deal from Chicago to Boston?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Boston. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to Boston with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Boston from Chicago with this policy.
How can momondo help me find flights from Chicago to Boston?
Once you have performed a search for Chicago to Boston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Chicago to Boston right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Boston from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.