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Flights from Hartford to Chicago

Search for direct flights from Hartford to Chicago in the next 3 months. Based on Trip.com's latest 7-day flight data, one-way direct flights start at US$151, and round-trip direct flights start at US$295.

      • Cheapest nonstop
        BDL 06:09
        2h 45m
        Nonstop
        ORD 07:54
        Hartford - Chicago | Sat, Aug 8 | United Airlines
        ORD 07:15
        2h 23m
        Nonstop
        BDL 10:38
        Chicago - Hartford | Fri, Aug 14 | United Airlines
        US$295 US$410
        28% off
        28% off
        US$410 US$295
      • BDL 07:00
        2h 53m
        Nonstop
        ORD 08:53
        Hartford - Chicago | Thu, Aug 20 | American Airlines
        ORD 19:35
        2h 19m
        Nonstop
        BDL 22:54
        Chicago - Hartford | Sun, Aug 23 | American Airlines
        US$299 US$410
        27% off
        27% off
        US$410 US$299
      • BDL 17:16
        7h 41m
        1 stop
        ORD 23:57
        Hartford - Chicago | Fri, Aug 21 | Delta Air Lines
        ORD 17:10
        5h 48m
        1 stop
        BDL 23:58
        Chicago - Hartford | Tue, Aug 25 | Delta Air Lines
        US$231 US$410
        44% off
        44% off
        US$410 US$231
      • BDL 12:55
        6h 34m
        1 stop
        ORD 18:29
        Hartford - Chicago | Fri, Aug 14 | Delta Air Lines
        ORD 17:10
        5h 48m
        1 stop
        BDL 23:58
        Chicago - Hartford | Tue, Aug 18 | Delta Air Lines
        US$232
        43% off
        US$410 US$232
      • BDL 06:00
        7h 16m
        1 stop
        ORD 12:16
        Hartford - Chicago | Thu, Aug 20 | Delta Air Lines
        ORD 18:42
        4h 9m
        1 stop
        BDL 23:51
        Chicago - Hartford | Sun, Aug 23 | Delta Air Lines
        US$234
        43% off
        US$410 US$234
      • BDL 19:12
        5h 45m
        1 stop
        ORD 23:57
        Hartford - Chicago | Tue, Aug 11 | Delta Air Lines
        ORD 18:42
        4h 9m
        1 stop
        BDL 23:51
        Chicago - Hartford | Sun, Aug 16 | Delta Air Lines
        US$234
        43% off
        US$410 US$234
      • BDL 17:24
        6h 12m
        1 stop
        MDW 22:36
        Hartford - Chicago | Wed, Aug 12 | Delta Air Lines
        ORD 17:10
        5h 48m
        1 stop
        BDL 23:58
        Chicago - Hartford | Wed, Aug 19 | Delta Air Lines
        US$234
        43% off
        US$410 US$234
      • BDL 13:54
        5h 55m
        1 stop
        ORD 18:49
        Hartford - Chicago | Thu, Aug 27 | Delta Air Lines
        MDW 10:54
        6h 11m
        1 stop
        BDL 18:05
        Chicago - Hartford | Fri, Aug 28 | Delta Air Lines
        US$234
        43% off
        US$410 US$234
      • BDL 05:30
        4h 47m
        1 stop
        MDW 09:17
        Hartford - Chicago | Tue, Aug 18 | Delta Air Lines
        ORD 17:10
        5h 48m
        1 stop
        BDL 23:58
        Chicago - Hartford | Tue, Aug 18 | Delta Air Lines
        US$234
        43% off
        US$410 US$234
      • BDL 13:54
        5h 55m
        1 stop
        ORD 18:49
        Hartford - Chicago | Wed, Aug 5 | Delta Air Lines
        ORD 17:10
        5h 48m
        1 stop
        BDL 23:58
        Chicago - Hartford | Fri, Aug 7 | Delta Air Lines
        US$234
        43% off
        US$410 US$234
      • BDL 13:54
        8h 1m
        1 stop
        ORD 20:55
        Hartford - Chicago | Thu, Aug 13 | Delta Air Lines
        ORD 18:42
        4h 9m
        1 stop
        BDL 23:51
        Chicago - Hartford | Sun, Aug 16 | Delta Air Lines
        US$234
        43% off
        US$410 US$234
      • BDL 17:07
        7h 37m
        1 stop
        ORD 23:44
        Hartford - Chicago | Wed, Aug 5 | Jetblue Airways
        ORD 17:27
        5h 53m
        1 stop
        BDL 00:20
        Chicago - Hartford | Sat, Aug 8 | Jetblue Airways
        US$236
        42% off
        US$410 US$236
      • HFD 13:00
        17h 25m
        1 stop
        CHI 14:00
        Hartford - Chicago | Wed, Jul 15 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        HFD 16:00
        Chicago - Hartford | Fri, Jul 17 | Normal Airline
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      • Cheapest nonstop
        BDL 06:00
        2h 46m
        Nonstop
        ORD 07:46
        Hartford - Chicago | Thu, Aug 13 | United Airlines
        US$151 US$244
        38% off
        38% off
        US$244 US$151
      • BDL 17:07
        7h 37m
        1 stop
        ORD 23:44
        Hartford - Chicago | Fri, Jul 31 | Jetblue Airways
        US$113 US$244
        54% off
        54% off
        US$244 US$113
      • BDL 05:30
        4h 47m
        1 stop
        MDW 09:17
        Hartford - Chicago | Sun, Aug 9 | Delta Air Lines
        US$118 US$244
        52% off
        52% off
        US$244 US$118
      • BDL 19:12
        5h 45m
        1 stop
        ORD 23:57
        Hartford - Chicago | Tue, Aug 11 | Delta Air Lines
        US$118
        52% off
        US$244 US$118
      • BDL 12:55
        6h 34m
        1 stop
        ORD 18:29
        Hartford - Chicago | Fri, Aug 14 | Delta Air Lines
        US$120
        51% off
        US$244 US$120
      • BDL 12:27
        11h 41m
        1 stop
        ORD 23:08
        Hartford - Chicago | Thu, Sep 3 | Frontier Airlines
        US$132
        46% off
        US$244 US$132
      • BDL 11:31
        12h 39m
        1 stop
        ORD 23:10
        Hartford - Chicago | Thu, Aug 6 | Frontier Airlines
        US$133
        45% off
        US$244 US$133
      • BDL 17:07
        7h 37m
        1 stop
        ORD 23:44
        Hartford - Chicago | Sat, Aug 1 | Jetblue Airways
        US$138
        43% off
        US$244 US$138
      • BDL 17:07
        7h 37m
        1 stop
        ORD 23:44
        Hartford - Chicago | Wed, Jul 22 | Jetblue Airways
        US$140
        43% off
        US$244 US$140
      • BDL 17:07
        7h 37m
        1 stop
        ORD 23:44
        Hartford - Chicago | Thu, Jul 23 | Jetblue Airways
        US$140
        43% off
        US$244 US$140
      • BDL 19:12
        5h 45m
        1 stop
        ORD 23:57
        Hartford - Chicago | Fri, Aug 7 | Delta Air Lines
        US$178
        27% off
        US$244 US$178
      • HFD 13:00
        17h 25m
        1 stop
        CHI 14:00
        Hartford - Chicago | Wed, Jul 15 | Normal Airline
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Displayed flight fares from Hartford to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Cheapest airlines flights from Hartford to Chicago

