Cheap flights from MDW to HRL (Midway Intl. to Valley Intl.)

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Cheap Flights from MDW to HRL starting at $139 One Way, $287 Round Trip

Prices starting at $287 for return flights and $139 for one-way flights to Valley Intl. 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, Sep 9 - Fri, Sep 11
MDW
Chicago
HRL
Harlingen
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Chicago to Harlingen, returning Fri, Sep 11, priced at $287 found 1 day ago
Wed, Sep 9 - Fri, Sep 11
MDW
Chicago
HRL
Harlingen
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Chicago to Harlingen, returning Fri, Sep 11, priced at $292 found 1 day ago
Wed, Sep 9 - Fri, Sep 11
MDW
Chicago
HRL
Harlingen
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Chicago to Harlingen, returning Fri, Sep 11, priced at $298 found 1 day ago
Wed, Sep 9 - Fri, Sep 11
MDW
Chicago
HRL
Harlingen
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Chicago to Harlingen, returning Fri, Sep 11, priced at $304 found 1 day ago
Thu, May 14 - Tue, May 19
MDW
Chicago
HRL
Harlingen
$309 Roundtrip, found 5 days ago
$309
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, May 14 from Chicago to Harlingen, returning Tue, May 19, priced at $309 found 5 days ago

Hotel Ideas near Valley Intl.

Airport Hotels near Valley Intl.

Smart lock Boho chic 4 min from Airport

Smart lock Boho chic 4 min from Airport

Harlingen TX
$189 nightly
The price is $199 total per night from Apr 26 to Apr 27
$199 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this vacation home in Harlingen. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Harlingen Soccer Complex and Rio Grande ...
10/10 Exceptional! (48 reviews)
Clean house overall beautiful set up would definitely get again

Reviewed on Apr 19, 2026

Smart lock Boho chic 4 min from Airport
Wild Cactus 🌵

Wild Cactus 🌵

Harlingen TX
$184 nightly
The price is $193 total per night from Apr 26 to Apr 27
$193 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this condo in Harlingen. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Harlingen Soccer Complex and Rio Grande Valley ...
9.4/10 Exceptional! (9 reviews)
Debbie, the property manager/owner was amazingly responsive. The property is quite nice though a bit over decorated for our taste. It worked well for our needs. A couple small maintenance items are needed but overall a good choice for a stay in Harlingen.

Reviewed on Apr 15, 2026

Wild Cactus 🌵
The Parisian Keyless Condo 4 min from Airport and Hospitals

The Parisian Keyless Condo 4 min from Airport and Hospitals

Harlingen TX
$184 nightly
The price is $193 total per night from May 6 to May 7
$193 total
May 6 - May 7
Total with taxes and fees
Stay at this condo in Harlingen. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Harlingen Soccer Complex and Rio Grande ...
9.4/10 Exceptional! (23 reviews)
Everything was perfect. We didn't use anything from the kitchen but looked well equipped. We loved the decor and whole vibe from this place. Towels felt good, not cheap. We loved how clean it was and it felt very cozy. We came for a sad family situation so staying at a place like this made it a little ...

Reviewed on Apr 2, 2026

The Parisian Keyless Condo 4 min from Airport and Hospitals
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Harlingen

Courtyard by Marriott Harlingen

Courtyard by Marriott Harlingen

3 out of 5
1725 W Filmore Ave Harlingen TX
$99 nightly
The price is $114 total per night from Apr 26 to Apr 27
$114 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (779 reviews)
Friendly staff

Reviewed on Apr 21, 2026

Courtyard by Marriott Harlingen
Holiday Inn Express Harlingen by IHG

Holiday Inn Express Harlingen by IHG

2.5 out of 5
501 S P St Harlingen TX
$89 nightly
The price is $102 total per night from May 5 to May 6
$102 total
May 5 - May 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,002 reviews)
Humidity in the hall and in the room

Reviewed on Apr 23, 2026

Holiday Inn Express Harlingen by IHG
Best Western Casa Villa Suites

Best Western Casa Villa Suites

2.5 out of 5
4317 S Expressway 83 Harlingen TX
$85 nightly
The price is $98 total per night from May 3 to May 4
$98 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (910 reviews)
Everthing was clean

Reviewed on Apr 24, 2026

Best Western Casa Villa Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Harlingen Hotels With Airport Transportation

Holiday Inn Express Harlingen by IHG

Holiday Inn Express Harlingen by IHG

2.5 out of 5
501 S P St Harlingen TX
$89 nightly
The price is $102 total per night from May 5 to May 6
$102 total
May 5 - May 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,002 reviews)
Humidity in the hall and in the room

