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Cheap flights from Dallas Love Field Airport to Chicago from $141

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Dallas Love Field Airport to Chicago departing on 5/27. 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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Find the cheapest flights from Dallas Love Field Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:45 am - 11:10 am
DAL
-
ORD
2h 25mnonstop
Southwest Logo
4:15 pm - 6:45 pm
ORD
-
DAL
2h 30mnonstop
$281Southwest
Wed, May 27 - Thu, May 28
Southwest Logo
8:25 am - 1:55 pm
DAL
-
ORD
5h 30m
1 stop
Southwest Logo
11:55 am - 2:25 pm
ORD
-
DAL
2h 30mnonstop
$291Southwest
Sun, May 24 - Wed, May 27
Southwest Logo
8:45 am - 11:10 am
DAL
-
ORD
2h 25mnonstop
Southwest Logo
2:40 pm - 10:55 pm
ORD
-
DAL
8h 15m
2 stops
$296Southwest
Wed, May 27 - Fri, May 29
Delta Logo
6:39 pm - 11:53 pm
DAL
-
ORD
5h 14m
1 stop
Delta Logo
9:45 am - 5:54 pm
ORD
-
DAL
8h 09m
1 stop
$301Delta
Wed, Jul 8 - Wed, Jul 15
Delta Logo
11:30 am - 5:04 pm
DAL
-
ORD
5h 34m
1 stop
Delta Logo
11:20 am - 5:54 pm
ORD
-
DAL
6h 34m
1 stop
$306Delta
Tue, Jun 30 - Tue, Jul 7
Delta Logo
3:01 pm - 8:32 pm
DAL
-
ORD
5h 31m
1 stop
Delta Logo
9:45 am - 3:03 pm
ORD
-
DAL
5h 18m
1 stop
$309Delta
Fri, Jul 3 - Thu, Jul 9
Southwest Logo
8:45 am - 11:10 am
DAL
-
ORD
2h 25mnonstop
Southwest Logo
2:05 pm - 4:45 pm
ORD
-
DAL
2h 40mnonstop
$310Southwest
Wed, May 27 - Sat, May 30
Delta Logo
6:39 pm - 11:53 pm
DAL
-
ORD
5h 14m
1 stop
Delta Logo
5:30 am - 11:24 am
ORD
-
DAL
5h 54m
1 stop
$311Delta
Wed, Jul 8 - Wed, Jul 22
Southwest Logo
8:45 am - 11:10 am
DAL
-
ORD
2h 25mnonstop
Southwest Logo
2:05 pm - 4:45 pm
ORD
-
DAL
2h 40mnonstop
$312Southwest
Wed, May 27 - Sat, May 30
Delta Logo
3:01 pm - 8:32 pm
DAL
-
ORD
5h 31m
1 stop
Delta Logo
9:45 am - 3:03 pm
ORD
-
DAL
5h 18m
1 stop
$317Delta
Thu, Jul 2 - Fri, Jul 10

Delta flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Our best Delta deals on Dallas Love Field Airport to Chicago O'Hare Intl Airport flight tickets
Delta
Jul 8
DAL6:39 pmDallas Love Field
5h 14m
1 stop
ORD11:53 pmChicago O'Hare Intl
Jul 21
ORD5:30 amChicago O'Hare Intl
5h 54m
1 stop
DAL11:24 amDallas Love Field
$301
Delta
Jun 30
DAL11:30 amDallas Love Field
5h 34m
1 stop
ORD5:04 pmChicago O'Hare Intl
Jul 7
ORD11:20 amChicago O'Hare Intl
6h 34m
1 stop
DAL5:54 pmDallas Love Field
$306
Delta
Jul 3
DAL3:01 pmDallas Love Field
5h 31m
1 stop
ORD8:32 pmChicago O'Hare Intl
Jul 9
ORD9:45 amChicago O'Hare Intl
5h 18m
1 stop
DAL3:03 pmDallas Love Field
$309

Southwest flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Our best Southwest deals on Dallas Love Field Airport to Chicago O'Hare Intl Airport flight tickets
Southwest
May 27
DAL8:45 amDallas Love Field
2h 25m
ORD11:10 amChicago O'Hare Intl
May 28
ORD4:15 pmChicago O'Hare Intl
2h 30m
DAL6:45 pmDallas Love Field
$281
Southwest
May 24
DAL8:25 amDallas Love Field
5h 30m
1 stop
ORD1:55 pmChicago O'Hare Intl
May 27
ORD11:55 amChicago O'Hare Intl
2h 30m
DAL2:25 pmDallas Love Field
$291
Southwest
May 27
DAL8:45 amDallas Love Field
2h 25m
ORD11:10 amChicago O'Hare Intl
May 29
ORD2:40 pmChicago O'Hare Intl
8h 15m
2 stops
DAL10:55 pmDallas Love Field
$296

momondo Fare Finder

 
Customize your flight search to find flights from Dallas Love Field Airport 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 May 11, 2026.
Use the filters below to find and compare flights from Dallas Love Field Airport 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

