$96 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 8/18. 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$211
Albany
Albany1 stop$309
Boston
Boston1 stop$211
Albany
Albany1 stop$309

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

Tue, Sep 29 - Tue, Oct 6
American Airlines Logo
8:00 am - 7:42 pm
COS
-
BOS
9h 42m
1 stop
American Airlines Logo
6:52 am - 11:37 am
BOS
-
COS
6h 45m
1 stop
$211American Airlines
Tue, May 5 - Sat, May 9
American Airlines Logo
1:39 pm - 12:04 am
COS
-
BOS
8h 25m
1 stop
American Airlines Logo
8:26 am - 4:23 pm
BOS
-
COS
9h 57m
1 stop
$222American Airlines
Tue, Sep 29 - Tue, Oct 6
American Airlines Logo
8:00 am - 7:42 pm
COS
-
BOS
9h 42m
1 stop
American Airlines Logo
7:00 am - 2:45 pm
BOS
-
COS
9h 45m
2 stops
$224American Airlines
Tue, May 5 - Sat, May 9
American Airlines Logo
1:39 pm - 12:04 am
COS
-
BOS
8h 25m
1 stop
American Airlines Logo
9:30 am - 4:23 pm
BOS
-
COS
8h 53m
2 stops
$227American Airlines
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
2:15 pm - 6:00 am
COS
-
BOS
13h 45m
1 stop
Southwest Logo
5:40 am - 9:45 am
BOS
-
COS
6h 05m
1 stop
$254Southwest
Tue, Sep 8 - Tue, Sep 22
Southwest Logo
6:15 am - 6:35 pm
COS
-
BOS
10h 20m
2 stops
Southwest Logo
10:05 am - 5:00 pm
BOS
-
COS
8h 55m
1 stop
$266Southwest
Sat, May 23 - Wed, May 27
United Airlines Logo
12:56 pm - 11:44 pm
COS
-
BDL
8h 48m
1 stop
United Airlines Logo
6:09 am - 11:10 am
BDL
-
COS
7h 01m
1 stop
$296United Airlines
Fri, May 8 - Sun, May 10
United Airlines Logo
1:25 pm - 11:57 pm
COS
-
BDL
8h 32m
1 stop
United Airlines Logo
6:00 am - 10:47 am
BDL
-
COS
6h 47m
1 stop
$297United Airlines
Wed, Sep 2 - Sun, Sep 6
Delta Logo
1:40 pm - 11:38 pm
COS
-
ALB
7h 58m
1 stop
Delta Logo
6:00 am - 12:48 pm
ALB
-
COS
8h 48m
1 stop
$344Delta
Wed, Sep 2 - Sun, Sep 6
Delta Logo
1:40 pm - 11:38 pm
COS
-
ALB
7h 58m
1 stop
Delta Logo
6:00 am - 12:48 pm
ALB
-
COS
8h 48m
2 stops
$349Delta
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 September.

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 September, when tickets cost $280 (return) on average. On the other hand, the most expensive months are May and December, when the average cost of round-trip tickets is $426 and $404 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 23 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$96
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 5% 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.

Reviews of the 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.
8.0
SouthwestOverall score based on 4331 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
Airline reviews

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?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

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?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

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

I like flying first class, and United has a nice one

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Flight was late - I was downgraded from first class to coach

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

Got home at 3am after deboarding the plane. No compensation offered by American

Delayed flight. Missed connection, AA put us on a later connecting flight. The connection flight was delayed 4 times and we had to deplane. Didnt get home until 3am, when I was supposed to be home at 8:30p. Zero compensation offered from American. I would not fly them again.

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

American flight was diverted and delayed but app didn’t show that information so I wasn’t able to change my connection until the last min.

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

Information on your arrival and departure airports