Cheap flights from Hartford to Chicago from $79
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hartford to Chicago departing on 7/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Hartford to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of August is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $318. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Hartford to Chicago during September average around $318.
What is the cheapest Hartford Bradley Intl to Chicago flight route?
Fly from Hartford Bradley Intl to Chicago O'Hare Intl for the best Hartford Bradley Intl - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Hartford when booking 22 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $369 when searching 22 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Hartford for as low as $274 on momondo.
What cabin class options are available on Hartford Bradley Intl to Chicago flights?
There are 4 cabin classes available to choose from on Hartford Bradley Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Hartford Bradley Intl to Chicago?
Southwest, United Airlines, and Spirit Airlines are the most popular carriers operating from Hartford Bradley Intl to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Hartford according to our data. American Airlines is the first choice among our users, with 64% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Hartford to Chicago on average per day?
As of June 2025, there are 19 flights per day flying from Hartford to Chicago. The most common time of day flights depart is 6:00PM, with 54% of flights taking off at noon.
How many flights depart from Hartford to Chicago on average per week?
As of June 2025, 136 flights take off from Hartford and land in Chicago each week. The most common flight departure day for this route is Wed, with 19% of weekly flights taking off on this day.
When to book flights from Hartford to Chicago
Cheap Hartford to Chicago (BDL to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Hartford to Chicago
How far is Hartford Bradley Intl to Chicago by plane?
Chicago is 768.4 mi away from Hartford Bradley Intl. A reasonable flight in good conditions will take 2h 20m.
When did momondo last update prices for flights from Hartford Bradley Intl Airport to Chicago?
Prices for flights from Hartford Bradley Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Hartford Bradley Intl Airport to Chicago?
As of June 2025, there are 6 operators available to choose from for flights from Hartford Bradley Intl Airport to Chicago.
How old do you have to be to fly from Hartford Bradley Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hartford Bradley Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Hartford to Chicago?
Based on momondo bookings for flights between Hartford and Chicago, the leading plane model is Boeing 737-800, making up 27.23% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 11.33%, Airbus A319 with 9.97%, and Embraer 170 with 9.48%.
What is the most popular airline from Hartford to Chicago?
Based on momondo bookings for flights between Hartford and Chicago, the leading airline is American Airlines, making up 47% of the total bookings. Other popular airlines include United Airlines with 30%, Southwest with 17%, and Frontier with 3%.
Best airlines flying from Hartford to Chicago
Compare and see reviews for airlines that fly from Hartford to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $108 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $125 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $144 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $202 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $232 | Free Cancellation | Rating 8.0 4,287 reviews |
Southwest Flights From Hartford to Chicago
Southwest flies from Hartford to Chicago around 17 times per week, with 4,287 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $232 (round-trip), much lower than the average airfare cost of $379 for Southwest flights on this route.
United Airlines Flights From Hartford to Chicago
Across 8,790 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 21 times each week, with ticket deals ranging from $125 to $434. Price data is based on momondo searches in the last 72 hours.
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Why should I use momondo to find a flight deal from Hartford to Chicago?
Finding the right flight to Chicago from Hartford is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Hartford to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Hartford which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Hartford to Chicago?
Once you have performed a search for Hartford to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Hartford to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Hartford to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.