Search Cheap Flights to
Jackson

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Jackson Flights as Low as $138

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

Contour Airlines
Mon, Mar 23 - Fri, Apr 3
ORD
O'Hare Intl.
MWA
Williamson County Regional
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Mon, Mar 23 from O'Hare Intl. to Williamson County Regional, returning Fri, Apr 3, priced at $138 found 1 day ago
Contour Airlines
Fri, Apr 17 - Mon, Apr 27
ORD
O'Hare Intl.
MWA
Williamson County Regional
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Apr 17 from O'Hare Intl. to Williamson County Regional, returning Mon, Apr 27, priced at $140 found 1 day ago
Contour Airlines
Fri, Mar 20 - Fri, Apr 3
ORD
O'Hare Intl.
MWA
Williamson County Regional
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Mar 20 from O'Hare Intl. to Williamson County Regional, returning Fri, Apr 3, priced at $142 found 1 day ago
Contour Airlines
Thu, Mar 19 - Fri, Apr 3
ORD
O'Hare Intl.
MWA
Williamson County Regional
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Thu, Mar 19 from O'Hare Intl. to Williamson County Regional, returning Fri, Apr 3, priced at $143 found 1 day ago
Contour Airlines
Fri, Feb 27 - Fri, Mar 13
ORD
O'Hare Intl.
MWA
Williamson County Regional
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Feb 27 from O'Hare Intl. to Williamson County Regional, returning Fri, Mar 13, priced at $143 found 1 day ago
Contour Airlines
Mon, Apr 20 - Mon, May 4
ORD
O'Hare Intl.
MWA
Williamson County Regional
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Mon, Apr 20 from O'Hare Intl. to Williamson County Regional, returning Mon, May 4, priced at $158 found 1 day ago
Contour Airlines
Tue, Apr 28 - Sat, May 16
ORD
O'Hare Intl.
MWA
Williamson County Regional
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Tue, Apr 28 from O'Hare Intl. to Williamson County Regional, returning Sat, May 16, priced at $160 found 1 day ago
Contour Airlines
Fri, Feb 20 - Sun, Mar 8
ORD
O'Hare Intl.
MWA
Williamson County Regional
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Feb 20 from O'Hare Intl. to Williamson County Regional, returning Sun, Mar 8, priced at $167 found 1 day ago
Contour Airlines
Sun, Feb 22 - Sun, Mar 8
ORD
O'Hare Intl.
MWA
Williamson County Regional
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Feb 22 from O'Hare Intl. to Williamson County Regional, returning Sun, Mar 8, priced at $169 found 1 day ago
Contour Airlines
Mon, Apr 20 - Fri, May 8
ORD
O'Hare Intl.
MWA
Williamson County Regional
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Mon, Apr 20 from O'Hare Intl. to Williamson County Regional, returning Fri, May 8, priced at $169 found 1 day ago
Contour Airlines
Sat, Feb 21 - Sun, Mar 8
ORD
O'Hare Intl.
MWA
Williamson County Regional
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sat, Feb 21 from O'Hare Intl. to Williamson County Regional, returning Sun, Mar 8, priced at $170 found 1 day ago
Contour Airlines
Thu, Apr 30 - Mon, May 11
ORD
O'Hare Intl.
MWA
Williamson County Regional
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Thu, Apr 30 from O'Hare Intl. to Williamson County Regional, returning Mon, May 11, priced at $179 found 1 day ago
Contour Airlines
Sat, Apr 18 - Mon, Apr 27
ORD
O'Hare Intl.
MWA
Williamson County Regional
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sat, Apr 18 from O'Hare Intl. to Williamson County Regional, returning Mon, Apr 27, priced at $181 found 1 day ago
Contour Airlines
Fri, Mar 13 - Sat, Mar 28
ORD
O'Hare Intl.
MWA
Williamson County Regional
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Mar 13 from O'Hare Intl. to Williamson County Regional, returning Sat, Mar 28, priced at $184 found 1 day ago
Contour Airlines
Sun, Apr 12 - Mon, Apr 27
ORD
O'Hare Intl.
MWA
Williamson County Regional
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Apr 12 from O'Hare Intl. to Williamson County Regional, returning Mon, Apr 27, priced at $186 found 1 day ago
Contour Airlines
Thu, Apr 30 - Fri, May 15
ORD
O'Hare Intl.
MWA
Williamson County Regional
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Thu, Apr 30 from O'Hare Intl. to Williamson County Regional, returning Fri, May 15, priced at $190 found 1 day ago

Cheap Flights to Jackson

Fall in love at first flight with your vacation to Jackson by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Jackson on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Jackson, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Jackson

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Jackson with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MDH airport.

