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Cheap flights from Hartford to Chicago from $139

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 9/5. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Hartford to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:00 am - 7:46 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 46mnonstop
United Airlines Logo
6:19 pm - 9:42 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 23mnonstop
$277United Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
12:52 pm - 2:49 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
2h 57mnonstop
American Airlines Logo
7:29 pm - 10:48 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 19mnonstop
$278American Airlines
Sat, Sep 5 - Sun, Sep 6
Multiple Airlines Logo
3:16 pm - 10:59 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
8h 43m1 stop Orlando
Multiple Airlines Logo
3:00 pm - 11:14 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
7h 14m1 stop Fort Lauderdale
$278Multiple Airlines
Fri, Sep 11 - Sun, Sep 20
American Airlines Logo
5:41 pm - 7:50 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
3h 09mnonstop
American Airlines Logo
8:10 am - 11:36 amORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 26mnonstop
$279American Airlines
Sat, Sep 5 - Sun, Sep 6
Multiple Airlines Logo
6:25 am - 11:47 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
6h 22m1 stop New York John F Kennedy Intl
Multiple Airlines Logo
6:05 am - 8:00 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
12h 55m1 stop Orlando
$279Multiple Airlines
Thu, Oct 22 - Sun, Oct 25
JetBlue Logo
7:00 am - 1:45 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
7h 45m1 stop Fort Lauderdale
JetBlue Logo
3:00 pm - 11:14 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
7h 14m1 stop Fort Lauderdale
$281JetBlue
Thu, Oct 1 - Mon, Oct 5
JetBlue Logo
6:25 am - 11:47 amBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
6h 22m1 stop New York John F Kennedy Intl
JetBlue Logo
2:35 pm - 11:55 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
8h 20m1 stop Fort Lauderdale
$281JetBlue
Mon, Oct 19 - Fri, Nov 6
United Airlines Logo
10:33 am - 4:59 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
7h 26m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
3:00 pm - 6:20 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
2h 20mnonstop
$287United Airlines
Sat, Sep 5 - Sun, Sep 6
Delta Logo
4:40 pm - 11:57 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
8h 17m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:40 am - 3:04 pmORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
7h 24m1 stop Atlanta Hartsfield-Jackson
$297Delta
Sat, Sep 5 - Sun, Sep 6
Delta Logo
12:48 pm - 6:59 pmBDL  Hartford Bradley Intl-ORD Chicago O'Hare Intl
7h 11m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:41 amORD  Chicago O'Hare Intl-BDL Hartford Bradley Intl
5h 11m1 stop Atlanta Hartsfield-Jackson
$297Delta
Sat, Sep 5 - Sun, Sep 6

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JetBlue flights from Hartford to Chicago O'Hare Intl Airport

Our best JetBlue deals on Hartford to Chicago O'Hare Intl Airport flight tickets
JetBlue
Oct 1
BDL7:00 amHartford Bradley Intl
7h 45m
1 stop
ORD1:45 pmChicago O'Hare Intl
Oct 5
ORD3:00 pmChicago O'Hare Intl
7h 14m
1 stop
BDL11:14 pmHartford Bradley Intl
$281
JetBlue
Aug 18
BDL5:07 pmHartford Bradley Intl
7h 37m
1 stop
ORD11:44 pmChicago O'Hare Intl
Aug 20
ORD5:27 pmChicago O'Hare Intl
5h 53m
1 stop
BDL12:20 amHartford Bradley Intl
$285
JetBlue
Aug 19
BDL5:07 pmHartford Bradley Intl
7h 37m
1 stop
ORD11:44 pmChicago O'Hare Intl
Aug 25
ORD6:30 pmChicago O'Hare Intl
4h 50m
1 stop
BDL12:20 amHartford Bradley Intl
$295

Delta flights from Hartford to Chicago O'Hare Intl Airport

Our best Delta deals on Hartford to Chicago O'Hare Intl Airport flight tickets
Delta
Sep 5
BDL4:40 pmHartford Bradley Intl
8h 17m
1 stop
ORD11:57 pmChicago O'Hare Intl
Sep 6
ORD6:40 amChicago O'Hare Intl
7h 24m
1 stop
BDL3:04 pmHartford Bradley Intl
$297
Delta
Sep 2
BDL5:24 pmHartford Bradley Intl
7h 33m
1 stop
ORD11:57 pmChicago O'Hare Intl
Sep 9
ORD11:17 amChicago O'Hare Intl
4h 11m
1 stop
BDL4:28 pmHartford Bradley Intl
$335

momondo Fare Finder

 
Customize your flight search to find flights from Hartford to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 5, 2026.
Use the filters below to find and compare flights from Hartford to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Sat 9/5