Reviewed on Apr 23, 2026

Holiday Inn Express Harlingen by IHG
Courtyard by Marriott Harlingen

Courtyard by Marriott Harlingen

3 out of 5
1725 W Filmore Ave Harlingen TX
$99 nightly
The price is $114 total per night from Apr 26 to Apr 27
$114 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (779 reviews)
Friendly staff

Reviewed on Apr 21, 2026

Courtyard by Marriott Harlingen
Quality Inn Harlingen

Quality Inn Harlingen

2.5 out of 5
1002 South Expressway 83 Harlingen TX
$63 nightly
The price is $72 total per night from May 24 to May 25
$72 total
May 24 - May 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tony Butler Municipal Golf Course ...
7.4/10 Good! (1,002 reviews)
Its was great

Reviewed on Apr 25, 2026

Quality Inn Harlingen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Harlingen Hotels

Value Inn & Suites

Value Inn & Suites

2.5 out of 5
1821 W Tyler Avenue Harlingen TX
Stay at this hotel in Harlingen. Enjoy free parking, room service, and a 24-hour front desk. Popular attractions Cinemark Harlingen 16 and Tony Butler Municipal ...
Get rates
Value Inn & Suites
WoodSpring Suites Harlingen

WoodSpring Suites Harlingen

2.5 out of 5
3905 S. Expressway 77/83 Harlingen TX
$60 nightly
The price is $69 total per night from Apr 26 to Apr 27
$69 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Victor Park and Tony Butler ...
6.4/10 (768 reviews)
Staff was professional, parking was perfect, ac unit worked great. My only complaint was the room was roach infested and the shower head didn’t work.

Reviewed on Apr 14, 2026

WoodSpring Suites Harlingen
Country Inn & Suites by Radisson, Harlingen, TX

Country Inn & Suites by Radisson, Harlingen, TX

3 out of 5
3825 S Expressway 83 Harlingen TX
$96 nightly
The price is $110 total per night from May 3 to May 4
$110 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
Staff was unhelpful upon arrival. Had to wait for them to come out to desk, they didn’t say a word about breakfast time. Morning staff was friendly.

Reviewed on Apr 24, 2026

Country Inn & Suites by Radisson, Harlingen, TX
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Harlingen

Country Inn & Suites by Radisson, Harlingen, TX

Country Inn & Suites by Radisson, Harlingen, TX

3 out of 5
3825 S Expressway 83 Harlingen TX
$96 nightly
The price is $110 total per night from May 3 to May 4
$110 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
Staff was unhelpful upon arrival. Had to wait for them to come out to desk, they didn’t say a word about breakfast time. Morning staff was friendly.

Reviewed on Apr 24, 2026

Country Inn & Suites by Radisson, Harlingen, TX
Hampton Inn & Suites Harlingen

Hampton Inn & Suites Harlingen

2.5 out of 5
1202 N Ed Carey Dr Harlingen TX
$107 nightly
The price is $123 total per night from May 2 to May 3
$123 total
May 2 - May 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Harlingen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,000 reviews)
Our stay at Hampton Inn and Suites was good. While the check-in process was clumsy and protracted because we used a third-party to secure our reservation, the rest of our stay was great. The hotel is centrally located making our drive time from place to place rather short. The room was very spacious ...

Reviewed on Apr 24, 2026

Hampton Inn & Suites Harlingen
Texas Inn Harlingen

Texas Inn Harlingen

2.5 out of 5
406 North Expressway 77 Harlingen TX
$77 nightly
The price is $88 total per night from Apr 26 to Apr 27
$88 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this golf motel in Harlingen. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lon C. Hill Park and Cinemark Harlingen ...
Texas Inn Harlingen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

MDW to HRL Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
HRL Address & GPS
Address:
3002 Heritage Way
Harlingen TX, 78550
United States
IATA Code:
HRL
Longitude:
-97.662253
Latitude:
26.223483
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Midway Airport to Valley Intl. Airport?
Flying from Midway Intl. Airport (MDW) to Valley Intl. Airport (HRL) means you'll need to swap planes. But hey — there's no need to worry. Southwest Airlines, Delta Air Lines and Frontier Airlines offer flights with just one simple stopover.
What is the shortest flight from Chicago Airport to Valley Intl. Airport?
From Chicago, the distinctive sights and sounds of Harlingen are around 4 hours and 13 minutes away. Be sure to book your favorite seat, or maybe even one with a little more legroom, and fly to your destination in comfort.
How many hours flight from Midway Intl. Airport (MDW) to HRL?
Typically, it takes 4 hours and 18 minutes to journey from MDW to Valley Intl. Airport (HRL). You'll be in your seat for a decent length of time, so bring your own entertainment, like a novel or some movies.
What airlines have the most flights from Chicago Airport to HRL?
There are no airlines operating flights direct between MDW and Valley Intl. Airport (HRL). Do your research and secure a multi-stop or one-stop plane ticket.

Map To Nearby Hotels

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.

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