What is the cheapest month to fly to Jackson?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Jackson are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Jackson?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Jackson.

What airport is best to fly into Jackson?

When you’re planning your trip to Jackson, convenience is the name of the game. Luckily, Jackson Cape Girardeau Municipal Airport is nearby so you can deplane and get going on checking off everything on your Jackson must-do list.

How much are flights to Jackson?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Jackson on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $138, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Jackson?

The trick to saving a stack of cash on your flight to Jackson? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $138 right now, why wait?

Jackson Flight Information
Destination airport
Williamson County Regional
Destination airport IATA code
MWA
Roundtrip price
$138

Last Minute Hotel Deals in Jackson

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

3 out of 5
3003 SOUTH OLD ORCHARD ROAD Jackson MO
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 ...
8.8/10 Excellent! (702 reviews)
Room was amazing and clean! The hotel was so quiet!

Reviewed on Feb 9, 2026

Get rates
La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
Drury Inn & Suites Jackson MO

Drury Inn & Suites Jackson MO

3 out of 5
225 Drury Lane Jackson MO
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 ...
9.6/10 Exceptional! (1,007 reviews)
We arrived very late at night to only stay for a couple hours because we couldn’t keep driving. The women working front desk was extremely nice. We were leaving in the morning before breakfast started so she made sure to go ahead and get breakfast out a little bit early for us. VERY VERY THANKFUL! ...

Reviewed on Feb 8, 2026

Get rates
Drury Inn & Suites Jackson MO
Town House Inn

Town House Inn

2.5 out of 5
517 E Jackson Blvd Jackson MO
Stay at this motel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.6/10 Good! (433 reviews)
Yes

Reviewed on Jan 24, 2026

Get rates
Town House Inn
Comfort Suites Jackson-Cape Girardeau

Comfort Suites Jackson-Cape Girardeau

2.5 out of 5
2904 Old Orchard Rd Jackson MO
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Girardeau Conservation Nature ...
8/10 Very Good! (741 reviews)
Room was clean and affordable for one night. The morning person could have been more attentive to me being there for breakfast. No greeting at all and sat on her phone. I was the only one down in the breakfast area. Be more aware of her surroundings while working alone.

Reviewed on Dec 19, 2025

Get rates
Comfort Suites Jackson-Cape Girardeau
Drury Plaza Hotel Cape Girardeau Conference Center

Drury Plaza Hotel Cape Girardeau Conference Center

3 out of 5
3351 Percy Drive Cape Girardeau MO
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,003 reviews)
The room was great. The facility was excellent. The people were excellent. Definitely going back.

Reviewed on Feb 5, 2026

Get rates
Drury Plaza Hotel Cape Girardeau Conference Center
The Riverview

The Riverview

4 out of 5
777 Main St Cape Girardeau MO
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Isle Casino Cape Girardeau ...
9.4/10 Exceptional! (500 reviews)
Super clean, very quiet

Reviewed on Feb 7, 2026

Get rates
The Riverview
Drury Inn & Suites Cape Girardeau

Drury Inn & Suites Cape Girardeau

3 out of 5
3303 Campster Drive Cape Girardeau MO
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,005 reviews)
From our room, to food; this was one of the best experiences that we’ve had with hotel travel. The breakfast rivaled a restaurant, the evening snacks and beverages were above board. The staff was friendly, the rooms were clean. The location is fantastic with Outback right beside the hotel and shopping ...

Reviewed on Feb 8, 2026

Get rates
Drury Inn & Suites Cape Girardeau
Candlewood Suites Cape Girardeau by IHG

Candlewood Suites Cape Girardeau by IHG

2.5 out of 5
485 S Mount Auburn Rd Cape Girardeau MO
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8/10 Very Good! (894 reviews)
The room itsself was exceptional. Everything was spotless and the beds are very comfortable. However, it was extremely noisy!! The arcade on the 4th floor kept kids running up and down the halls. I thought it strange that housekeeping will not bring towels to your room when requested, instead you ...

Reviewed on Jan 24, 2026

Get rates
Candlewood Suites Cape Girardeau by IHG
See all 242 properties in Jackson
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.