$68+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
Mar 28 — Apr 41
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 86 days in advance, depart on a Wednesday or Thursday and return on a Wednesday
Cheap flight deals from Chicago to Everett
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Best
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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 February 26, 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 February 26, 2026.
This American Airlines deal was found by Cheapflights users on 2/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/244:04 pm
ORD
- BOS
Nonstop2h 19m
American Airlines
Tue 3/316:30 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/24![American Airlines logo]()
$127
This Southwest deal was found by Cheapflights users on 2/23. 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 3/256:10 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Wed 4/12:00 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 2/23![Southwest logo]()
$127
This Delta deal was found by Cheapflights users on 2/23. 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 4/306:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Sun 5/36:00 am
BOS
- ORD
Nonstop3h 09m
Delta
Deal found 2/23![Delta logo]()
$128
This American Airlines deal was found by Cheapflights users on 2/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/93:16 pm
ORD
- BOS
Nonstop2h 34m
American Airlines
Mon 4/137:40 pm
BOS
- ORD
Nonstop3h 10m
American Airlines
Deal found 2/25![American Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sat 4/44:35 pm
MDW
- BOS
1 stop6h 20m
Southwest
Tue 4/72:25 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 2/22![Southwest logo]()
$130
This United Airlines deal was found by Cheapflights users on 2/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Sun 6/76:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 2/24![United Airlines logo]()
$131
This Delta deal was found by Cheapflights users on 2/23. 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 5/912:30 pm
ORD
- BOS
1 stop5h 45m
Delta
Fri 8/217:00 am
BOS
- ORD
Nonstop2h 58m
Delta
Deal found 2/23![Delta logo]()
$132
This Southwest deal was found by Cheapflights users on 2/22. 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 4/812:45 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Wed 4/157:20 am
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 2/22![Southwest logo]()
$132
This United Airlines deal was found by Cheapflights users on 2/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Mon 4/209:20 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 2/23![United Airlines logo]()
$133
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sat 3/286:45 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Thu 4/27:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Deal found 2/22![Southwest logo]()
$133
This Priceline deal was found by Cheapflights users on 2/24. 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 5/69:41 am
ORD
- BOS
Nonstop2h 28m
Multiple Airlines
Fri 5/812:35 pm
BOS
- ORD
1 stop11h 04m
Multiple Airlines
Deal found 2/24![Multiple Airlines logo]()
$134
This CheapOair deal was found by Cheapflights users on 2/24. 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.
Sat 4/118:58 am
ORD
- BOS
Nonstop2h 30m
Multiple Airlines
Mon 4/135:20 am
BOS
- ORD
1 stop6h 34m
Multiple Airlines
Deal found 2/24![Multiple Airlines logo]()
$135
Best flights from Chicago to EverettDiscover carefully curated flight deals from Chicago to Everett that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 26, 2026.
Discover carefully curated flight deals from Chicago to Everett that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 26, 2026.
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sat 3/286:45 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Thu 4/27:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Deal found 2/22![Southwest logo]()
$133
This United Airlines deal was found by Cheapflights users on 2/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:30 am
ORD
- BOS
Nonstop2h 20m
United Airlines
Tue 3/34:25 pm
BOS
- ORD
Nonstop3h 05m
United Airlines
Deal found 2/25![United Airlines logo]()
$145
This Delta deal was found by Cheapflights users on 2/23. 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.
Fri 5/87:15 pm
ORD
- BOS
Nonstop2h 34m
Delta
Thu 8/207:00 am
BOS
- ORD
Nonstop2h 58m
Delta
Deal found 2/23![Delta logo]()
$151
This KAYAK deal was found by Cheapflights users on 2/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Tue 3/107:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/24![JetBlue logo]()
$184
This Delta deal was found by Cheapflights users on 2/24. 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 4/96:00 am
ORD
- BOS
1 stop7h 11m
Delta
Mon 4/137:35 pm
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 2/24![Delta logo]()
$159
This United Airlines deal was found by Cheapflights users on 2/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/244:20 pm
ORD
- BOS
Nonstop2h 22m
United Airlines
Fri 3/277:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/23![United Airlines logo]()
$167
This United Airlines deal was found by Cheapflights users on 2/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/63:46 pm
ORD
- BOS
1 stop4h 55m
United Airlines
Sun 3/87:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/22![United Airlines logo]()
$171
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sat 4/114:20 pm
MDW
- BOS
2 stops6h 20m
Southwest
Sun 4/126:10 am
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 2/22![Southwest logo]()
$192
This United Airlines deal was found by Cheapflights users on 2/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/283:40 pm
ORD
- BOS
1 stop6h 01m
United Airlines
Mon 3/306:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Deal found 2/23![United Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sat 3/286:45 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Mon 3/306:25 pm
BOS
- MDW
Nonstop3h 00m
Southwest
Deal found 2/23![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 2/22. 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.
