$134 Find Cheap Flights from Colorado Springs to Massachusetts - Compare and Save

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Cheap Flights from Colorado Springs to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Boston
Boston1 stop$265
Albany
Albany1 stop$422
Boston
Boston1 stop$265
Albany
Albany1 stop$422
Booking Insights

Price, demand and travel trends for Colorado Springs to Massachusetts flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Colorado Springs to Massachusetts recently?

The cheapest fare from Colorado Springs to Massachusetts in the last week was $265 round-trip, to Boston Logan Intl (BOS).

How do fares into airports in Massachusetts compare?

Flights from Colorado Springs to Massachusetts arrive at a single airport, Boston Logan Intl (BOS). Round-trip fares average about $398.

What's the cheapest month to fly from Colorado Springs to Massachusetts?

February is typically the cheapest month to fly from Colorado Springs to Massachusetts, with round-trip fares averaging $287. May and July are usually the most expensive, averaging $528 and $494, respectively.

How do fares from Colorado Springs to Massachusetts vary by day of the week?

On average, Thursday is the cheapest day to fly from Colorado Springs to Massachusetts and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 57% more expensive to fly on a Sunday compared to Thursday.

What's the best time of day to fly from Colorado Springs to Massachusetts?

It's cheapest to fly to Massachusetts in the morning with average prices of $384. The afternoon is the most expensive time to fly, with average prices of $413.

Key details for Colorado Springs to Massachusetts flights

Low season

February

Cheapest flight

$134
Beat the crowds with an average 59% drop in travelers.
The most popular month to fly with an average 41% increase in travelers.
One-way flight from Colorado Springs to Boston

Your Colorado Springs to Massachusetts flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Colorado Springs to Massachusetts?

    Yes. Fares from Colorado Springs to Massachusetts are low right now. As a rule of thumb, a round-trip under $313 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Colorado Springs to Massachusetts?

    Over the past 12 months, round-trip fares from Colorado Springs to Massachusetts have typically cost between $313 and $538.

  • What are the main airports serving Massachusetts?

    Massachusetts has 12 airports. 100% of KAYAK users choose Boston Logan Intl (BOS) as their arrival airport.

  • Which airlines fly nonstop from Colorado Springs to Massachusetts?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Colorado Springs to Massachusetts. One-stop options include:

    • American Airlines
    • Southwest
    • Delta

  • Which destinations in Massachusetts can I fly nonstop from Colorado Springs?

    Based on the flight schedule for the next 3 months, there are no nonstop flights from Colorado Springs to Massachusetts. The most popular destination you can reach with one stop is Boston.

  • Which cabin classes are available from Colorado Springs to Massachusetts?

    On flights from Colorado Springs to Massachusetts you can book Economy Class, Business Class or First Class.

  • What are some popular landmarks around Massachusetts?

    Massachusetts is home to many popular sights. KAYAK travelers' favorites include:

    • TD Garden
    • Fenway Park
    • Boston Common
    • Boston Convention and Exhibition Center

Your guide to booking Colorado Springs to Massachusetts flights

Get tips on when to book, when to fly and what to know before your trip.
  • Flexible with your dates? Fly in February to save some money. It's typically the cheapest month on this route, while flights in May will cost you the most.
  • Fly out on a Thursday to get the cheapest fares. Avoid Sunday flights, which are about 57% more expensive.
  • Start your trip in Boston, the most popular destination in Massachusetts. From there, it's easy to continue on to other popular spots such as Nantucket, Cambridge and Hyannis.

Reviews of the top 4 airlines serving from Colorado Springs to Massachusetts

 
Need help choosing which airline to fly with from Colorado Springs to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4223 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.

8.0 ExcellentDelores, Oct 2026
Read more Southwest reviews

I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.

WiFi was inoperable - second in four recent Southwest flights where that was true. I need WiFi for work and if Southwest cannot provide, I’ll stop using it

A List preferred boarding was nice Asked for a mask and cheerfully received Denver bag check-in is tricky. Not near other checking desk. Have to navigate to east security and up to level six for bag checkin. TSA busy and 20 minutes process thru pre lines Denver train to gates quick but one more thing to plan time for and long concourse walk to gate

Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

Great no problem boarding suitcase on time for pick up

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

I've never flown Southwest before and I can say its my new favorite airline.

As an Elevance employee, don't we get priority boarding? Also, I boarded zone 5 and could not get normal carry on in luggage space. There were many Delta employees on the flight and their bags, which were large and could only fit two bags per compartment, got preference over customers so I had to check my bag.

Everything went smoothly, WiFi connection was strong. Time to upgrade the regional planes, we are all on top of each other. No room to comfortably do anything.

