$110 Find Cheap Flights from Dallas to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$195
Typical prices: $157-$334
Frontier
Sun 10/21Thu 10/25
DFW - ORD • Non-stop
Cheapest one-way
$110
Typical prices: $107-$239
Frontier
Sun 10/21
DFW - ORD • Non-stop
Advice from real travelers
Southwest's free carry-on adds value; Love Field is a handy Dallas alternative.
American Main Cabin Extra adds early boarding; United Economy Plus boosts legroom.
Expert advice
+1
Expert advice
+1
Nonstop flights
You can fly direct with American Airlines, United Airlines and others. Average duration is 2h 32m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 32% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 91% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 10 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 21% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $176 (round-trip)
Shortest trip • 3h 57m (one-way)
Insights
Insights
Start a new search
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We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Dallas to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Dallas to Chicago

Fri, Oct 2 - Mon, Oct 5
Frontier Logo
10:16 pm - 12:45 amDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
2h 29mnonstop
Frontier Logo
1:01 pm - 3:47 pmORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
2h 46mnonstop
$202Frontier
Fri, Oct 2 - Mon, Oct 5
Frontier Logo
10:16 pm - 12:45 amDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
2h 29mnonstop
Frontier Logo
1:01 pm - 3:47 pmORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
2h 46mnonstop
$202Frontier
Sat, Oct 10 - Tue, Oct 13
Multiple Airlines Logo
5:30 am - 3:03 pmDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
9h 33m1 stop Minneapolis St Paul
Multiple Airlines Logo
8:30 am - 11:17 amORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
2h 47mnonstop
$208Multiple Airlines
Thu, Nov 12 - Sat, Nov 14
Multiple Airlines Logo
5:35 am - 6:35 pmDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
13h 00m1 stop Minneapolis St Paul
Multiple Airlines Logo
7:15 am - 8:04 pmORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
12h 49m1 stop Atlanta Hartsfield-Jackson
$211Multiple Airlines
Tue, Oct 13 - Tue, Oct 13
American Airlines Logo
6:00 am - 8:34 amDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
2h 34mnonstop
American Airlines Logo
9:29 pm - 12:08 amORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
2h 39mnonstop
$233American Airlines
Wed, Oct 7 - Tue, Oct 13
American Airlines Logo
6:00 am - 8:34 amDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
2h 34mnonstop
American Airlines Logo
9:29 pm - 12:08 amORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
2h 39mnonstop
$233American Airlines
Wed, Oct 28 - Wed, Nov 4
Southwest Logo
8:05 pm - 10:20 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
8:45 pm - 11:15 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 30mnonstop
$233Southwest
Tue, Oct 20 - Wed, Oct 21
Southwest Logo
8:05 pm - 10:20 pmDAL  Dallas Love Field-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
2:50 pm - 5:05 pmMDW  Chicago Midway-DAL Dallas Love Field
2h 15mnonstop
$233Southwest
Sat, Oct 24 - Sat, Oct 24
United Airlines Logo
7:00 am - 9:42 amDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
2h 42mnonstop
United Airlines Logo
7:50 pm - 10:28 pmORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
2h 38mnonstop
$233United Airlines
Sat, Oct 17 - Tue, Oct 20
United Airlines Logo
10:38 am - 1:15 pmDFW  Dallas/Fort Worth-ORD Chicago O'Hare Intl
2h 37mnonstop
United Airlines Logo
7:50 pm - 10:28 pmORD  Chicago O'Hare Intl-DFW Dallas/Fort Worth
2h 38mnonstop
$233United Airlines
Booking Insights

Price, demand and travel trends for Dallas to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Dallas to Chicago with more confidence.

How much is a round-trip flight from Dallas to Chicago?

Round-trip flights from Dallas to Chicago start at $195. Prices are typical for this route right now, with typical round-trip fares ranging from $157 to $334. The lowest price found in the past 5 days was $195 on Frontier.

What is the cheapest Dallas to Chicago flight route?

Dallas/Fort Worth Airport (DFW) to Chicago Midway Airport (MDW) is the cheapest Dallas to Chicago route, averaging $198 round-trip. Other Dallas to Chicago routes average $315, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Dallas to Chicago?

Wednesday is the cheapest day of the week to fly from Dallas to Chicago, it is 6% cheaper than the average day. Sunday is the most expensive day with flight prices 21% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Dallas to Chicago?

