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Everett

$76+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
May 11 — May 181
Mon 5/11
Mon 5/18
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Everett are usually found in January or September, booked 86 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Chicago to Everett

Cheapest flights from Chicago to Everett
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 April 11, 2026.

This Frontier deal was found by Cheapflights users on 4/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:59 pm
ORD
-
BOS
1 stop10h 25m
Frontier
Tue 5/129:31 am
BOS
-
ORD
1 stop11h 20m
Frontier
Deal found 4/7$140
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:15 pm
MDW
-
BOS
1 stop10h 16m
Frontier
Wed 4/2912:55 pm
BOS
-
MDW
1 stop10h 19m
Frontier
Deal found 4/6$140
This CheapOair deal was found by Cheapflights users on 4/7. 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.
Tue 4/217:15 pm
ORD
-
BOS
1 stop14h 00m
Multiple Airlines
Tue 4/286:00 am
BOS
-
ORD
1 stop12h 00m
Multiple Airlines
Deal found 4/7$145
This Expedia deal was found by Cheapflights users on 4/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:41 am
ORD
-
BOS
Nonstop2h 26m
JetBlue
Wed 4/297:35 pm
BOS
-
ORD
Nonstop3h 01m
JetBlue
Deal found 4/8$147
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/1212:45 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Tue 5/126:00 pm
BOS
-
MDW
1 stop5h 15m
Southwest
Deal found 4/7$149
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:15 pm
ORD
-
BOS
1 stop14h 00m
Spirit Airlines
Wed 4/228:16 pm
BOS
-
ORD
1 stop14h 20m
Spirit Airlines
Deal found 4/7$150
This SmartFares deal was found by Cheapflights users on 4/6. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
ORD
-
BOS
Nonstop2h 15m
JetBlue
Sun 5/37:02 am
BOS
-
ORD
Nonstop2h 57m
JetBlue
Deal found 4/6$151
This CheapOair deal was found by Cheapflights users on 4/10. 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.
Mon 5/42:15 pm
MDW
-
BOS
1 stop10h 16m
Frontier
Wed 5/612:01 pm
BOS
-
MDW
1 stop11h 01m
Frontier
Deal found 4/10$151
This Delta deal was found by Cheapflights users on 4/8. 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.
Sat 5/26:00 am
ORD
-
BOS
Nonstop2h 26m
Delta
Tue 5/57:10 am
BOS
-
ORD
Nonstop3h 05m
Delta
Deal found 4/8$153
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/56:00 pm
MDW
-
BOS
Nonstop2h 20m
Southwest
Sat 5/93:30 pm
BOS
-
MDW
Nonstop2h 45m
Southwest
Deal found 4/7$153
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:08 pm
ORD
-
BOS
1 stop6h 23m
Multiple Airlines
Sat 5/27:35 pm
BOS
-
ORD
Nonstop3h 01m
Multiple Airlines
Deal found 4/6$154
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/122:35 pm
MDW
-
BOS
2 stops7h 05m
Southwest
Tue 5/1910:45 am
BOS
-
MDW
Nonstop2h 40m
Southwest
Deal found 4/7$154

Find flight deals from Chicago to Everett

Keep the following information in mind while searching for Chicago to Everett flight deals. Data was last updated April 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$140
(Frontier)

One-way from

$76
(Frontier)

Popular in

April

Cheapest in

January

Average price

$272
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
Search Deals
From Chicago (CHI) to Everett
Search Deals
One-way flight from Chicago (CHI) to Everett
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 11, 2026.
Use the filters below to find and compare flights from Chicago to Everett that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 4/29

7:59 pm-11:27 pm

Nonstop2h 28m

Boston Logan Intl

Tue 5/5

7:10 am-9:15 am

Nonstop3h 05m

$155

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 5/13

3:15 pm-6:35 pm

Nonstop2h 20m

Boston Logan Intl

Sun 5/17

6:10 am-7:55 am

Nonstop2h 45m

$158

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 5/5

6:00 am-2:21 pm

1 stop7h 21m

Boston Logan Intl

Tue 5/12

4:15 pm-6:15 pm

Nonstop3h 00m

$165

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 5/23

3:55 pm-7:30 pm

Nonstop2h 35m

Boston Logan Intl

Sat 5/30

7:19 am-9:17 am

Nonstop2h 58m

$167

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 4/28

6:00 pm-9:20 pm

Nonstop2h 20m

Boston Logan Intl

Sun 5/3

6:10 am-7:55 am

Nonstop2h 45m

$172
Quickest round-trip

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 6/29

7:35 pm-10:50 pm

Nonstop2h 15m

Boston Logan Intl

Tue 7/7

5:35 am-7:10 am

Nonstop2h 35m

$172

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 4/29

9:15 am-12:46 pm

Nonstop2h 31m

Boston Logan Intl

Fri 5/1

8:25 pm-10:20 pm

Nonstop2h 55m

$182

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 4/30

3:55 pm-7:26 pm

Nonstop2h 31m

Boston Logan Intl

Sun 5/3

5:45 am-9:37 am

1 stop4h 52m

$187

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 5/3

9:30 pm-12:59 am

Nonstop2h 29m

Boston Logan Intl

Thu 5/7

5:45 am-9:37 am

1 stop4h 52m

$187

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 5/29

5:50 pm-11:55 pm

1 stop5h 05m

Boston Logan Intl

Sun 5/31

6:10 am-7:55 am

Nonstop2h 45m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 44 resultsSorted by cheapest first
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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 April 10, 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 March is currently the most expensive (average of $122). 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 April 11, 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 9% 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 April 4, 2026.

Travelers seeking maximum savings on their Chicago to Everett flight should consider departing on Thursday 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 April 11, 2026.

The most flights from CHI to EV9 are scheduled on a Friday (60 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (32 on average).

How much does it cost to fly round-trip from Chicago to Everett?

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 April 11, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,335 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,408 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,569 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,928 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,573 reviews
Southwest
8.0
Very good
4,335 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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.

  • How long is the flight from Chicago to Everett?

    Airlines like Delta, Southwest, and United Airlines fly from Chicago to Everett in about 2h 20m. The time it takes to get you to your destination is usually consistent. The distance from Chicago to Everett is about 857 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Chicago to Everett one-way?

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $58. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Chicago to Everett for a low price.

  • What are the most reliable airlines from Chicago to Everett?

    Before booking your flight to Everett from Chicago, check out the most reliable airlines to get you to your destination on time: Avianca (100%), Envoy Air (77%), JetBlue( 75%).

  • What are the cheapest flights from Chicago to Everett?

    While on average a flight from Chicago to Everett is generally $595, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Chicago O'Hare Intl - Boston Logan Intl), you can expect to pay $156 for that flight.

  • Can I find deals for flights from Chicago to Everett that include hotel bookings?

    Yes. In addition to deals on Chicago to Everett flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Everett?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Everett.

  • Can I find deals for business class flights from Chicago to Everett?

    Yes. Cheapflights offers flight deals from Chicago to Everett by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 March is currently the most expensive (average of $122). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Chicago to Everett

Discover the top 6 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 April 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$64Average$160FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$79Average$166FlexibilityNo cancel feeOn-time65%
DeltaCheapest$86Average$220FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$117Average$345FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$117Average$317FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$126Average$328FlexibilityNo cancel feeOn-time63%

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