$93 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 12/4. 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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Flight Deals

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$185
Albany
Albany1 stop$299
Boston
Boston1 stop$185
Albany
Albany1 stop$299

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

Mon, Dec 8 - Sun, Dec 14
Southwest Logo
6:10 am - 4:05 pmCOS-BOS
7h 55m1 stop
Southwest Logo
12:05 pm - 5:55 pmBOS-COS
7h 50m1 stop
$185Southwest
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Mon, Dec 8 - Sun, Dec 14
Southwest Logo
5:15 am - 9:35 pmCOS-BOS
14h 20m2 stops
Southwest Logo
12:05 pm - 5:55 pmBOS-COS
7h 50m1 stop
$196Southwest
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Fri, Dec 12 - Mon, Dec 15
American Airlines Logo
12:45 pm - 12:15 amCOS-BOS
9h 30m2 stops
American Airlines Logo
6:00 am - 11:47 amBOS-COS
7h 47m1 stop
$221American Airlines
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
6:00 am - 4:20 pmCOS-BOS
8h 20m1 stop
Delta Logo
8:00 am - 1:05 pmBOS-COS
7h 05m1 stop
$277Delta
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Thu, Nov 6 - Mon, Nov 17
Delta Logo
6:00 am - 4:57 pmCOS-BOS
8h 57m1 stop
Delta Logo
12:00 pm - 8:40 pmBOS-COS
10h 40m2 stops
$282Delta
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Sun, Nov 9 - Thu, Nov 13
United Airlines Logo
6:00 am - 1:54 pmCOS-BOS
5h 54m1 stop
United Airlines Logo
7:25 am - 12:13 pmBOS-COS
6h 48m1 stop
$294United Airlines
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Sun, Nov 9 - Thu, Nov 13
United Airlines Logo
6:00 am - 1:54 pmCOS-BOS
5h 54m1 stop
United Airlines Logo
6:00 am - 12:13 pmBOS-COS
8h 13m2 stops
$299United Airlines
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Thu, Nov 6 - Mon, Nov 17
American Airlines Logo
12:45 pm - 11:50 pmCOS-BOS
9h 05m2 stops
American Airlines Logo
9:00 am - 6:06 pmBOS-COS
11h 06m2 stops
$312American Airlines
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Thu, Nov 6 - Wed, Nov 12
Multiple Airlines Logo
3:48 pm - 10:12 pmCOS-BDL
28h 24m2 stops
Multiple Airlines Logo
8:10 am - 2:58 pmBDL-COS
32h 48m1 stop
$361Multiple Airlines
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Fri, Nov 7 - Wed, Nov 12
Multiple Airlines Logo
10:41 am - 10:57 pmCOS-BDL
34h 16m2 stops
Multiple Airlines Logo
8:10 am - 2:58 pmBDL-COS
32h 48m1 stop
$381Multiple Airlines
Find Deal
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.

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 November and December, when the average cost of round-trip tickets is $479 and $467 respectively.

What’s the cheapest day of the week to fly from Colorado Springs to Massachusetts?

The average price of all round-trip flights from Colorado Springs to Massachusetts clicked on KAYAK for each day over the last 12 months.

For Colorado Springs to Massachusetts, Tuesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Massachusetts back to Colorado Springs, the best deals are generally found on Tuesday, with Sunday being the most expensive.

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 1 week before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$93
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 2% 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.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the afternoon, when round-trip flights cost $468 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $524.

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 4235 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
7.0Food
Airline reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

10.0 ExcellentStacy, Oct 2025SMF - DEN
Read more Southwest reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

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.

Terrible. They wouldn't allow me on my flight on the 14th..

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

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

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

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

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Typically flights with AA are good. The staff are pleasant, welcoming, and efficient.

A couple ladies from the crew were so rude and nasty. Thought they were mad at having to be there especially if you asked a question. This will make me think twice next time if I book a flight with you.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

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

Information on your arrival and departure airports

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