Cheap flights from ORD to BOS (O'Hare Intl. to Logan Intl.)

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Cheap Flights from ORD to BOS starting at $83 One Way, $156 Round Trip

Prices starting at $156 for return flights and $83 for one-way flights to Logan Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 10 - Tue, Nov 17
ORD
Chicago
BOS
Boston
$156 Roundtrip, found 16 hours ago
$156
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Nov 10 from Chicago to Boston, returning Tue, Nov 17, priced at $156 found 16 hours ago
Tue, Nov 10 - Tue, Nov 17
ORD
Chicago
BOS
Boston
$157 Roundtrip, found 16 hours ago
$157
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Nov 10 from Chicago to Boston, returning Tue, Nov 17, priced at $157 found 16 hours ago
Wed, Sep 16 - Sat, Sep 19
ORD
Chicago
BOS
Boston
$158 Roundtrip, found 9 hours ago
$158
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Sep 16 from Chicago to Boston, returning Sat, Sep 19, priced at $158 found 9 hours ago
Thu, Jan 7 - Sun, Jan 10
ORD
Chicago
BOS
Boston
$165 Roundtrip, found 2 hours ago
$165
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Jan 7 from Chicago to Boston, returning Sun, Jan 10, priced at $165 found 2 hours ago
Thu, Jan 7 - Sun, Jan 10
ORD
Chicago
BOS
Boston
$165 Roundtrip, found 2 hours ago
$165
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Jan 7 from Chicago to Boston, returning Sun, Jan 10, priced at $165 found 2 hours ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Aug 30 to Aug 31
$254 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Seaport Hotel Boston
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$263 nightly
The price is $306 total per night from Aug 30 to Aug 31
$306 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
9/10 Wonderful! (3,858 reviews)
"Quick and friendly upon check-in. Nice, well appointed room with a comfortable king bed. The breakfast was very good, but expensive. Overall a nice stay!"

Reviewed on Aug 13, 2026

Hilton Boston Logan Airport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$214 nightly
The price is $249 total per night from Aug 30 to Aug 31
$249 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
Hyatt Regency Boston Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Boston

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Aug 30 to Aug 31
$254 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$270 nightly
The price is $315 total per night from Aug 30 to Aug 31
$315 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,897 reviews)
"They gave away our double room, offered us two single rooms on two different floors. We asked if the single had a sofa- turned out to be a chaise. Had to then go back down an hour later and ask for another set of linens for the person sleeping on the chaise. Walls are pretty thin but security was ..."

Reviewed on Aug 13, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$151 nightly
The price is $176 total per night from Aug 16 to Aug 17
$176 total
Aug 16 - Aug 17
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,817 reviews)
"Beautiful"

Reviewed on Aug 13, 2026

The Revolution Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Boston Hotels With Airport Transportation

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
$159 nightly
The price is $176 total per night from Aug 25 to Aug 26
$176 total
Aug 25 - Aug 26
Total with taxes and fees
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
Comfort Inn & Suites Logan International Airport
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
$169 nightly
The price is $197 total per night from Aug 30 to Aug 31
$197 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,547 reviews)
"Shuttle service is unreliable. Long waits. I was appalled how a handicap boy in a wheelchair was treated. Night reception was gross. No plates and dirty. Cocktails are not complimentary. Room was nice and clean."

Reviewed on Aug 12, 2026

Embassy Suites Boston Logan Airport
Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

3 out of 5
100 Boardman St Boston MA
$173 nightly
The price is $202 total per night from Aug 19 to Aug 20
$202 total
Aug 19 - Aug 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9.2/10 Wonderful! (2,273 reviews)
"A great place to wait between flights, with many amenities. Very family friendly."

Reviewed on Aug 12, 2026

Hilton Garden Inn Boston Logan Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Boston Hotels

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
$82 nightly
The price is $92 total per night from Aug 16 to Aug 17
$92 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Lakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
150 3rd Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
$180 nightly
The price is $210 total per night from Aug 24 to Aug 25
$210 total
Aug 24 - Aug 25
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,001 reviews)
"Maybe its bad timing the elevator wasnt working when i went… good thing im only on the 3rd floor. I also heard some ac was not working… my ac was working too well cuz it’s too cold that I cant sleep. I also cant control the ac. Other than that staff were friendly and explains well… room was clean, ..."

Reviewed on Aug 12, 2026

HI Boston - Hostel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Boston

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
$114 nightly
The price is $127 total per night from Aug 30 to Aug 31
$127 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, 2 restaurants, and a 24-hour fitness center. Our guests praise the breakfast and ...
8/10 Very Good! (2,965 reviews)
"Breakfast area made more co gested with recent changes. Property need a refresh, curtains torn, >50% light bulbs need replacement, rotating door door does not work, ac turned off in main lobby, only 1 or 2 elevators operating"

Reviewed on Aug 13, 2026

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
$132 nightly
The price is $148 total per night from Aug 23 to Aug 24
$148 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$126 nightly
The price is $141 total per night from Aug 20 to Aug 21
$141 total
Aug 20 - Aug 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Hyatt Place Boston/Medford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

ORD to BOS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
You can fly directly from ORD to BOS. In fact, there are 4 airlines that advertise nonstop services between these locations. Score a few more rewards points with one of these top-rated carriers:

  • American Airlines
  • United Airlines
  • Delta Air Lines
  • JetBlue Airways

What is the shortest flight from ORD to Logan Intl. Airport (BOS)?
There's nothing better than a spontaneous getaway. And with the journey from Chicago to Boston being a seriously short 2 hours and 15 minutes, there's no reason not to take one.
How many hours flight from O'Hare Intl. Airport (ORD) to BOS?
Don't get too cozy in your seat — the general flight time from ORD to BOS is a leisurely 2 hours and 25 minutes.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
Your adventure, your way. With a decent variety of airlines traveling between Chicago and Boston, you'll have your pick of superb deals. The top carriers operating on this route are:

  • JetBlue Airways - (B6) with 23 flights every month
  • Delta Air Lines - (DL) with 167 flights every month
  • United Airlines - (UA) with 199 flights every month
  • American Airlines - (AA) with 202 flights every month

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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