6:00 am-7:46 am

Nonstop2h 46m

Chicago O'Hare Intl

Sun 9/6

6:19 pm-9:42 pm

Nonstop2h 23m

$277

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Sat 9/5

12:52 pm-2:49 pm

Nonstop2h 57m

Chicago O'Hare Intl

Sun 9/6

7:29 pm-10:48 pm

Nonstop2h 19m

$278

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Fri 9/11

3:16 pm-10:59 pm

1 stop8h 43m

Chicago O'Hare Intl

Sun 9/20

3:00 pm-11:14 pm

1 stop7h 14m

$278

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Sat 9/5

5:41 pm-7:50 pm

Nonstop3h 09m

Chicago O'Hare Intl

Sun 9/6

8:10 am-11:36 am

Nonstop2h 26m

$279

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/22

6:25 am-11:47 am

1 stop6h 22m

Chicago O'Hare Intl

Sun 10/25

6:05 am-8:00 pm

1 stop12h 55m

$279

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Thu 10/1

7:00 am-1:45 pm

1 stop7h 45m

Chicago O'Hare Intl

Mon 10/5

3:00 pm-11:14 pm

1 stop7h 14m

$281

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Mon 10/19

6:25 am-11:47 am

1 stop6h 22m

Chicago O'Hare Intl

Fri 11/6

2:35 pm-11:55 pm

1 stop8h 20m

$281

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Sat 9/5

10:33 am-4:59 pm

1 stop7h 26m

Chicago O'Hare Intl

Sun 9/6

3:00 pm-6:20 pm

Nonstop2h 20m

$287

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Sat 9/5

4:40 pm-11:57 pm

1 stop8h 17m

Chicago O'Hare Intl

Sun 9/6

6:40 am-3:04 pm

1 stop7h 24m

$297

HartfordChicago

BDL Hartford Bradley Intl - ORD Chicago O'Hare Intl

BDLORD

Hartford Bradley Intl

Sat 9/5

12:48 pm-6:59 pm

1 stop7h 11m

Chicago O'Hare Intl

Sun 9/6

5:30 am-11:41 am

1 stop5h 11m

$297

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Hartford to Chicago O'Hare Intl Airport

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 typical price of a round-trip flight between Hartford and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $302 to $485.
The lowest price recently found on this route was $277.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Hartford averaging around $371.

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

Fly from Hartford Bradley Intl to Chicago O'Hare Intl for the best Hartford Bradley Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Hartford to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Hartford when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $411 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Hartford for as low as $344 on momondo.

What cabin class options are available on Hartford to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Hartford to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hartford to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Hartford to Chicago O'Hare Intl Airport.

How have Hartford to Chicago O'Hare Intl Airport flight prices changed over time?

As of August 2026, prices for Hartford to Chicago O'Hare Intl Airport flights are approximately 54% cheaper when compared to flights at the same time last year.

When to book flights from Hartford to Chicago O'Hare Intl Airport

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

Cheap Hartford to Chicago O'Hare Intl Airport (BDL to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hartford to Chicago O'Hare Intl Airport

Best Price Found

$214

Fastest flight time

2h 33m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Hartford in the past 72 hours is $214. The best round-trip flight deal from Hartford to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $383.
The fastest flight from Hartford to Chicago O'Hare Intl Airport takes 2h 33m
Direct flights go from Hartford to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Hartford to Chicago O'Hare Intl Airport

  • How far is Hartford Bradley Intl to Chicago O'Hare Intl by plane?

    The distance between Hartford Bradley Intl and Chicago O'Hare Intl is about 782.0 mi. Typically, this will take 2h 33m by plane in normal conditions.

  • When did momondo last update prices for flights from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hartford Bradley Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. 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 O'Hare Intl Airport?

  • What is the most popular airline from Hartford to Chicago O'Hare Intl Airport?

Best airlines flying from Hartford to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Hartford to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $84Free CancellationRating
7.1
3,023 reviews
Search JetBlue flights
DeltaPriceFrom $176Free CancellationRating
7.8
8,487 reviews
Search Delta flights
American AirlinesPriceFrom $216Free CancellationRating
7.1
11,849 reviews
Search American Airlines flights
United AirlinesPriceFrom $234Free CancellationRating
7.4
10,060 reviews
Search United Airlines flights

  • United Airlines Flights From Hartford to Chicago O'Hare Intl Airport

    United Airlines flight deals from Hartford to Chicago O'Hare Intl Airport start from $234 round-trip. Over the 27 United Airlines flights for this route in a normal week, average airfare is usually $439 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Hartford to Chicago O'Hare Intl Airport

    Across 11,849 American Airlines reviews on momondo, the average score is 7.1/10. American Airlines flies from Hartford to Chicago O'Hare Intl Airport about 6 times each week, with ticket deals ranging from $216 to $404. 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
Lake Geneva
Schaumburg
Merrillville
Rockford
South Haven
Gurnee
Rosemont
Oak Brook
Orland Park
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Racine
Aurora
Janesville
Elgin
South Holland
Evanston

Why use momondo?

Why should I use momondo to find a flight deal from Hartford to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Hartford to Chicago for you.

Can I find flights from Hartford to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Hartford with this policy.

How can momondo help me find flights from Hartford to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Hartford.

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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