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Cheap flight deals from Chicago to Jamestown Starting at NZD 516

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

  • Round-trip
      • ORD05:00 am
        7h 44m
        1 stop
        JMS12:44 pm
        Thu, Mar 13|Chicago - Jamestown|United Airlines
        JMS01:20 pm
        5h 35m
        1 stop
        ORD06:55 pm
        Wed, Mar 19|Jamestown - Chicago|United Airlines
        NZD 516NZD 905
        43% OFF
        43% OFF
        NZD 905NZD 516

        Choose United Airlines flights from Chicago to Jamestown. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Thu, Mar 13-Wed, Mar 19, arriving at Jamestown Regional Airport. One-way Prices start from NZD 516 including taxes and charges.

      • ORD05:00 am
        7h 44m
        1 stop
        JMS12:44 pm
        Fri, Mar 14|Chicago - Jamestown|United Airlines
        JMS04:55 pm
        7h 28m
        1 stop
        ORD12:23 am
        Thu, Mar 20|Jamestown - Chicago|United Airlines
        NZD 521NZD 905
        42% OFF
        42% OFF
        NZD 905NZD 521

        Choose United Airlines flights from Chicago to Jamestown. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Fri, Mar 14-Thu, Mar 20, arriving at Jamestown Regional Airport. One-way Prices start from NZD 521 including taxes and charges.

      • ORD05:00 am
        7h 44m
        1 stop
        JMS12:44 pm
        Fri, Mar 7|Chicago - Jamestown|United Airlines
        JMS04:55 pm
        7h 28m
        1 stop
        ORD12:23 am
        Mon, Mar 10|Jamestown - Chicago|United Airlines
        NZD 521NZD 905
        42% OFF
        42% OFF
        NZD 905NZD 521

        Choose United Airlines flights from Chicago to Jamestown. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Fri, Mar 7-Mon, Mar 10, arriving at Jamestown Regional Airport. One-way Prices start from NZD 521 including taxes and charges.

      • ORD08:45 am
        7h 41m
        1 stop
        JMS04:26 pm
        Wed, Feb 19|Chicago - Jamestown|United Airlines
        JMS04:55 pm
        7h 3m
        1 stop
        ORD11:58 pm
        Tue, Feb 25|Jamestown - Chicago|United Airlines
        NZD 580
        NZD 580

        Choose United Airlines flights from Chicago to Jamestown. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Wed, Feb 19-Tue, Feb 25, arriving at Jamestown Regional Airport. One-way Prices start from NZD 580 including taxes and charges.

      • MDW06:40 am
        30h 4m
        1 stop
        JMS12:44 pm
        Thu, Mar 13|Chicago - Jamestown|Frontier Airlines
        JMS01:20 pm
        10h 57m
        1 stop
        MDW12:17 am
        Wed, Mar 19|Jamestown - Chicago|United Airlines
        NZD 590
        NZD 590

        Choose Frontier Airlines flights from Chicago to Jamestown. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Thu, Mar 13-Wed, Mar 19, arriving at Jamestown Regional Airport. One-way Prices start from NZD 590 including taxes and charges.

      • MDW06:40 am
        9h 39m
        1 stop
        JMS04:19 pm
        Tue, Mar 11|Chicago - Jamestown|Frontier Airlines
        JMS01:20 pm
        11h 24m
        1 stop
        ORD12:44 am
        Mon, Mar 17|Jamestown - Chicago|United Airlines
        NZD 592
        NZD 592

        Choose Frontier Airlines flights from Chicago to Jamestown. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Tue, Mar 11-Mon, Mar 17, arriving at Jamestown Regional Airport. One-way Prices start from NZD 592 including taxes and charges.

      • ORD08:45 am
        7h 34m
        1 stop
        JMS04:19 pm
        Tue, Mar 11|Chicago - Jamestown|United Airlines
        JMS04:55 pm
        7h 28m
        1 stop
        ORD12:23 am
        Mon, Mar 17|Jamestown - Chicago|United Airlines
        NZD 629
        NZD 629

        Choose United Airlines flights from Chicago to Jamestown. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Tue, Mar 11-Mon, Mar 17, arriving at Jamestown Regional Airport. One-way Prices start from NZD 629 including taxes and charges.

      • ORD05:00 am
        7h 44m
        1 stop
        JMS12:44 pm
        Sun, Mar 16|Chicago - Jamestown|United Airlines
        JMS01:20 pm
        8h 8m
        1 stop
        ORD09:28 pm
        Sat, Mar 22|Jamestown - Chicago|United Airlines
        NZD 634
        NZD 634

        Choose United Airlines flights from Chicago to Jamestown. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Sun, Mar 16-Sat, Mar 22, arriving at Jamestown Regional Airport. One-way Prices start from NZD 634 including taxes and charges.

