$29 Cheap flight deals from Dallas (DFW) to Lincolnshire (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Dallas to Lincolnshire

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jan 4 - Thu, Jan 15
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$214 Roundtrip, found 6 days ago
$214
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Jan 4 from Dallas-Fort Worth Intl. to Midway Intl., returning Thu, Jan 15, priced at $214 found 6 days ago
Sun, Jan 4 - Wed, Jan 7
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$314 Roundtrip, found 1 hour ago
$314
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Jan 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Jan 7, priced at $314 found 1 hour ago
Sat, Jan 3 - Mon, Jan 5
DAL
Love Field
MDW
Midway Intl.
$512 Roundtrip, found 5 days ago
$512
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Jan 3 from Love Field to Midway Intl., returning Mon, Jan 5, priced at $512 found 5 days ago
Sat, Jan 3 - Tue, Jan 13
DAL
Love Field
ORD
O'Hare Intl.
$586 Roundtrip, found 1 day ago
$586
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jan 3 from Love Field to O'Hare Intl., returning Tue, Jan 13, priced at $586 found 1 day ago

Airfares from $29 One Way, $59 Round Trip from Dallas to Lincolnshire

Prices starting at $59 for return flights and $29 for one-way flights to Lincolnshire were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Feb 14 - Sat, Feb 21
DFW
Dallas
MDW
Chicago
$59 Roundtrip, found 20 hours ago
$59
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Dallas to Chicago, returning Sat, Feb 21, priced at $59 found 20 hours ago
Sat, Feb 21 - Sat, Feb 28
DFW
Dallas
ORD
Chicago
$59 Roundtrip, found 1 day ago
$59
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Dallas to Chicago, returning Sat, Feb 28, priced at $59 found 1 day ago
Sat, May 9 - Sat, May 16
DFW
Dallas
ORD
Chicago
$81 Roundtrip, found 1 day ago
$81
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, May 9 from Dallas to Chicago, returning Sat, May 16, priced at $81 found 1 day ago
Tue, Feb 3 - Tue, Feb 10
DFW
Dallas
RFD
Rockford
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 3 from Dallas to Rockford, returning Tue, Feb 10, priced at $157 found 2 days ago
Tue, Feb 3 - Tue, Feb 10
DAL
Dallas
MDW
Chicago
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Feb 3 from Dallas to Chicago, returning Tue, Feb 10, priced at $157 found 2 days ago

Lincolnshire economy flight packages

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Portage I-94
2.0-star property

OYO Hotel Portage I-94

6.4/10 (759 reviews)

Feb 26 - Mar 1

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $249, price is now $179 per person
$179
per person
found 1 day ago
It suits my needs for a cheap place to stay near the Lake. I've stayed there several times over the past few years, no major complaints. It does seem a bit creepy pulling up, but i've walked around to restaurants and bars nearby, no problems as an older woman.

Reviewed on Aug 30, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Feb 18 - Feb 22

4 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,250, price is now $833 per person
$833
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (380 reviews)

Feb 27 - Mar 2

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $525, price is now $385 per person
$385
per person
found 10 hours ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

Don't see what you're looking for?
See all available trips from Dallas to Lincolnshire
View all trips

Lincolnshire packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago Downtown
4.0-star property

The Royal Sonesta Chicago Downtown

9.4/10 Exceptional! (3,062 reviews)

Feb 18 - Feb 21

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $558, price is now $446 per person
$446
per person
found 2 hours ago
The lady who checked us in (the countess) was very friendly and welcoming. Even though she was the only person working the front desk, she did not get frazzled or curt. She was great! Room was beautiful and had an amazing view!

Reviewed on Dec 22, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,790 reviews)

Feb 18 - Feb 21

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $598, price is now $467 per person
$467
per person
found 2 hours ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,264 reviews)

Feb 18 - Feb 21

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $824, price is now $647 per person
$647
per person
found 2 hours ago
Cute and trendy hotwl but there was a loud party on-site which ruined experience. It felt clean but our mini fridge had takeout left from former guest, so maid service obviously missed that.

Reviewed on Jul 26, 2025

Don't see what you're looking for?
See all available trips from Dallas to Lincolnshire
View all trips

More About Flying To Lincolnshire from Dallas

Route Information for Flights from Dallas to Lincolnshire

Origin Airport IATA Code
DFW
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Dallas to Lincolnshire

Whether you want to book cheap flights from Dallas to Lincolnshire or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Dallas to Lincolnshire flights.

Make the Most of Your Vacation

Not only does Orbitz have cheap deals for Dallas to Lincolnshire flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Lincolnshire.

Planning on the Go

Book your flights from Dallas to Lincolnshire wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Dallas to Lincolnshire flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.

Craft Your Perfect Vacation

Orbitz takes the stress out of vacation planning with great deals on flights from Dallas to Lincolnshire, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.

Keep Informed With Orbitz

With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Dallas to Lincolnshire flights. The alerts can be sent straight to your mobile phone or email.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.