$50 Cheap flight deals from Dallas (DFW) to Romeoville (CHI)

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This Weekend's Flight Deals from Dallas to Romeoville

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.

Fri, Oct 23 - Mon, Nov 23
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$262 Roundtrip, found 2 hours ago
$262
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Oct 23 from Dallas-Fort Worth Intl. to Midway Intl., returning Mon, Nov 23, priced at $262 found 2 hours ago
Sat, Oct 24 - Sat, Oct 31
DAL
Love Field
MDW
Midway Intl.
$453 Roundtrip, found 7 hours ago
$453
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Sat, Oct 24 from Love Field to Midway Intl., returning Sat, Oct 31, priced at $453 found 7 hours ago
Sat, Oct 24 - Sun, Oct 25
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$511 Roundtrip, just found
$511
Roundtrip
just found
Select Contour Airlines flight, departing Sat, Oct 24 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, Oct 25, priced at $511 just found
Sat, Oct 24 - Tue, Oct 27
DAL
Love Field
ORD
O'Hare Intl.
$546 Roundtrip, found 20 hours ago
$546
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, Oct 24 from Love Field to O'Hare Intl., returning Tue, Oct 27, priced at $546 found 20 hours ago

Airfares from $50 One Way, $100 Round Trip from Dallas to Romeoville

Prices starting at $100 for return flights and $50 for one-way flights to Romeoville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Nov 11 - Wed, Nov 18
DFW
Dallas
MDW
Chicago
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 11 from Dallas to Chicago, returning Wed, Nov 18, priced at $100 just found
Sat, Dec 12 - Tue, Dec 15
DFW
Dallas
ORD
Chicago
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Dec 12 from Dallas to Chicago, returning Tue, Dec 15, priced at $100 just found
Fri, Dec 4 - Mon, Dec 7
DFW
Dallas
ORD
Chicago
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Dec 4 from Dallas to Chicago, returning Mon, Dec 7, priced at $108 just found
Wed, Dec 23 - Fri, Jan 1
DAL
Dallas
MDW
Chicago
$189 Roundtrip, found 2 hours ago
$189
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Dec 23 from Dallas to Chicago, returning Fri, Jan 1, priced at $189 found 2 hours ago
Wed, Nov 11 - Tue, Nov 17
DAL
Dallas
ORD
Chicago
$209 Roundtrip, found 4 hours ago
$209
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Nov 11 from Dallas to Chicago, returning Tue, Nov 17, priced at $209 found 4 hours ago

Romeoville economy flight packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
4.5-star property

Pendry Chicago

9.2/10 Wonderful! (1,163 reviews)

Dec 9 - Dec 12

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $720, price is now $516 per person
$516
per person
found 1 day ago
A tried and tested hotel that I love for business travel

Reviewed on Oct 19, 2026

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,347 reviews)

Nov 20 - Nov 24

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,074, price is now $786 per person
$786
per person
found 1 day ago
We were a bit underwhelmed with our stay at The Emily Hotel, especially considering the price. The rooms were very dark, with limited lighting, which made it difficult to get ready. We also found that the hotel was lacking in amenities, which was disappointing given the overall cost of the stay. While the hotel has a stylish aesthetic and a great location, we felt that the experience didn’t quite justify the price. For what you pay, we would have expected brighter, more functional rooms and a few more amenities to make the stay feel worthwhile. Overall, it was fine, but we felt it was expensive for what was offered.

Reviewed on Oct 20, 2026

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9.2/10 Wonderful! (532 reviews)

Dec 10 - Dec 13

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $732, price is now $551 per person
$551
per person
found 1 day ago

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Romeoville packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0-star property

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8.6/10 Excellent! (1,015 reviews)

Dec 13 - Dec 19

6 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $814, price is now $625 per person
$625
per person
found 23 hours ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,404 reviews)

Dec 13 - Dec 19

6 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,076, price is now $754 per person
$754
per person
found 23 hours ago

The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

9.4/10 Exceptional! (179 reviews)

Dec 13 - Dec 19

6 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,043, price is now $753 per person
$753
per person
found 23 hours ago
Nice property overall Room was very nice Location excellent

Reviewed on Oct 19, 2026

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Romeoville first class flight packages

Price found within the past 48 hours. Click for updated prices.
LakeWood Inn & Suites
2.0-star property

LakeWood Inn & Suites

7.6/10 Good! (164 reviews)

Nov 20 - Nov 22

2 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $942, price is now $926 per person
$926
per person
found 23 hours ago
The check in was great. We stayed here before and we really enjoyed it. And left, the great review. This is our second time staying there. And it was horrible.We could not get in the door to our room. Had to get help. The outside doors were open, anyone can get in. We were told, they are having card issues so they leave them open. Great security!. Everytime we left to go out, the whole hallway smelled like cigarette smoke, our room smelled like cigarettes a bit when we got there. Shame on you guys.

Reviewed on Oct 18, 2026

Goldberry Woods
3.5-star property

Goldberry Woods

9.8/10 Exceptional! (43 reviews)

Nov 20 - Nov 22

2 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,316, price is now $1,280 per person
$1,280
per person
found 3 hours ago
Stayed for 4 nights. Pleasant trip and hosts. Will return.

Reviewed on Jun 3, 2026

Baymont by Wyndham New Buffalo
2.5-star property

Baymont by Wyndham New Buffalo

6.6/10 (1,036 reviews)

Nov 20 - Nov 22

2 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,040, price is now $1,016 per person
$1,016
per person
found 23 hours ago
Was very disappointed. We booked it because the piture of the pool and the hot tub looked nice. Sadly the Pool was shut down I was told by other visitors as we entered the spa area. of course long after we checked in because the light in the pool came lose and was not working. the rooms bathroom the floor tiles were cracked terribly like someone had at somepoint left the water running and caused a lot of water damage. and the shower rod was coming out of both sides of the wall like someone had been hanging on it at some point. I would not have spent more than $50.00 for the stay we ended up with. My advice is to ask to see a room before you sign for it.

Reviewed on Oct 18, 2026

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More About Flying To Romeoville from Dallas

Route Information for Flights from Dallas to Romeoville

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

Dallas to Romeoville

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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.