Great overall experience and use of the Delta One lounge was amazing!

The gate attendant was not clear w message on flight delays.

Great flight. Thank you for the upgrade to first class.

Flight was delayed and not a lot of communication on why until we got on the plane.

Horrible experience. Delta delayed the flight to 11pm which happens. Apparently the pilots were there but we were waiting for flight attendants to arrive from Detroit and they were delayed. They could have made arrangements but that’s fine. What was truly horrible was that at 10:50pm the pilot comes out and says the flight will be cancelled but hasn’t been cancelled yet in the system. It’s being cancelled because the pilots have timed out. As soon as that plane got delayed past 10:50pm delta knew it couldn’t fly. Yet they made us wait around for hours. When the flight finally got cancelled all the area hotels were booked and flights for the next day were unavailable until midday. All I wanted was to spend one day with my family before needing to fly abroad on another delta flight. That will be my last flight with them. I’ll take my 800k miles flown and annual spend to an airline that isn’t so thoughtless.

got ahead of the schedule, nothing else to like. crew management of boarding when overhead bag space was virtually gone in the midst of their priority zone 3 should have been better. but they absolutely did not care. ryanair crew is better than this!

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

Check in went smoothly. Flight attendant who was assigned my area barely paid any attention to me! She acted as though she was extremely busy and flustered. Maybe she was new?! I told her to change the language on my screen, she said she’d come back to help me but never did so I was able to solve the problem on my own. She came back and said she’d made adjustments on her end. Highly doubt it because I found the setting to change the language! Also, I noticed everyone was eating before we landed so I pushed my help button and she never came so I got up to find her to ask her if I can have breakfast. She said they are not serving breakfast but I can have a sandwich. Yes, that was her response as I saw everyone eating breakfast!!!

Both of my flights arrived early and check in process was smooth

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

Good even though flight was delayed, the crew was prompt and efficient.

Flight home lot's of room shame I never noticed that they ripped my suitcase and didn't notice it to I got toy destination and had to buy new set

It was delayed several hours which delayed our connection in Denver. Not happy.

You could have been ON TIME! And I was miffed because I spent an extra $82 to get my seat and the steward put a woman from the back in my aisle for nothing because her movies wouldn’t work. I’ll try that next time and save $82!

Again a nearly five hour flight and pretzels is all the food you get and all you can drink water. No electric plugs in economy. Staff was totally not caring. Delta next time

Ridiculous delays with weak excuses. United needs to do their job and troubleshoot. The rate they charge demands no less. Planes are way too full and seats are cramped. Charging for seats and luggage adds insult to injury.

Staff announced flight was delayed. Then after passengers took the extra time to get food etc, announced it was on time. Not enough overhead space for a full flight Seats were super small and crammed. Crew welcomed us aboard to another "on time gate departure” only to sit on the tarmac for two hours. They made 2 announcements as to why that no one could understand. NO ENTERTAINMENT- food was a bag of old pretzrks. After landing, sat on the tarmac for another 20 minutes “looking for a parking spot”. I never fly American due to past poor performance. I had to that day due to departure time. American never fails to disappoint.

The crew was wonderful, the plane was fine. We left the gate on time, but we had to wait 40 minutes on the tarmac because of all the congestion at Boston.

Had to pay for WiFi, delayed start, and sat on the runway forever.

On time departure was much appreciated. However, as a frequent flyer and American Advantage member, I was as disappointed not to get an aisle seat.

I've never seen such poor lack of information at a gate station in 69 years. The flight from COS was to depart at 12:37pm. At boarding time, the gate agent in the microphone mumbled something completely unintelligible. I understood one word. "mechanical". Nothing else. Absolutely nothing else was reported for the next 1-1/2 hours. Past the time for departure, at 12:37pm, the gate agent simply walked away and the station was left unattended, as all of the passengers waited expectantly. The board still said that the flight was ON TIME. That was hard to believe since it was then well past 12:37pm and we all were sitting at the gate and there was absolutely no gate agent anywhere in site. I stopped an employee who was standing somewhere else and said that we can use some information. Much later, the same gate agent said that he will have information for us about 5 minutes but he "doesn't know any more than you do." Of course, five minutes came and went and he did absolutely nothing. One and a half hours after 12:37pm, he opened the door and began boarding. No explanation, no apology. Once we were boarded, the same happened on the plane. We sat. No explanation, no apology, from any flight attendants. Finally, finally, a pilot apologized and explained that there would be a delay. WELL NO KIDDING !

Flight was cancelled due to a myriad of operational issues. You guys really suck

Couldn't make the flight because connecting flight was canceled.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

More options for your flight from Colorado Springs to Massachusetts

Complete your trip to Massachusetts with a hotel stay or car rental