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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from BOS to ORD starting at $85 One Way, $135 Round Trip

Prices starting at $135 for return flights and $85 for one-way flights to O'Hare 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, May 12 - Wed, May 13
BOS
Boston
ORD
Chicago
$135 Roundtrip, found 3 days ago
$135
Roundtrip
found 3 days ago
Select United flight, departing Tue, May 12 from Boston to Chicago, returning Wed, May 13, priced at $135 found 3 days ago
Tue, Aug 11 - Sat, Aug 15
BOS
Boston
ORD
Chicago
$136 Roundtrip, found 2 days ago
$136
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 11 from Boston to Chicago, returning Sat, Aug 15, priced at $136 found 2 days ago
Mon, Jun 8 - Wed, Jun 10
BOS
Boston
ORD
Chicago
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Jun 8 from Boston to Chicago, returning Wed, Jun 10, priced at $139 found 4 days ago
Tue, Aug 18 - Mon, Aug 24
BOS
Boston
ORD
Chicago
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 18 from Boston to Chicago, returning Mon, Aug 24, priced at $148 found 4 days ago
Tue, Aug 11 - Sat, Aug 15
BOS
Boston
ORD
Chicago
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 11 from Boston to Chicago, returning Sat, Aug 15, priced at $148 found 2 days ago

Hotel Ideas near O'Hare Intl.

Airport Hotels near O'Hare Intl.

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$222 nightly
The price is $260 total per night from May 24 to May 25
$260 total
May 24 - May 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,273 reviews)
Restaurant is good. Easy access

Reviewed on Apr 24, 2026

Hilton Chicago O'Hare Airport
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
$120 nightly
The price is $136 total per night from May 26 to May 27
$136 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,911 reviews)
Very nice hotel, Modern and bright. The rooms are also very clean.

Reviewed on Apr 26, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
$127 nightly
The price is $145 total per night from May 25 to May 26
$145 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,857 reviews)
Todos los aspectos excelente

Reviewed on Apr 24, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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 Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$124 nightly
The price is $147 total per night from May 8 to May 9
$147 total
May 8 - May 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,141 reviews)
We have always loved staying at the Congress over the past few years. This was the first time we were disappointed. We asked for our 2 rooms to be close together but we were on opposite ends of the same floor. Our room was hot and the in unit air conditioner barely worked. Maintenance was sent to ...

Reviewed on Apr 25, 2026

Congress Plaza Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $147 total per night from Apr 27 to Apr 28
$147 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,641 reviews)
Ice machine situation is very lacking

Reviewed on Apr 26, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$117 nightly
The price is $137 total per night from Apr 30 to May 1
$137 total
Apr 30 - May 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,130 reviews)
The only downside is the elevator waiting time for higher floor. But the staff was super friendly!

Reviewed on Apr 26, 2026

River 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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from Apr 27 to Apr 28
$73 total
Apr 27 - Apr 28
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,928 reviews)
Good bang for your buck!

Reviewed on Apr 25, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$96 nightly
The price is $106 total per night from May 25 to May 26
$106 total
May 25 - May 26
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.4/10 Good! (1,371 reviews)
This hotel is decent if you're a simple guy who's just looking for somewhere to relax for a weekend. Breakfast was fine also. Staff is helpful and they provide transportation from the airport.

Reviewed on Apr 25, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$89 nightly
The price is $103 total per night from Apr 28 to Apr 29
$103 total
Apr 28 - Apr 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,966 reviews)
Great

Reviewed on Apr 26, 2026

Comfort Suites Chicago O'Hare 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 Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
The price is $94 total per night from Apr 28 to Apr 29
$94 total
per night
Apr 28 - Apr 29
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,907 reviews)
Good Staff | Bar

Reviewed on Apr 25, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
The price is $109 total per night from Apr 27 to Apr 28
$109 total
per night
Apr 27 - Apr 28
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,573 reviews)
Staff are approachable and helpful.

Reviewed on Apr 26, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
The price is $73 total per night from Apr 27 to Apr 28
$73 total
per night
Apr 27 - Apr 28
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,927 reviews)
Good bang for your buck!

Reviewed on Apr 25, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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 Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$167 nightly
The price is $198 total per night from May 10 to May 11
$198 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,823 reviews)
Great location

Reviewed on Apr 25, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $195 total per night from May 25 to May 26
$195 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,412 reviews)
the place is outdated and not well maintained. certainly does not deserve more than 2 Stars. the location is excellent and staff was helpful. But, place is not clean, bathroom was very tight. I paid for an update because standard rooms were so small. But the carpet does not have a clean look, walls ...

Reviewed on Apr 26, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$135 nightly
The price is $161 total per night from May 10 to May 11
$161 total
May 10 - May 11
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,900 reviews)
Great experience with the family. Love having the underground parking

Reviewed on Apr 26, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

BOS to ORD Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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
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

Frequently asked questions

Are there non-stop flights from Logan Intl. Airport (BOS) to ORD?
There are 4 airlines that advertise nonstop services from Logan Intl. Airport (BOS) to ORD, so you don't need to freak out about baggage transfers or transit delays on this part of your journey. These are some of the carriers that come highly recommended by other travelers:

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

What is the shortest flight from Logan Intl. Airport (BOS) to O'Hare Airport?
Leave that epic movie for the hotel room, because the journey from Boston to Chicago will be over fast. It can take you as little as 2 hours and 54 minutes to get from BOS to O'Hare Intl. Airport (ORD).
How many hours flight from Logan Intl. Airport to O'Hare Airport?
Typically, it takes 3 hours and 2 minutes to fly from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD). You'll be in the sky for a while, so bring some entertainment, like a gripping novel or your travel journal.
What airlines have the most flights from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD)?
There's nothing as fun as packing your suitcase and jumping on a plane somewhere exciting. Feed your wanderlust and fly from Boston to Chicago with one of these airlines:

  • 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.

More to Explore