Fri 4/246:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Mon 4/277:35 pm
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 2/22![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:50 am
ORD
- BOS
1 stop4h 22m
United Airlines
Fri 3/612:10 pm
BOS
- ORD
Nonstop3h 05m
United Airlines
Deal found 2/24![United Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 2/26. 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.
Sat 4/111:55 pm
ORD
- BOS
1 stop7h 10m
Southwest
Tue 4/146:20 am
BOS
- ORD
2 stops10h 45m
Southwest
Deal found 2/26![Southwest logo]()
$210
This Southwest deal was found by Cheapflights users on 2/25. 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 5/77:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Mon 5/113:50 pm
BOS
- MDW
1 stop6h 10m
Southwest
Deal found 2/25![Southwest logo]()
$214
This United Airlines deal was found by Cheapflights users on 2/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Thu 8/209:50 am
BOS
- ORD
1 stop5h 22m
United Airlines
Deal found 2/23![United Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sat 3/77:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 3/146:40 pm
BOS
- MDW
1 stop5h 00m
Southwest
Deal found 2/22![Southwest logo]()
$233
This United Airlines deal was found by Cheapflights users on 2/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/207:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Mon 3/237:34 pm
BOS
- ORD
1 stop5h 10m
United Airlines
Deal found 2/24![United Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 2/22. 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 3/67:55 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sun 3/87:05 am
BOS
- MDW
Nonstop2h 55m
Southwest
Deal found 2/22![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 2/25. 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 3/137:55 am
MDW
- BOS
Nonstop2h 15m
Southwest
Fri 3/2011:50 am
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 2/25![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 2/25. 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 3/242:35 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Sun 3/2911:40 am
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 2/25![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 2/24. 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 4/92:10 pm
MDW
- BOS
2 stops6h 40m
Southwest
Mon 4/138:25 am
BOS
- MDW
1 stop7h 15m
Southwest
Deal found 2/24![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 2/22. 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 5/157:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Tue 5/192:25 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 2/22![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 2/24. 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 3/49:50 am
MDW
- BOS
1 stop5h 20m
Southwest
Fri 3/63:10 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 2/24![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 2/25. 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.
Sat 3/285:40 pm
MDW
- BOS
1 stop4h 25m
Southwest
Sat 4/44:45 pm
BOS
- MDW
1 stop7h 20m
Southwest
Deal found 2/25![Southwest logo]()
$300
Last-minute flights from Chicago to EverettDiscover last-minute flight deals from Chicago to Everett. Data last updated February 26, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Everett. Data last updated February 26, 2026 and is based on user searches.
This KAYAK deal was found by Cheapflights users on 2/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Thu 3/57:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/23![JetBlue logo]()
$142
This Super.com deal was found by Cheapflights users on 2/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Wed 3/47:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/25![JetBlue logo]()
$143
This United Airlines deal was found by Cheapflights users on 2/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:20 am
ORD
- BOS
Nonstop2h 29m
United Airlines
Wed 3/187:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/24![United Airlines logo]()
$136
This United Airlines deal was found by Cheapflights users on 2/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Sat 3/147:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/22![United Airlines logo]()
$137
This Delta deal was found by Cheapflights users on 2/26. 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.
Tue 3/177:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Thu 4/27:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Deal found 2/26![Delta logo]()
$131
This Southwest deal was found by Cheapflights users on 2/26. 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 3/176:10 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Thu 4/27:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Deal found 2/26![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 2/25. 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 3/172:35 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Fri 3/2011:50 am
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 2/25![Southwest logo]()
$137
This KAYAK deal was found by Cheapflights users on 2/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:00 am
MDW
- BOS
Nonstop2h 20m
Southwest
Thu 3/1911:50 am
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 2/24![Southwest logo]()
$142
This American Airlines deal was found by Cheapflights users on 2/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/244:04 pm
ORD
- BOS
Nonstop2h 19m
American Airlines
Tue 3/316:30 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/24![American Airlines logo]()
$127
This Southwest deal was found by Cheapflights users on 2/23. 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 3/256:10 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Wed 4/12:00 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 2/23![Southwest logo]()
$127
This American Airlines deal was found by Cheapflights users on 2/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/258:45 pm
ORD
- BOS
Nonstop2h 20m
American Airlines
Wed 4/16:30 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/23![American Airlines logo]()
$128
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sat 3/286:45 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Thu 4/27:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Deal found 2/22![Southwest logo]()
$133
One-way flights from Chicago to EverettSearch for one-way flight options from Chicago to Everett. Find affordable one-way fares based on user searches. Data last updated February 26, 2026.
