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

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Cheap Flights from ORD to BOS starting at $104 One Way, $207 Round Trip

Prices starting at $207 for return flights and $104 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.

Wed, Sep 16 - Wed, Sep 23
ORD
Chicago
BOS
Boston
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 16 from Chicago to Boston, returning Wed, Sep 23, priced at $207 found 3 days ago
Sat, Sep 19 - Tue, Sep 22
ORD
Chicago
BOS
Boston
$207 Roundtrip, found 3 hours ago
$207
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Sep 19 from Chicago to Boston, returning Tue, Sep 22, priced at $207 found 3 hours ago
Sat, Sep 19 - Tue, Sep 22
ORD
Chicago
BOS
Boston
$207 Roundtrip, found 3 hours ago
$207
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Sep 19 from Chicago to Boston, returning Tue, Sep 22, priced at $207 found 3 hours ago
Tue, Oct 13 - Wed, Oct 21
ORD
Chicago
BOS
Boston
$252 Roundtrip, just found
$252
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 13 from Chicago to Boston, returning Wed, Oct 21, priced at $252 just found
Thu, Aug 6 - Thu, Aug 13
ORD
Chicago
BOS
Boston
$477 Roundtrip, found 1 day ago
$477
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Thu, Aug 6 from Chicago to Boston, returning Thu, Aug 13, priced at $477 found 1 day ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$238 nightly
The price is $277 total per night from Aug 18 to Aug 19
$277 total
Aug 18 - Aug 19
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 ...
Hilton Boston Logan Airport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$237 nightly
The price is $276 total per night from Aug 2 to Aug 3
$276 total
Aug 2 - Aug 3
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 ...
9.2/10 Wonderful! (1,949 reviews)
"Restaurant was a disaster"

Reviewed on Jul 18, 2026

Hyatt Regency Boston Harbor
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$274 nightly
The price is $319 total per night from Jul 31 to Aug 1
$319 total
Jul 31 - Aug 1
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! (4,795 reviews)
"Beautiful property!"

Reviewed on Jul 18, 2026

Omni Boston Hotel at the Seaport
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$274 nightly
The price is $319 total per night from Jul 31 to Aug 1
$319 total
Jul 31 - Aug 1
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! (4,795 reviews)
"Beautiful property!"

Reviewed on Jul 18, 2026

Omni Boston Hotel at the Seaport
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
$164 nightly
The price is $190 total per night from Aug 16 to Aug 17
$190 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
9/10 Wonderful! (2,444 reviews)
"My husband took me to Boston to celebrate my birthday. At check in, Mamello helped us with check in. She was very personable and I had told her it was my birthday and that we were heading to Fenway for a Redsox game. When we returned from the game, I was so touched by the hand written note that she ..."

Reviewed on Jul 19, 2026

Hyatt Regency Boston/Cambridge
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$159 nightly
The price is $185 total per night from Aug 16 to Aug 17
$185 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 ...
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
$160 nightly
The price is $178 total per night from Aug 10 to Aug 11
$178 total
Aug 10 - Aug 11
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. ...
9/10 Wonderful! (2,328 reviews)
"The Mexican bar and restaurant was great!"

Reviewed on Jul 19, 2026

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
$219 nightly
The price is $256 total per night from Jul 26 to Jul 27
$256 total
Jul 26 - Jul 27
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! (2,484 reviews)
"Todo"

Reviewed on Jul 19, 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
$171 nightly
The price is $200 total per night from Jul 26 to Jul 27
$200 total
Jul 26 - Jul 27
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 ...
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
$111 nightly
The price is $124 total per night from Jul 22 to Jul 23
$124 total
Jul 22 - Jul 23
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 ...
7.6/10 Good! (2,392 reviews)
"Basic one night stay at an inexpensive hotel experience, except for the bonus Saturday night live band! Fun, if you're into dining with a 12 year old at the back of an otherwise empty dining section of a very loud restaurant/bar/senior dance hall!! Seriously, it was a little bit of fun to see everybody ..."

Reviewed on Jul 19, 2026

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 9 to Aug 10
$210 total
Aug 9 - Aug 10
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! (1,012 reviews)
"Had a hiccup with an inconsiderate hostel mate but the front desk staff was readily able to move my accommodations and I had no further issues! The facilities were clean, great amenities and great location! Would definitely stay again"

Reviewed on Jul 18, 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
$106 nightly
The price is $118 total per night from Jul 26 to Jul 27
$118 total
Jul 26 - Jul 27
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! (2,931 reviews)
"Breakfast was excellent!"

Reviewed on Jul 18, 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
$123 nightly
The price is $137 total per night from Aug 2 to Aug 3
$137 total
Aug 2 - Aug 3
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
$145 nightly
The price is $162 total per night from Aug 9 to Aug 10
$162 total
Aug 9 - Aug 10
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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