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Flights from Hartford to Chicago Starting at £46

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

  • One way
  • Round-trip
      • BDL11:12
        14h 47m
        1 stop
        ORD00:59
        Thu, May 2|Hartford - Chicago|Frontier Airlines
        £46£85
        46% OFF
        46% OFF
        £85£46
      • BDL11:02
        9h 25m
        1 stop
        MDW19:27
        Sat, May 4|Hartford - Chicago|Frontier Airlines
        £50£85
        41% OFF
        41% OFF
        £85£50
      • BDL11:32
        14h 27m
        1 stop
        ORD00:59
        Sun, Apr 28|Hartford - Chicago|Frontier Airlines
        £52£85
        39% OFF
        39% OFF
        £85£52
      • BDL20:02
        24h 25m
        1 stop
        MDW19:27
        Fri, May 10|Hartford - Chicago|Frontier Airlines
        £53
        £53
      • BDL19:38
        15h 9m
        1 stop
        MDW09:47
        Sun, May 5|Hartford - Chicago|Frontier Airlines
        £54
        £54
      • BDL21:07
        10h 47m
        1 stop
        MDW06:54
        Tue, May 21|Hartford - Chicago|Frontier Airlines
        £55
        £55
      • BDL07:00
        15h 43m
        1 stop
        MDW21:43
        Wed, May 1|Hartford - Chicago|Breeze Airways
        £57
        £57
      • BDL07:00
        15h 53m
        1 stop
        MDW21:53
        Wed, May 22|Hartford - Chicago|Breeze Airways
        £63
        £63
      • BDL09:15
        6h 26m
        1 stop
        MDW14:41
        Wed, May 22|Hartford - Chicago|Frontier Airlines
        £65
        £65
      • BDL11:12
        25h 40m
        1 stop
        MDW11:52
        Wed, May 1|Hartford - Chicago|Frontier Airlines
        £68
        £68
      • HFD13:00
        3h 5m
        Direct
        CHI14:00
        Thu, May 2|Hartford - Chicago|Frontier 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 Hartford to Chicago

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.
Airlines Flying from Hartford to Chicago

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

Frontier Airlines
From £46
Breeze Airways
From £57
American Airlines
From £72
Delta Air Lines
From £73
Spirit Airlines
From £73
United Airlines
From £79
Sun Country Airlines
From £79
Jetblue Airways
From £113
Southwest Airlines
From £144
ANA airlines

Find more flights and airlines

Alternative Routes from Hartford to Chicago

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

  • Cheapest
    Frontier Airlines
    BDL
    11:12
    14h 47m
    1 transfer
    ORD
    00:59
    Bradley International Airport - O'Hare International Airport
    Thu, May 2Frontier Airlines
    £46
  • Frontier Airlines
    BDL
    11:02
    9h 25m
    1 transfer
    MDW
    19:27
    Bradley International Airport - Midway International Airport
    Sat, May 4Frontier Airlines
    £50
  • Frontier Airlines
    BDL
    11:02
    9h 25m
    1 transfer
    MDW
    19:27
    Bradley International Airport - Midway International Airport
    Sat, May 4Frontier Airlines
    £50
    Find More Flights

How do I find the cheapest flights?

  • When are flight tickets from Hartford (HFD) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Hartford to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Hartford (HFD) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around £302.

  • How long is the flight from Hartford (HFD) to Chicago (CHI)?

    It takes about 2 hours 36 minutes to fly from Hartford (HFD) to Chicago (CHI).

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

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • What are the most popular airlines that fly from Hartford (HFD) to Chicago (CHI)?

  • What's the most popular airline for direct flights from Hartford (HFD) to Chicago (CHI)?

    United Airlines operates 4 direct flights from Hartford (HFD) to Chicago (CHI).

  • How many airports in Chicago (CHI)?

How to find a cheap flight from Hartford to Chicago

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 Hartford to Chicago. 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 Hartford to Chicago

Cheapest direct flight price

£46

Cheapest return ticket price

£145

Cheapest month

February

Peak season for travel

October

Flight distance

1,237.85km

Average flight time

2 hours 36 minutes

Popular airline

United Airlines

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