Cheap flights from Hartford to Chicago from $58

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 12/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Southwest Logo
5:25 pm - 6:45 pmBDL-MDW
2h 20mnonstop
Southwest Logo
9:45 am - 12:50 pmMDW-BDL
2h 05mnonstop
$115Southwest
Find Deal
jue., ago. 21 - lun., ago. 25
American Airlines Logo
6:43 am - 8:20 amBDL-ORD
2h 37mnonstop
American Airlines Logo
3:00 pm - 6:10 pmORD-BDL
2h 10mnonstop
$115American Airlines
Find Deal
jue., sep. 11 - lun., sep. 15
American Airlines Logo
7:09 am - 8:49 amBDL-ORD
2h 40mnonstop
American Airlines Logo
8:02 am - 11:24 amORD-BDL
2h 22mnonstop
$116American Airlines
Find Deal
jue., ago. 21 - lun., ago. 25
Southwest Logo
6:25 am - 7:45 amBDL-MDW
2h 20mnonstop
Southwest Logo
10:00 am - 1:10 pmMDW-BDL
2h 10mnonstop
$120Southwest
Find Deal
mié., sep. 17 - dom., sep. 21
United Airlines Logo
6:10 am - 7:53 amBDL-ORD
2h 43mnonstop
United Airlines Logo
8:48 am - 12:20 pmORD-BDL
2h 32mnonstop
$125United Airlines
Find Deal
vie., ago. 29 - dom., ago. 31
United Airlines Logo
6:00 am - 7:48 amBDL-ORD
2h 48mnonstop
United Airlines Logo
6:15 pm - 9:36 pmORD-BDL
2h 21mnonstop
$132United Airlines
Find Deal
mié., ago. 6 - vie., ago. 8
Delta Logo
5:35 am - 8:35 amBDL-MDW
4h 00m1 stop
Delta Logo
4:25 pm - 11:58 pmMDW-BDL
6h 33m1 stop
$197Delta
Find Deal
dom., ago. 31 - mié., sep. 3
Delta Logo
5:19 pm - 12:09 amBDL-ORD
7h 50m1 stop
Delta Logo
5:20 pm - 11:01 pmORD-BDL
4h 41m1 stop
$197Delta
Find Deal
vie., ago. 8 - sáb., ago. 9
Spirit Airlines Logo
7:05 pm - 5:39 pmBDL-ORD
23h 34m2 stops
Spirit Airlines Logo
10:43 am - 11:51 amORD-BDL
24h 08m2 stops
$198Spirit Airlines
Find Deal
vie., sep. 19 - dom., sep. 21
Spirit Airlines Logo
5:17 pm - 7:07 pmBDL-ORD
26h 50m2 stops
Spirit Airlines Logo
11:36 am - 10:05 amORD-BDL
21h 29m2 stops
$200Spirit Airlines
Find Deal
lun., ago. 18 - jue., ago. 21

United Airlines flights from Hartford to Chicago

Our best United Airlines deals on Hartford to Chicago flight tickets
United Airlines
Aug 29
BDL6:10 amHartford Bradley Intl
2h 43m
ORD7:53 amChicago O'Hare Intl
Aug 31
ORD8:48 amChicago O'Hare Intl
2h 32m
BDL12:20 pmHartford Bradley Intl
United Airlines
Aug 6
BDL6:00 amHartford Bradley Intl
2h 48m
ORD7:48 amChicago O'Hare Intl
Aug 8
ORD6:15 pmChicago O'Hare Intl
2h 21m
BDL9:36 pmHartford Bradley Intl
United Airlines
Aug 5
BDL6:00 amHartford Bradley Intl
2h 48m
ORD7:48 amChicago O'Hare Intl
Aug 13
ORD8:50 amChicago O'Hare Intl
2h 32m
BDL12:22 pmHartford Bradley Intl

American Airlines flights from Hartford to Chicago

Our best American Airlines deals on Hartford to Chicago flight tickets
American Airlines
Sep 11
BDL6:43 amHartford Bradley Intl
2h 37m
ORD8:20 amChicago O'Hare Intl
Sep 15
ORD3:00 pmChicago O'Hare Intl
2h 10m
BDL6:10 pmHartford Bradley Intl
American Airlines
Aug 21
BDL7:09 amHartford Bradley Intl
2h 40m
ORD8:49 amChicago O'Hare Intl
Aug 25
ORD8:02 amChicago O'Hare Intl
2h 22m
BDL11:24 amHartford Bradley Intl
American Airlines
Aug 31
BDL7:10 amHartford Bradley Intl
2h 40m
ORD8:50 amChicago O'Hare Intl
Sep 3
ORD5:00 pmChicago O'Hare Intl
2h 14m
BDL8:14 pmHartford Bradley Intl

See travel insights to Chicago from

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 September is, on average, the cheapest month to fly to Chicago from Hartford, with most prices found around $314. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Hartford to Chicago during August average around $315.

What is the cheapest Hartford Bradley Intl to Chicago flight route?

Fly from Hartford Bradley Intl to Chicago Midway 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 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $369 when searching 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.

How have Hartford to Chicago flight prices changed over time?

As of July 2025, prices for Hartford to Chicago flights are approximately 46% cheaper when compared to flights at the same time last year.

When to book flights from Hartford to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Hartford to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$58

Fastest flight time

2h 20m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Hartford in the past 72 hours is $58. The best round-trip flight deal from Hartford to Chicago found on momondo in the last 72 hours is $115.
The fastest flight from Hartford to Chicago takes 2h 20m
Direct flights go from Hartford to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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?

  • 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?

  • What is the most popular airline from Hartford to Chicago?


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
FrontierPriceFrom $108Free CancellationRating
5.9
3,271 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $144Free CancellationRating
6.3
8,055 reviews
Search Spirit Airlines flights
DeltaPriceFrom $176Free CancellationRating
8.0
7,952 reviews
Search Delta flights
SouthwestPriceFrom $190Free CancellationRating
8.0
4,250 reviews
Search Southwest flights
American AirlinesPriceFrom $200Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $228Free CancellationRating
7.4
8,846 reviews
Search United Airlines flights
  • Southwest Flights From Hartford to Chicago

    Southwest flies from Hartford to Chicago around 17 times per week, with 4,250 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Hartford to Chicago in the last 72 hours was $190 (round-trip), much lower than the average airfare cost of $369 for Southwest flights on this route.

  • United Airlines Flights From Hartford to Chicago

    Across 8,846 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Hartford to Chicago about 18 times each week, with ticket deals ranging from $228 to $438. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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.


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1 adult
mar. 7/15
mar. 7/22

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago