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Flights from Chicago to Rutland
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Flights from Chicago to Rutland Starting at Rs 48,571

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • ORD08:10
        5h 42m
        1 stop
        RUT14:52
        Tue, Nov 12|Chicago - Rutland|American Airlines
        Rs 48,571Rs 71,801
        32% OFF
        32% OFF
        Rs 71,801Rs 48,571
      • ORD08:09
        5h 43m
        1 stop
        RUT14:52
        Sun, Nov 24|Chicago - Rutland|American Airlines
        Rs 50,972Rs 71,801
        28% OFF
        28% OFF
        Rs 71,801Rs 50,972
      • ORD08:10
        9h 49m
        1 stop
        RUT18:59
        Wed, Nov 13|Chicago - Rutland|American Airlines
        Rs 51,166Rs 71,801
        28% OFF
        28% OFF
        Rs 71,801Rs 51,166
      • ORD06:40
        7h 12m
        1 stop
        RUT14:52
        Wed, Nov 13|Chicago - Rutland|Delta Air Lines
        Rs 52,367
        Rs 52,367
      • ORD06:40
        7h 12m
        1 stop
        RUT14:52
        Tue, Nov 12|Chicago - Rutland|Delta Air Lines
        Rs 52,405
        Rs 52,405
      • ORD06:40
        7h 12m
        1 stop
        RUT14:52
        Thu, Nov 14|Chicago - Rutland|Delta Air Lines
        Rs 52,405
        Rs 52,405
      • ORD06:40
        26h 16m
        1 stop
        RUT09:56
        Thu, Nov 21|Chicago - Rutland|Delta Air Lines
        Rs 53,141
        Rs 53,141
      • ORD07:22
        6h 30m
        1 stop
        RUT14:52
        Tue, Nov 12|Chicago - Rutland|United Airlines
        Rs 54,226
        Rs 54,226
      • ORD06:40
        7h 12m
        1 stop
        RUT14:52
        Sun, Nov 24|Chicago - Rutland|Delta Air Lines
        Rs 54,419
        Rs 54,419
      • ORD09:25
        8h 34m
        1 stop
        RUT18:59
        Wed, Nov 13|Chicago - Rutland|United Airlines
        Rs 56,395
        Rs 56,395
      • CHI13:00
        3h 5m
        Nonstop
        RUT14:00
        Thu, Nov 14|Chicago - Rutland|American Airlines
        Find More Flights
        Find More Flights

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

Find the best time to fly from Chicago to Rutland

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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Chicago to Rutland

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines
From Rs 48,571
Delta Air Lines
From Rs 52,367
United Airlines
From Rs 54,226
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Rutland

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Rutland.

  • Cheapest
    American Airlines
    ORD
    08:10
    5h 42m
    1 transfer
    RUT
    14:52
    O'Hare International Airport - Rutland–Southern Vermont Regional Airport
    Tue, Nov 12American Airlines
    Rs 48,571
  • Delta Air Lines
    MDW
    09:31
    8h 28m
    2 transfer
    RUT
    18:59
    Midway International Airport - Rutland–Southern Vermont Regional Airport
    Tue, Nov 12Delta Air Lines
    Rs 77,814
  • Delta Air Lines
    MDW
    09:31
    8h 28m
    2 transfer
    RUT
    18:59
    Midway International Airport - Rutland–Southern Vermont Regional Airport
    Tue, Nov 12Delta Air Lines
    Rs 77,814
    Find More Flights

FAQ

  • When are flight tickets from Chicago (CHI) to Rutland (RUT) the cheapest?

    Airlines adjust prices for flights from Chicago to Rutland based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Rutland (RUT) cost?

    According to Trip.com's data, the lowest price is around Rs 111,937.

  • 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 9 km. It takes about 20 minutes by taxi.

How to find a cheap flight from Chicago to Rutland

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Rutland. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Chicago to Rutland

Cheapest nonstop flight priceRs 48,570
Off-season for travelNovember
Peak season for travelAugust
Flight distance1,212.77 km
Popular airlineAmerican Airlines

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