$134 Find Cheap Flights from Colorado Springs to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Colorado Springs to Massachusetts departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Colorado Springs to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Colorado Springs to Massachusetts, as well as popular online travel agencies
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Best Massachusetts Flight Deals from Colorado Springs

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$197
Albany
Albany2 stops$347

Good to know

Low season

January

High season

November

Cheapest flight

$134
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Colorado Springs to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Colorado Springs to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Colorado Springs to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Colorado Springs to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Colorado Springs to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Colorado Springs to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Colorado Springs to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Colorado Springs to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Colorado Springs to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Massachusetts

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly from Colorado Springs is February.
  • Morning departure is around 46% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 4 airlines serving from Colorado Springs to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Colorado Springs to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
8.1
SouthwestOverall score based on 4659 reviews
8.2Boarding
8.7Crew
7.2Food
8.1Comfort
7.7Entertainment
Airline reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

10.0 ExcellentRachel, Jan 2025TPA - MDW
Read more Southwest reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Wi Fi was horrible kept cutting out the whole time and too expensive

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

Boarding was a little late, but made up for it. It was quick to taxi to the runway, since it's a smallish airport.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

It was 2 hours 45 minutes late, for no apparently clear reason.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Seats were really tight and the seat belts did not give enough slack.

I like in St George and prefer to fly out of CDC than SGU. Hopefully, they will continue the flights out of Cedar

Broken jer bridge. Poor communication about it. Lost 2 of 4 luggage pieces

Overall, it was okay. Seat was a little cramped. Would’ve liked more substantial snacks or opportunity to buy some.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

I think they can provide the better food/snack option for the 4 hours flight. Drinks are fine.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Overall, it was a good experience. Boarding was good and there was plenty of overhead bin space for everyone’s carryons (even when we boarded toward the end). Only improvement would be to offer trash service more regularly.

David went above and beyond to make our flight the best that it could be

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

No food service almost missed because of first flight delays

Had a hard time finding my assigned seat. No attendants to assist.

The negative was the wait at the airport coming back. I checked my bags in, an hour before boarding and I get the notification that my flight was delayed. Rather had gotten the notification while I was at the hotel. Then it was delayed 3 x’s. Ugh!

Plane still had screens for watching movies. Good selection too.

There was no air on the plane and it was very hot.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

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

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

Would have been good to have a meal since it was a 5.5 hour flight

Same problems with delays in Dallas. This was weather related and due to the incoming flight being delayed. This was the flight that was delayed due to a missing flashlight which turned out not to be missing.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

We boarded after several delays due to mechanical failure and a gate change. The seat cushion in the exit row was very compressed and offered no cushion, making the four-hour journey reasonably uncomfortable. The WiFi worked for a few people, but for most, it did not, and you cannot get entertainment unless you can connect—American Airlines flights do not have seatback screens, and you must use your mobile phone.

Terrible. Internet/kiosk glitch prevented baggage checkin. Line at ticket co in Ter was under serviced and did not move. Agents did not call for flight but rather allowed time to pass. Then told each person as they reached the front if line that it was too late to check bags so they’d have to rebook flights. At least 15 people missed the flight as a result of this incompetence.

After several delays and being rebooked onto a layer flight, I had to speak to three AA agents for baggage claim to get an attendant. All were in foul mode and reluctant to assist or offer any assistance.

Only thing that I liked it that I got to my destination safely, otherwise American Airlines stinks.

Improvements in communication and empathy are absolutely necessary for American Airlines staff (top down). It’s like they are numb to the needs of their customers.

Book cheap flights from Colorado Springs to Massachusetts

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Colorado Springs to Massachusetts found on KAYAK in the last 72 hours.
3/25Tue
1 stopAmerican Airlines
7h 06mCOS-BOS
4/1Tue
1 stopAmerican Airlines
9h 43mBOS-COS
$197
3/25Tue
1 stopAmerican Airlines
7h 06mCOS-BOS
4/1Tue
2 stopsAmerican Airlines
9h 47mBOS-COS
$202
2/16Sun
2 stopsDelta
11h 22mCOS-BOS
2/19Wed
1 stopDelta
9h 18mBOS-COS
$282
2/16Sun
2 stopsDelta
11h 22mCOS-BOS
2/19Wed
2 stopsDelta
12h 05mBOS-COS
$287
1/28Tue
1 stopUnited Airlines
6h 12mCOS-BOS
2/1Sat
1 stopUnited Airlines
8h 33mBOS-COS
$347
1/28Tue
2 stopsUnited Airlines
9h 23mCOS-BOS
2/1Sat
1 stopUnited Airlines
8h 33mBOS-COS
$352
4/24Thu
1 stopSouthwest
7h 00mCOS-ALB
4/29Tue
1 stopSouthwest
8h 35mALB-COS
$457
4/24Thu
1 stopSouthwest
7h 00mCOS-ALB
4/29Tue
2 stopsSouthwest
10h 10mALB-COS
$462
2/14Fri
3 stops
24h 13mCOS-BOS
2/16Sun
3 stops
24h 55mBOS-COS
$536
2/21Fri
3 stops
24h 13mCOS-BOS
2/23Sun
3 stops
24h 55mBOS-COS
$564

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Colorado Springs to Massachusetts found on KAYAK in the last 72 hours.
3/5Wed
2 stopsAmerican Airlines
8h 59mCOS-BOS
$134
3/5Wed
1 stopDelta
6h 49mCOS-BOS
$139
2/17Mon
1 stopSouthwest
5h 20mCOS-BDL
$214
4/12Sat
1 stopSouthwest
9h 45mCOS-BDL
$219
3/14Fri
1 stopDelta
7h 22mCOS-ALB
$240
3/14Fri
1 stopDelta
7h 22mCOS-ALB
$245
3/25Tue
3 stopsUnited Airlines
11h 56mCOS-BDL
$269
2/17Mon
2 stopsSouthwest
9h 35mCOS-BDL
$299
3/5Wed
3 stopsUnited Airlines
23h 47mCOS-BOS
$339
3/14Fri
2 stopsAmerican Airlines
10h 57mCOS-ALB
$354

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Last minute flights from Colorado Springs to Massachusetts

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Colorado Springs to Massachusetts that are departing in the next 10 days.
1/16Thu
multi-stopAmerican Airlines
7h 14mCOS-BOS
1/22Wed
multi-stopAmerican Airlines
10h 33mBOS-COS
$197
1/16Thu
multi-stopAmerican Airlines
9h 25mCOS-BOS
1/22Wed
multi-stopAmerican Airlines
9h 24mBOS-COS
$202
1/16Thu
multi-stopAmerican Airlines
9h 25mCOS-BOS
1/22Wed
multi-stopAmerican Airlines
11h 29mBOS-COS
$207
1/17Fri
multi-stopSouthwest
6h 00mCOS-ALB
1/20Mon
multi-stopSouthwest
9h 35mALB-COS
$927
1/17Fri
multi-stopSouthwest
7h 25mCOS-ALB
1/20Mon
multi-stopSouthwest
9h 35mALB-COS
$932
1/17Fri
multi-stopAmerican Airlines
9h 38mCOS-ALB
1/20Mon
multi-stopAmerican Airlines
12h 23mALB-COS
$937

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Everything you need to know for your flight from Colorado Springs to Massachusetts

Information on your arrival and departure airports

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