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O'Hare International Airport to Rutland flight
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Cheap Flights from O'Hare International Airport to Rutland

Search for flights from O'Hare International Airport to Rutland and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort by: Lowest Price
  • Sort by: Lowest Price
  • Sort by: Earliest Flight
      • ORD08:40
        9h 25m
        2 stops
        RUT19:05
        Chicago - Rutland|Wed, May 1|Delta Air Lines
        $239$550
        56% OFF
        56% OFF
        $550$239
      • ORD05:40
        12h 25m
        2 stops
        RUT19:05
        Chicago - Rutland|Thu, May 2|Delta Air Lines
        $324$550
        41% OFF
        41% OFF
        $550$324
      • ORD13:35
        4h 30m
        1 stop
        RUT19:05
        Chicago - Rutland|Wed, May 1|American Airlines
        $406$550
        26% OFF
        26% OFF
        $550$406
      • ORD13:35
        4h 30m
        1 stop
        RUT19:05
        Chicago - Rutland|Thu, May 2|American Airlines
        $406
        $406
      • ORD09:26
        4h 34m
        1 stop
        RUT15:00
        Chicago - Rutland|Wed, May 1|United Airlines
        $462
        $462
      • ORD09:26
        4h 34m
        1 stop
        RUT15:00
        Chicago - Rutland|Thu, May 2|United Airlines
        $467
        $467
      • ORD13:00
        3h 5m
        Direct
        RUT14:00
        Chicago - Rutland|Wed, May 8|Delta Air Lines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from O'Hare International Airport to Rutland

See which airlines fly from O'Hare International Airport to Rutland. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Delta Air Lines
From $239
American Airlines
From $406
United Airlines
From $462
ANA airlines
Find more flights and airlines

There are 1 airport(s) in Rutland. Discover the top routes now!

Learn about different airports in Rutland, find the best flight and transfer options, and plan your journey.

  • 0.11 km from downtown Rutland
    Rutland–Southern Vermont Regional Airport
    Tickets From
    $239
Flight Schedule from O'Hare International Airport to Rutland

Check the schedule for flights from O'Hare International Airport to Rutland and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1245

    Delta Air Lines

    05:32

    ORD

    1.9h

    08:29

    ATL

    S-TWTFS
    Search

  2. DL350

    Delta Air Lines

    12:40

    ATL

    2.6h

    15:15

    BOS

    S-TWTFS

  3. 9K071

    Cape Air

    17:50

    BOS

    1.3h

    19:05

    RUT

    ---WTF-

  4. UA1888

    United Airlines

    09:26

    ORD

    2.5h

    12:53

    BOS

    SMTWT-S
    Search

  5. 9K063

    Cape Air

    13:49

    BOS

    1.2h

    15:00

    RUT

    ---WTFS

  6. AA1485

    American Airlines

    13:20

    ORD

    2.2h

    16:34

    BOS

    ---WTFS
    Search

  7. 9K071

    Cape Air

    17:50

    BOS

    1.3h

    19:05

    RUT

    ---WTF-

  8. AA1461

    American Airlines

    15:00

    ORD

    2.3h

    18:16

    BOS

    SMTWTFS
    Search

  9. 9K055

    Cape Air

    09:35

    BOS

    1.2h

    10:46

    RUT

    ---WTFS

  10. DL873

    Delta Air Lines

    20:10

    ORD

    2.6h

    23:46

    BOS

    -M-----
    Search

  11. 9K055

    Cape Air

    09:35

    BOS

    1.2h

    10:46

    RUT

    ---WTFS

  12. AA4603

    American Airlines

    20:15

    ORD

    1.5h

    22:43

    SDF

    SMTWTFS
    Search

  13. AA4786

    American Airlines

    17:23

    SDF

    2.5h

    19:50

    BOS

    SMTWT-S

  14. 9K055

    Cape Air

    09:35

    BOS

    1.2h

    10:46

    RUT

    ---WTFS

  15. AA2682

    American Airlines

    20:29

    ORD

    2.3h

    23:49

    BOS

    SMT----
    Search

  16. 9K063

    Cape Air

    13:49

    BOS

    1.2h

    15:00

    RUT

    ---WTFS

  17. AA2682

    American Airlines

    20:29

    ORD

    2.3h

    23:49

    BOS

    SMT----
    Search

  18. 9K055

    Cape Air

    09:35

    BOS

    1.2h

    10:46

    RUT

    ---WTFS

  19. UA2627

    United Airlines

    21:10

    ORD

    2.6h

    00:45

    BOS

    S-TWTFS
    Search

  20. 9K055

    Cape Air

    09:35

    BOS

    1.2h

    10:46

    RUT

    ---WTFS
Find more flights and airlines

Flight Info of Flights from O'Hare International Airport to Rutland

Cheapest nonstop flight price

$405

Off-season for travel

March

Peak season for travel

November

FAQs for O'Hare International Airport to Rutland Flights

  • What is the transportation method from the main airport to downtown in Rutland?

    • The distance from Rutland–Southern Vermont Regional Airport to downtown is about 9km. It takes about 20 minutes by taxi.

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