      • MDW07:05 am
        29h 40m
        1 stop
        JMS12:45 pm
        Tue, Feb 18|Chicago - Jamestown|Frontier Airlines
        JMS01:20 pm
        11h 24m
        1 stop
        ORD12:44 am
        Mon, Feb 24|Jamestown - Chicago|United Airlines
        NZD 660
        NZD 660

        Choose Frontier Airlines flights from Chicago to Jamestown. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Tue, Feb 18-Mon, Feb 24, arriving at Jamestown Regional Airport. One-way Prices start from NZD 660 including taxes and charges.

      • MDW06:40 am
        9h 46m
        1 stop
        JMS04:26 pm
        Sat, Feb 15|Chicago - Jamestown|Frontier Airlines
        JMS01:20 pm
        10h 57m
        1 stop
        MDW12:17 am
        Fri, Feb 21|Jamestown - Chicago|United Airlines
        NZD 692
        NZD 692

        Choose Frontier Airlines flights from Chicago to Jamestown. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Sat, Feb 15-Fri, Feb 21, arriving at Jamestown Regional Airport. One-way Prices start from NZD 692 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        JMS02:00 pm
        Sat, Feb 22|Chicago - Jamestown|United Airlines
        Find More Flights
        Find More Flights

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

Chicago to Jamestown Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. UA1588

    United Airlines

    02:35 pm

    ORD

    2.9h

    04:30 pm

    DEN

    SMTWTFS
    Search

  2. UA5053

    United Airlines

    01:35 pm

    DEN

    1.9h

    04:29 pm

    JMS

    SMTWTFS

  3. UA2666

    United Airlines

    05:05 am

    ORD

    2.8h

    06:54 am

    DEN

    SMTWTFS
    Search

  4. UA5102

    United Airlines

    08:15 am

    DEN

    3.6h

    12:52 pm

    JMS

    S-TWTFS

  5. UA5593

    United Airlines

    05:50 pm

    ORD

    1.4h

    08:15 pm

    DTW

    SMTWTFS
    Search

  6. UA1177

    United Airlines

    08:36 am

    DTW

    3.5h

    10:05 am

    DEN

    SMTWTFS

  7. UA5053

    United Airlines

    01:35 pm

    DEN

    1.9h

    04:29 pm

    JMS

    SMTWTFS

  8. F93173

    Frontier Airlines

    06:00 am

    ORD

    3.0h

    07:57 am

    DEN

    SMTWTFS
    Search

  9. UA5053

    United Airlines

    01:35 pm

    DEN

    1.9h

    04:29 pm

    JMS

    SMTWTFS

  10. AA1647

    American Airlines

    06:55 am

    ORD

    2.7h

    08:36 am

    DEN

    SMTWT-S
    Search

  11. UA5053

    United Airlines

    01:35 pm

    DEN

    1.9h

    04:29 pm

    JMS

    SMTWTFS

  12. UA711

    United Airlines

    07:00 am

    ORD

    2.9h

    08:53 am

    DEN

    SMTWTFS
    Search

  13. UA5102

    United Airlines

    08:15 am

    DEN

    3.6h

    12:52 pm

    JMS

    S-TWTFS

  14. F92209

    Frontier Airlines

    08:03 pm

    MDW

    2.9h

    09:56 pm

    DEN

    SMTWTFS
    Search

  15. UA5053

    United Airlines

    01:35 pm

    DEN

    1.9h

    04:29 pm

    JMS

    SMTWTFS

  16. UA1599

    United Airlines

    08:45 am

    ORD

    2.9h

    10:41 am

    DEN

    SMTWTFS
    Search

  17. UA5053

    United Airlines

    01:35 pm

    DEN

    1.9h

    04:29 pm

    JMS

    SMTWTFS

  18. AA1387

    American Airlines

    09:20 pm

    ORD

    2.8h

    11:08 pm

    DEN

    SMTWTFS
    Search

  19. UA5102

    United Airlines

    08:15 am

    DEN

    3.6h

    12:52 pm

    JMS

    S-TWTFS

  20. AA1479

    American Airlines

    11:45 am

    ORD

    2.8h

    01:31 pm

    DEN

    S--WT-S
    Search

  21. UA5102

    United Airlines

    08:15 am

    DEN

    3.6h

    12:52 pm

    JMS

    S-TWTFS
Find more flights and airlines

When is the cheapest time to fly from Chicago to Jamestown?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Jamestown (JMS) the cheapest?

    Airlines adjust prices for flights from Chicago to Jamestown 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 Jamestown (JMS) cost?

    According to Trip.com's data, the lowest price is around NZD 772.

How to find a cheap flight from Chicago to Jamestown

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 Jamestown. 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 Info | Chicago to Jamestown

Off-season for travelJanuary
Peak season for travelDecember
Flight distance1,040.16 km
Popular airlineAmerican Airlines

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