$129 Find Cheap Flights from Colorado Springs to Massachusetts - Compare and Save

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 8/31. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
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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Cheap Flights from Colorado Springs to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$221
Albany
Albany1 stop$363
Boston
Boston1 stop$221
Albany
Albany1 stop$363

Book Cheap Colorado Springs to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Colorado Springs to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Colorado Springs to Massachusetts

Wed, Aug 12 - Tue, Aug 18
American Airlines Logo
8:00 am - 5:45 pm
COS
-
BOS
7h 45m
1 stop
American Airlines Logo
7:30 am - 2:54 pm
BOS
-
COS
9h 24m
1 stop
$221American Airlines
Thu, Aug 13 - Wed, Aug 19
Southwest Logo
4:20 pm - 12:30 am
COS
-
BOS
6h 10m
1 stop
Southwest Logo
9:25 am - 4:00 pm
BOS
-
COS
8h 35m
1 stop
$265Southwest
Thu, Aug 13 - Wed, Aug 19
Southwest Logo
4:20 pm - 12:30 am
COS
-
BOS
6h 10m
1 stop
Southwest Logo
9:25 am - 4:00 pm
BOS
-
COS
8h 35m
1 stop
$269Southwest
Wed, Aug 26 - Sun, Aug 30
Southwest Logo
6:15 am - 6:35 pm
COS
-
BOS
10h 20m
2 stops
Southwest Logo
5:20 am - 9:25 am
BOS
-
COS
6h 05m
1 stop
$274Southwest
Wed, Sep 9 - Sat, Sep 12
Delta Logo
6:14 pm - 6:30 am
COS
-
BOS
10h 16m
1 stop
Delta Logo
12:20 pm - 7:56 pm
BOS
-
COS
9h 36m
1 stop
$277Delta
Wed, Sep 9 - Tue, Sep 15
Delta Logo
11:22 am - 10:13 pm
COS
-
BOS
8h 51m
1 stop
Delta Logo
9:20 am - 7:56 pm
BOS
-
COS
12h 36m
2 stops
$282Delta
Wed, Sep 9 - Tue, Sep 15
Delta Logo
6:00 am - 9:25 pm
COS
-
BOS
13h 25m
2 stops
Delta Logo
10:00 am - 7:56 pm
BOS
-
COS
11h 56m
2 stops
$287Delta
Tue, Aug 25 - Tue, Sep 29
American Airlines Logo
10:12 am - 7:34 pm
COS
-
BDL
7h 22m
1 stop
American Airlines Logo
7:03 am - 12:48 pm
BDL
-
COS
7h 45m
1 stop
$363American Airlines
Tue, Aug 18 - Fri, Aug 21
United Airlines Logo
7:40 am - 9:12 am
COS
-
ACK
23h 32m
2 stops
United Airlines Logo
4:15 pm - 8:40 am
ACK
-
COS
18h 25m
2 stops
$840United Airlines
Tue, Aug 18 - Fri, Aug 21
United Airlines Logo
7:40 am - 9:12 am
COS
-
ACK
23h 32m
2 stops
United Airlines Logo
4:15 pm - 10:33 am
ACK
-
COS
20h 18m
2 stops
$876United Airlines
Booking Insights

KAYAK's insights & trends for Colorado Springs to Massachusetts flights

Get data-powered insights and trends into flights from Colorado Springs to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Colorado Springs to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Colorado Springs to Massachusetts departing in August.

What is the cheapest month to fly from Colorado Springs to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Colorado Springs to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Colorado Springs to Massachusetts is December, when tickets cost $158 (return) on average. On the other hand, the most expensive months are May and June, when the average cost of round-trip tickets is $389 and $302 respectively.

How far in advance should I book a flight from Colorado Springs to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Colorado Springs to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Colorado Springs to Massachusetts, you should book around 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$129
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 5% lower on average.
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.

Reviews of the top 3 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.
7.9
SouthwestOverall score based on 4246 reviews
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

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

2.0 MediocreIrene, Jun 2026
DEN - SFO
Read more Southwest reviews

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

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

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?

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

Everything went smoothly and we even arrived a little bit early.

Connecting flight is on time and boarding was a breeze!

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.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

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.

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 —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

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

Information on your arrival and departure airports