•February and October are the cheapest months to fly from Dallas to Chicago at $185 round-trip.
•June ($300) and July ($298) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 62% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Dallas to Chicago the cheapest?

Flights from Dallas to Chicago are cheapest 10 weeks before departure. Booking in this window typically costs about 43% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Dallas to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier, United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Jennifer Simonson

Jennifer Simonson

Expert on DFW

Jennifer Simonson is driven by her lifelong commitment to exploring the globe. Her insatiable curiosity had led her to immerse herself into diverse locations like Oklahoma City and Pismo. Her hotel recommendations are the result of the myriad hotels she's stayed at across her travels. Along her journey, she cherishes engaging conversations with locals, indulging in the finest ice cream, trying her hand at surfing, and embarking on nature-filled hikes.

Key details for Dallas to Chicago flights

Low season

February

Cheapest flight

$110
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Dallas/Fort Worth Airport to Chicago O'Hare Intl Airport

When to book flights from Dallas to Chicago

Are your dates flexible? Find out the best times to travel from Dallas to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Flights from Dallas to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Dallas to Chicago 
DeepaFlew with American Airlines-Apr 2026
The TSA precheck feature is useful, and the security checkpoint to gate walk is around 20 mins, not too bad.
RickyFlew with Spirit Airlines-Mar 2024
Uber pickup is in terminal 2 doors 2D/2E not available in terminal 1

Your Dallas to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What different kinds of flights are offered from Dallas to Chicago?

    There are quite a few daily nonstop flights to choose from between Dallas and Chicago, and these are often serviced by airlines such as Alaska and Delta Airlines. You can also find flights that require a layover, and these may be operated by Frontier or Spirit Airlines. Layovers frequently take place in cities like Las Vegas and San Francisco.

  • How can I easily travel from downtown Dallas to Dallas/Fort Worth International Airport?

    If you choose to drive from downtown Dallas to Dallas/Fort Worth International Airport, you can expect the trip to normally take around 20min in total. Public transportation is an option as well, including the Orange tram line. This will bring you to the airport in approximately 1h.

  • What is an easy way to go from Chicago-Rockford International Airport to the city center of Chicago?

    When you drive from Chicago-Rockford International Airport to the city center of Chicago, it will normally take you around 1h 35min in total. If you take public transportation, such as bus lines 45 and 40, you will reach your destination in around 4h 50min.

  • Is it an option to rent a car directly from Chicago O'Hare International Airport?

    Chicago O'Hare International Airport has a car rental center directly on the airport’s property. At this center, you will find quite a few rental companies, including Alamo, Hertz, and SIXT. Each of these companies offers a 24h shuttle service from the Arrivals terminal to their office that is a short drive away.

  • Which airlines offer extra legroom and free seat selection on Dallas to Chicago flights?

    Among airlines operating Dallas to Chicago flights:

    • Frontier: offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Dallas to Chicago?

    4 airlines operate flights between Dallas and Chicago. The airlines offering nonstop flights on this route include:

    • American Airlines
    • United Airlines
    • Southwest
    • Frontier

  • Which airports can I use when flying from Dallas to Chicago?

    Flights from Dallas to Chicago may depart from several airports in Dallas area, including Dallas Addison (ADS), Dallas Love Field (DAL) and Dallas/Fort Worth (DFW), with arrivals available at Chicago area airports such as Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Dallas to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Frontier: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Dallas to Chicago?

    Four cabin classes are available on flights from Dallas to Chicago:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How much can I save by taking a layover when flying from Dallas to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $176 round-trip via Lambert-St Louis (STL), compared to $236 for nonstop.

  • What is the standard checked-bag allowance on flights from Dallas to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $32–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Dallas to Chicago pass through?

    One-stop flights from Dallas to Chicago most commonly connect through:

    • Fort Leonard Wood Waynesville Regional (TBN) - 58% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 12% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 8% of one-stop connections
    • Orlando (MCO) - 7% of one-stop connections

    Fort Leonard Wood Waynesville Regional (TBN) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Dallas to Chicago?

    Yes. Being flexible with your travel dates can save you up to 23% on the Dallas to Chicago route. Wednesday is the cheapest departure day at $221 round-trip on average, while Sunday is the most expensive at $286, a difference of $65. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Dallas to Chicago?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Dallas to Chicago route, 16% of flights were delayed in the past 3 months, with delays averaging 2 hours 40 minutes.

