$64+ Cheap flights from Chicago (CHI) to Everett, MA, MA
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
Feb 7 — Feb 141
1 adult, Economy
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Find cheap flights from Chicago to Everett with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Everett are usually found in January or September, booked 89 days in advance, depart on a Wednesday or Thursday and return on a Wednesday
Cheap flight deals from Chicago to Everett
Keep the following information in mind while searching for Chicago to Everett flight deals. Data was last updated January 8, 2026.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $128 (Expedia) |
One-way from | $64 (United Airlines) |
Popular in | April |
Cheapest in | January |
Average price | $207 |
Find flight deals from Chicago to Everett
Cheapest flights from Chicago to EverettExplore the most affordable flight options available from Chicago to Everett. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.
Explore the most affordable flight options available from Chicago to Everett. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.
This Expedia deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/32:53 pmORD - BOS
1 stop9h 10mFrontier
Tue 2/106:00 amBOS - ORD
1 stop12h 12mFrontier
Deal found 1/6![Frontier logo]()
$128
This Southwest deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/215:35 pmMDW - BOS
Nonstop2h 15mSouthwest
Thu 1/225:30 amBOS - MDW
Nonstop2h 50mSouthwest
Deal found 1/7![Southwest logo]()
$128
This Delta deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/710:29 amORD - BOS
1 stop4h 24mDelta
Mon 2/96:35 pmBOS - ORD
1 stop6h 21mDelta
Deal found 1/7![Delta logo]()
$129
This CheapOair deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/281:20 pmMDW - BOS
1 stop10h 43mFrontier
Wed 2/46:00 amBOS - MDW
1 stop7h 05mFrontier
Deal found 1/7![Frontier logo]()
$129
This Southwest deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/222:40 pmORD - BOS
1 stop6h 50mSouthwest
Mon 4/275:30 amBOS - ORD
2 stops11h 35mSouthwest
Deal found 1/7![Southwest logo]()
$130
This Southwest deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/299:50 amMDW - BOS
1 stop5h 20mSouthwest
Mon 2/25:50 amBOS - MDW
2 stops9h 05mSouthwest
Deal found 1/8![Southwest logo]()
$130
This Delta deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2910:45 amORD - BOS
1 stop4h 38mDelta
Mon 2/28:25 pmBOS - ORD
Nonstop3h 04mDelta
Deal found 1/8![Delta logo]()
$131
This Southwest deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/282:00 pmMDW - BOS
Nonstop2h 10mSouthwest
Sun 2/15:55 pmBOS - MDW
Nonstop2h 55mSouthwest
Deal found 1/6![Southwest logo]()
$131
This JetBlue deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 amORD - BOS
Nonstop2h 15mJetBlue
Mon 5/46:52 amBOS - ORD
Nonstop2h 59mJetBlue
Deal found 1/8![JetBlue logo]()
$132
This Southwest deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/286:50 amMDW - BOS
1 stop6h 30mSouthwest
Sat 1/3112:55 pmBOS - MDW
2 stops6h 45mSouthwest
Deal found 1/6![Southwest logo]()
$132
This Delta deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2210:29 amORD - BOS
1 stop7h 01mDelta
Sat 2/77:30 amBOS - ORD
Nonstop3h 11mDelta
Deal found 1/7![Delta logo]()
$133
This Southwest deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/235:35 pmMDW - BOS
Nonstop2h 15mSouthwest
Mon 1/265:50 amBOS - MDW
1 stop6h 45mSouthwest
Deal found 1/7![Southwest logo]()
$133
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Everett that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Chicago to Everett that are best for you.
Fly from
Chicago
Fly to
Everett
Route
Depart
Return
Price
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 1/29
1:50 pm-9:25 pm
1 stop6h 35m
Boston Logan Intl
Mon 2/2
5:30 am-7:20 am
Nonstop2h 50m
$130
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 1/29
9:35 am-3:22 pm
1 stop4h 47m
Boston Logan Intl
Mon 2/2
8:25 pm-10:29 pm
Nonstop3h 04m
$131
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 1/23
2:00 pm-5:10 pm
Nonstop2h 10m
Boston Logan Intl
Tue 1/27
3:20 pm-7:00 pm
1 stop4h 40m
$131
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Wed 3/4
5:35 pm-8:50 pm
Nonstop2h 15m
Boston Logan Intl
Sat 3/7
6:35 pm-8:30 pm
Nonstop2h 55m
$131
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 2/19
10:00 am-1:20 pm
Nonstop2h 20m
Boston Logan Intl
Mon 3/2
7:00 am-9:10 am
Nonstop3h 10m
$132
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Wed 1/28
6:50 am-2:20 pm
1 stop6h 30m
Boston Logan Intl
Sat 1/31
12:55 pm-6:40 pm
2 stops6h 45m
$132
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 1/30
2:25 pm-5:54 pm
Nonstop2h 29m
Boston Logan Intl
Mon 2/9
5:26 pm-11:56 pm
1 stop7h 30m
$133
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 2/24
10:45 am-4:20 pm
1 stop4h 35m
Boston Logan Intl
Mon 3/2
5:00 pm-10:05 pm
1 stop6h 05m
$135
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 1/24
7:00 am-1:22 pm
1 stop5h 22m
Boston Logan Intl
Sat 1/31
7:30 am-9:41 am
Nonstop3h 11m
$136
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 2/12
5:15 pm-12:10 am
1 stop5h 55m
Boston Logan Intl
Mon 2/16
9:45 pm-12:15 pm
2 stops15h 30m
$136
Showing 1-10 of 40 results
Best time to book a flight from Chicago to Everett
Have a flexible travel schedule? Discover the best time to fly to Everett from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Everett
How far ahead should I book a flight from Chicago to Everett?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Everett. Price data was last updated on January 2, 2026.
To ensure you get the cheapest price possible for a flight from Chicago to Everett, you should look to book at least 86 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago to Everett?
Currently, September is the cheapest month in which you can book a flight from Chicago to Everett (average of $91). Flying from Chicago to Everett in February is currently the most expensive (average of $134). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to EV9?
Find hourly flight availability from Chicago to Everett. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Everett in the evening. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight at noon.
What is the cheapest day to fly from Chicago to Everett?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Everett. Price data was last updated on January 3, 2026.
Travelers seeking maximum savings on their Chicago to Everett flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Everett
Explore weekly flight availability from Chicago to Everett. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 8, 2026.
The most flights from CHI to EV9 are scheduled on a Thursday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).
Reviews of airlines servicing Everett
Get insights into the airlines that provide service to Everett. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Everett. Reviews last updated January 8, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Chicago to Everett. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Everett. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Everett
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Chicago to Everett
Discover the top 7 airlines that operate flights from Chicago to Everett. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$73 | Average$171 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$83 | Average$166 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$104 | Average$224 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$107 | Average$122 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$117 | Average$339 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$117 | Average$348 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$135 | Average$311 | FlexibilityNo cancel fee | On-time63% |