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Southwest Vacation Packages

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Southwest Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Relax Inn By Oyo Jackson MS Hwy 80/I-20

Relax Inn By Oyo Jackson MS Hwy 80/I-20

2.5 out of 5
Price was $592, price is now $490 per person
$490
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Stay at this hotel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Margaret Walker Alexander National Research Center and Ayer Hall are located nearby.
Hilton Garden Inn Jackson Downtown

Hilton Garden Inn Jackson Downtown

3 out of 5
Price was $735, price is now $614 per person
$614
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Stay at this hotel in Jackson. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Robert Johnson Blues Foundation and Hill-Holly Building are located nearby.
Best Western Plus Jackson Downtown Coliseum

Best Western Plus Jackson Downtown Coliseum

2.5 out of 5
Price was $761, price is now $638 per person
$638
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mississippi Coliseum and Mississippi State Fairgrounds are located nearby.
OYO Hotel Jackson North I-55

OYO Hotel Jackson North I-55

2 out of 5
Price was $601, price is now $515 per person
$515
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Stay at this hotel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Parham Bridges Tennis Center and Mississippi Sports Hall of Fame and Museum are located nearby.
OYO Hotel Jackson South I-55

OYO Hotel Jackson South I-55

2.5 out of 5
Price was $602, price is now $517 per person
$517
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Stay at this motel in Jackson. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Popular attractions Woods Park and Sykes Park are located nearby.
Hyatt Place Jackson/ Ridgeland

Hyatt Place Jackson/ Ridgeland

3 out of 5
Price was $840, price is now $732 per person
$732
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Book a stay at this business-friendly hotel in Ridgeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Renaissance at Colony Park and Topgolf are located nearby.
Relax Inn

Relax Inn

2 out of 5
Price was $640, price is now $561 per person
$561
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Stay at this hotel in Canton. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Canton Mississippi Train Museum and Canton Multicultural Center and Museum are located nearby.
Best Western Airport Inn

Best Western Airport Inn

2.5 out of 5
Price was $633, price is now $558 per person
$558
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Book a stay at this business-friendly hotel in Pearl. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cinemark Pearl and Trustmark Park are located nearby.

Southwest Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Millennium inn

Millennium inn

2 out of 5
Price was $430, price is now $417 per person
$417
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Laurel (PIB)
Candlewood Suites Hattiesburg by IHG

Candlewood Suites Hattiesburg by IHG

2.5 out of 5
Price was $520, price is now $489 per person
$489
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Laurel (PIB)
Holiday Inn Express Hotel & Suites BYRAM by IHG

Holiday Inn Express Hotel & Suites BYRAM by IHG

2.5 out of 5
Price was $604, price is now $573 per person
$573
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Jackson (JAN)
Relax Inn By Oyo Jackson MS Hwy 80/I-20

Relax Inn By Oyo Jackson MS Hwy 80/I-20

2.5 out of 5
Price was $604, price is now $579 per person
$579
per person
Apr 2 - Apr 5
found 4 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)

Southwest Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Relax Inn By Oyo Jackson MS Hwy 80/I-20

Relax Inn By Oyo Jackson MS Hwy 80/I-20

2.5 out of 5
Price was $592, price is now $490 per person
$490
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Hilton Garden Inn Jackson Downtown

Hilton Garden Inn Jackson Downtown

3 out of 5
Downtown Jackson
Price was $735, price is now $614 per person
$614
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
Best Western Plus Jackson Downtown Coliseum

Best Western Plus Jackson Downtown Coliseum

2.5 out of 5
Greater Belhaven
Price was $761, price is now $638 per person
$638
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)
OYO Hotel Jackson North I-55

OYO Hotel Jackson North I-55

2 out of 5
Price was $601, price is now $515 per person
$515
per person
Apr 4 - Apr 11
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Jackson (JAN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

United
Sat, Apr 25 - Wed, Apr 29
IAH
George Bush Intercontinental
JAN
Evers Intl.
$156 Roundtrip, found 4 days ago
$156
Roundtrip
found 4 days ago
Select United flight, departing Sat, Apr 25 from George Bush Intercontinental to Evers Intl., returning Wed, Apr 29, priced at $156 found 4 days ago
Delta
Sat, Apr 4 - Tue, Apr 7
DAL
Love Field
JAN
Evers Intl.
$224 Roundtrip, found 2 days ago
$224
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Apr 4 from Love Field to Evers Intl., returning Tue, Apr 7, priced at $224 found 2 days ago
Delta
Sat, Apr 4 - Tue, Apr 14
HOU
William P. Hobby
JAN
Evers Intl.
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Apr 4 from William P. Hobby to Evers Intl., returning Tue, Apr 14, priced at $239 found 1 day ago
United
Fri, Apr 10 - Sat, Apr 18
TPA
Tampa Intl.
PIB
Hattiesburg - Laurel Regional
$244 Roundtrip, found 4 hours ago
$244
Roundtrip
found 4 hours ago
Select United flight, departing Fri, Apr 10 from Tampa Intl. to Hattiesburg - Laurel Regional, returning Sat, Apr 18, priced at $244 found 4 hours ago