  • How are flight departures from Dallas to Chicago spread across the day?

    Morning is the busiest departure period on Dallas to Chicago flights, with 38% of flights leaving in that window. Afternoon departures account for 28%, evening flights for 28%, and night flights for 6%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Dallas to Chicago?

    These are the earliest and latest flight times available from Dallas to Chicago:

    • Earliest: departs at 5:00 am and lands at 7:32 am
    • Latest: departs at 10:55 pm and lands at 1:27 am.

    The flight takes about 2h 32m.

  • How expensive are last-minute Dallas to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 29% above the route average of $235. Book 10 weeks before departure for the lowest fares.

  • How long is a flight from Dallas to Chicago?

    A nonstop flight from Dallas to Chicago takes 2h 32m, covering 804 miles.

  • Do I need a passport to fly from Dallas to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Dallas to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $202 to $1,511. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Dallas to Chicago looking right now?

    One-way fares from Dallas to Chicago are currently lower than usual. Average one-way flight prices are about $115, which is 32% below the typical average for this route.

  • How does Spirit Airlines’s on-time performance compare to other airlines on Dallas to Chicago flights?

    Spirit Airlines is slightly above the route average for timely arrivals, while United Airlines has a lower on-time arrival rate. On-time arrival rates on Dallas to Chicago flights are:

    • Spirit Airlines: 91% on time
    • United Airlines: 88% on time
    • American Airlines: 82% on time

    Overall, flights on this route are on time 84% of the time on average.

  • How do delay rates compare for morning and evening flights from Dallas to Chicago?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Dallas to Chicago?

    Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 3h 40m, compared with 3h 57m via Fort Leonard Wood Waynesville Regional (TBN) and 4h 00m via Fayetteville Northwest Arkansas (XNA).

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Dallas to Chicago flight?

    Round-trip flights from Dallas to Chicago range from $157 to $334, with an average of $235 over the past 12 months. Anything below $157 counts as a good deal.

  • Which airlines offer Wi-Fi on Dallas to Chicago flights?

    Two airlines offer in-flight Wi-Fi on Dallas to Chicago flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Dallas to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Sunday. On this route, Wednesday flights average $221 - about $65 less than Sunday (23% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 10 weeks before you fly. On this route, that window historically saves about 43% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Dallas to Chicago trip for February. Fares historically average $185 round-trip in that month - typically $115 less than the most expensive month, which is June (based on the last 12 months).
  • If arriving on time is high on your priority list, Spirit Airlines is the strongest pick on this route. 91% of Spirit Airlines flights from Dallas to Chicago arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 84%. When flights on this route do arrive late, the average delay is 2 hours 40 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through Lambert-St Louis Airport (STL) can be cheaper than flying direct. The cheapest layover option averages $176 round-trip on this route - about $60 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel
  • When you are flying out of the Dallas region, there are two primary airports that you can choose to depart from. While Dallas/Fort Worth International Airport (DFW) is located around 20 miles from the city center, Dallas Love Field Airport (DAL) is approximately 6 miles from downtown Dallas.
  • Those that are flying to the Chicago region have three possible airports that they can land at. There is Chicago Midway International Airport (MDW), which is approximately 12 miles from the city center, Chicago O'Hare International Airport (ORD), which is around 17 miles from downtown Chicago, and Chicago-Rockford International (RFD), which is just over 68 miles from central Chicago.
  • If you will be traveling with small children, make sure to bring them to the children’s play area that is in the connector hallway of Dallas Love Field Airport. This play area is filled with a selection of toys, activities, and play equipment that little ones of all ages are sure to love.
  • Travelers that are feeling a bit hungry after they have landed at Chicago Midway International Airport can choose from a selection of 24h dining options located in the Central Market. Some of the choices available include Dunkin Donuts, Gold Coast Dogs, and Pegasus On The Fly.
  • While waiting for your flight to take off from Dallas/Fort Worth International Airport, you can always choose to relax in one of the lounges that are available for travelers. The Club at DFW is in Terminal D, while the American Airlines Admirals Club can be found in Terminals A, B, and C.

Prefer to fly direct from Dallas to Chicago?

 
Find which airlines fly direct from Dallas to Chicago, which days they fly and book direct flights.

Direct departures

Dallas to Chicago

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Direct returns

Chicago to Dallas

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

More options for your flight from Dallas to Chicago

Complete your trip to Chicago with a hotel stay or car rental