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 5/27

8:45 am-11:10 am

Nonstop2h 25m

Chicago O'Hare Intl

Thu 5/28

4:15 pm-6:45 pm

Nonstop2h 30m

$281

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sun 5/24

8:25 am-1:55 pm

1 stop5h 30m

Chicago O'Hare Intl

Wed 5/27

11:55 am-2:25 pm

Nonstop2h 30m

$291

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 5/27

8:45 am-11:10 am

Nonstop2h 25m

Chicago O'Hare Intl

Fri 5/29

2:40 pm-10:55 pm

2 stops8h 15m

$296

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 7/8

6:39 pm-11:53 pm

1 stop5h 14m

Chicago O'Hare Intl

Wed 7/15

9:45 am-5:54 pm

1 stop8h 09m

$301

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Tue 6/30

11:30 am-5:04 pm

1 stop5h 34m

Chicago O'Hare Intl

Tue 7/7

11:20 am-5:54 pm

1 stop6h 34m

$306

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Fri 7/3

3:01 pm-8:32 pm

1 stop5h 31m

Chicago O'Hare Intl

Thu 7/9

9:45 am-3:03 pm

1 stop5h 18m

$309

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 5/27

8:45 am-11:10 am

Nonstop2h 25m

Chicago O'Hare Intl

Sat 5/30

2:05 pm-4:45 pm

Nonstop2h 40m

$310

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 7/8

6:39 pm-11:53 pm

1 stop5h 14m

Chicago O'Hare Intl

Wed 7/22

5:30 am-11:24 am

1 stop5h 54m

$311

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 5/27

8:45 am-11:10 am

Nonstop2h 25m

Chicago O'Hare Intl

Sat 5/30

2:05 pm-4:45 pm

Nonstop2h 40m

$312

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Thu 7/2

3:01 pm-8:32 pm

1 stop5h 31m

Chicago O'Hare Intl

Fri 7/10

9:45 am-3:03 pm

1 stop5h 18m

$317

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 Dallas Love Field Airport 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 Dallas Love Field Airport and Chicago O'Hare Intl Airport?

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

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dallas Love Field Airport averaging around $157.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $283. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Dallas Love Field Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $767.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Dallas Love Field Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $240 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $757. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Dallas Love Field to Chicago O'Hare Intl flight route?

Fly from Dallas Love Field to Chicago O'Hare Intl for the best Dallas Love Field - Chicago O'Hare Intl flight prices

When to book flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Dallas Love Field Airport 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 Dallas Love Field Airport to Chicago O'Hare Intl Airport (DAL to ORD) flight deals and tips

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

Best Price Found

$99

Fastest flight time

2h 25m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Dallas Love Field Airport in the past 72 hours is $99. The best round-trip flight deal from Dallas Love Field Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $331.
The fastest flight from Dallas Love Field Airport to Chicago O'Hare Intl Airport takes 2h 25m
Direct flights go from Dallas Love Field Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Dallas Love Field Airport to Chicago O'Hare Intl Airport

  • How far is Dallas Love Field to Chicago O'Hare Intl by plane?

    There are 798.0 mi between Dallas Love Field and Chicago O'Hare Intl. By plane, this route typically takes 2h 25m.

  • When did momondo last update prices for flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Dallas Love Field 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 Dallas Love Field 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 Dallas Love Field Airport to Chicago O'Hare Intl Airport?

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

Best airlines flying from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Dallas Love Field Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $176Free CancellationRating
8.0
4,298 reviews
Search Southwest flights

  • Southwest Flights From Dallas Love Field Airport to Chicago O'Hare Intl Airport

    Southwest flight deals from Dallas Love Field Airport to Chicago O'Hare Intl Airport start from $176 round-trip. Over the 5 Southwest flights for this route in a normal week, average airfare is usually $338 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
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Evanston
Elgin
Tinley Park

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Dallas to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Chicago from Dallas which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to Chicago from Dallas. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Dallas to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Dallas 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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