Search for one-way flight options from Chicago to Everett. Find affordable one-way fares based on user searches. Data last updated February 26, 2026.
This Super.com deal was found by Cheapflights users on 2/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:00 am
ORD
- BOS
Nonstop2h 15m
JetBlue
Deal found 2/26![JetBlue logo]()
$68
This Super.com deal was found by Cheapflights users on 2/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:17 am
ORD
- BOS
1 stop7h 11m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$69
This Southwest deal was found by Cheapflights users on 2/22. 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 4/97:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/22![Southwest logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 2/25. 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.
Wed 5/203:31 pm
ORD
- BOS
1 stop6h 47m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$70
This Expedia deal was found by Cheapflights users on 2/24. 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 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/24![JetBlue logo]()
$72
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sat 4/44:35 pm
MDW
- BOS
1 stop6h 20m
Southwest
Deal found 2/23![Southwest logo]()
$72
This United Airlines deal was found by Cheapflights users on 2/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/24![United Airlines logo]()
$73
This Southwest deal was found by Cheapflights users on 2/24. 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 3/35:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/24![Southwest logo]()
$73
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sat 4/42:40 pm
ORD
- BOS
1 stop8h 15m
Southwest
Deal found 2/23![Southwest logo]()
$74
This Southwest deal was found by Cheapflights users on 2/24. 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 3/1012:10 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/211:27 pm
ORD
- BOS
1 stop9h 32m
Multiple Airlines
Deal found 2/23![Multiple Airlines logo]()
$75
This United Airlines deal was found by Cheapflights users on 2/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/309:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/26![United Airlines logo]()
$76
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 February 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (American Airlines) |
One-way from | $68 (Super.com) |
Popular in | April |
Cheapest in | January |
Average price | $246 |
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 February 26, 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
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 3/28
6:45 pm-10:00 pm
Nonstop2h 15m
Boston Logan Intl
Thu 4/2
7:15 am-9:10 am
Nonstop2h 55m
$133
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 3/3
7:30 am-10:50 am
Nonstop2h 20m
Boston Logan Intl
Tue 3/3
4:25 pm-6:30 pm
Nonstop3h 05m
$145
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 5/8
7:15 pm-10:49 pm
Nonstop2h 34m
Boston Logan Intl
Thu 8/20
7:00 am-8:58 am
Nonstop2h 58m
$151
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 4/9
6:00 am-2:11 pm
1 stop7h 11m
Boston Logan Intl
Mon 4/13
7:35 pm-9:29 pm
Nonstop2h 54m
$159
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 3/24
4:20 pm-7:42 pm
Nonstop2h 22m
Boston Logan Intl
Fri 3/27
7:16 am-9:22 am
Nonstop3h 06m
$167
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 3/6
3:46 pm-9:41 pm
1 stop4h 55m
Boston Logan Intl
Sun 3/8
7:16 am-9:22 am
Nonstop3h 06m
$171
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 3/28
3:40 pm-10:41 pm
1 stop6h 01m
Boston Logan Intl
Mon 3/30
6:00 am-7:59 am
Nonstop2h 59m
$181
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 3/9
10:00 am-1:20 pm
Nonstop2h 20m
Boston Logan Intl
Tue 3/10
7:00 am-9:10 am
Nonstop3h 10m
$184
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 3/4
8:50 am-2:12 pm
1 stop4h 22m
Boston Logan Intl
Fri 3/6
12:10 pm-2:15 pm
Nonstop3h 05m
$187
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 4/11
4:20 pm-11:40 pm
2 stops6h 20m
Boston Logan Intl
Sun 4/12
6:10 am-7:55 am
Nonstop2h 45m
$192
Showing 1-10 of 47 resultsSorted by cheapest first
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.
ORD-BOS
MDW-BOS
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
CHI-EV9
ORD-BOS
MDW-BOS
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 February 20, 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 January is currently the most expensive (average of $117). 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 February 26, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Everett in the afternoon. If you’re flexible enough to do this you can expect to save up to 8% 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 February 21, 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 February 26, 2026.
The most flights from CHI to EV9 are scheduled on a Monday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 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 February 26, 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.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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
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Complete your trip
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Find flights from Chicago to Everett, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Everett flights
Browse other Chicago and Everett flight options. Last updated on February 26, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on February 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 February 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$158 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$91 | Average$218 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$91 | Average$158 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$117 | Average$340 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$117 | Average$310 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$126 | Average$310 | FlexibilityNo cancel fee | On-time63% |