You can choose from 1 airlines that fly from Hartford to Chicago, including American Airlines, United Airlines has lowest fares on this route.
American Airlines logo American Airlines
Airlines are determined based on actual purchased flight tickets from Hartford to Chicago according to previous 12 months data from Trip.com.

Hartford to Chicago Flight Details

The distance between Hartford and Chicago is about 1,237.85 km. The average flying time from Hartford to Chicago is around 2 hours 45 minutes. Based on Trip.com's latest data, travel demand is highest in July. The off-season for travel is September.

Cheapest one-way flight priceUS$113
Cheapest return ticket priceUS$231
Cheapest monthSeptember
Peak season for travelJuly
Flight distance1,237.85 km
Average flight time2 hours 45 minutes
Popular airlineAmerican Airlines
Flight statistics for the Hartford–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Hartford to Chicago (HFD-CHI)?

    Based on Trip.com data, Jetblue Airways offers one-way fares as low as US$113 on Cheapest nonstop routes (e.g. BDL to ORD on Fri, Jul 31), while Delta Air Lines offers Cheapest nonstop round-trips from US$231 departing on Fri, Aug 21 and returning on Tue, Aug 25.
  • At the moment, you can catch a nonstop flight from Hartford to Chicago with the following airlines, including: American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes about 2 hours 45 minutes to fly from Hartford to Chicago.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Hartford to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 31 flight per week flying from Hartford to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA4551 (06:03)
  • To find best deals on flights from Hartford to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Fri, Jul 31, with one-way flights priced at just US$113.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Hartford to Chicago is September, when demand for travel is lower.
  • After crunching the numbers on our July flight calendar, it's currently cheapest to fly from Hartford to Chicago on July 30, 2026 with Jetblue Airways, with prices starting at US$113.
  • You can land at any one of the following hubs in Chicago, with Bradley International Airport to O'Hare International Airport (BDL-ORD) is by far the most common option on this route: Chicago Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Hartford is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Trip.com Airline Insights on Flights from Hartford to Chicago

Which airline offers the cheapest direct flights from Hartford to Chicago?

Data is based on the average price of all nonstop flights from Hartford to Chicago on Trip.com over the past 12 months.

Based on Trip.com’s data from the past 12 months, Frontier Airlines provides the lowest-priced direct flights from Hartford to Chicago, with fares starting at US$148.

US$112
US$148
US$184
US$220
US$256
Frontier Airlines
US$148
Frontier Airlines
Jetblue Airways
US$222
Jetblue Airways
United Airlines
US$237
United Airlines
American Airlines
US$244
American Airlines
Delta Air Lines
US$256
Delta Air Lines

Which airline operates the most flights from Hartford to Chicago?

Total flights from Hartford to Chicago across all airlines. (Based on Trip.com data from the past month)

Based on Trip.com’s data from the past month, Air New Zealand/United Airlines operates the most frequent flights from Hartford to Chicago, with 29 flights per week.

8
15
22
29
Air New Zealand
29
Air New Zealand
United Airlines
29
United Airlines
American Airlines
23
American Airlines
Alaska Airlines
22
Alaska Airlines
All Nippon Airways
15
All Nippon Airways

How many flights fly from Hartford to Chicago daily?

The data is based on the flight numbers for each day of the week from Hartford to Chicago within the Trip.com database over the past month.

Based on the past month's historical data from Trip.com, the number of flights from Hartford to Chicago is the highest on Friday and the lowest on Wednesday.

113
103
93
83
Highest
96
Mon
96
Tue
93
Wed
96
Thu
113
Fri
104
Sat
107
Sun

Explore More Popular Flights

Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.