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Des Plaines

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Des Plaines Flights as Low as $98

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

Frontier Airlines
Mon, Jan 11 - Sat, Jan 23
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jan 11 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Jan 23, priced at $98 found 1 day ago
Frontier Airlines
Tue, Dec 15 - Tue, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 5 hours ago
$108
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Dec 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jan 5, priced at $108 found 5 hours ago
Frontier Airlines
Sat, Jan 9 - Mon, Jan 25
DEN
Denver Intl.
ORD
O'Hare Intl.
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 9 from Denver Intl. to O'Hare Intl., returning Mon, Jan 25, priced at $123 found 1 day ago
Frontier Airlines
Wed, Dec 16 - Tue, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$128 Roundtrip, found 5 hours ago
$128
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Dec 16 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jan 5, priced at $128 found 5 hours ago
Frontier Airlines
Sat, Jan 16 - Tue, Jan 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 5 hours ago
$134
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Jan 16 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jan 19, priced at $134 found 5 hours ago
Bargain Flight
Thu, Nov 26 - Thu, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$187 Roundtrip, found 8 hours ago
$187
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Thu, Nov 26 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Dec 17, priced at $187 found 8 hours ago
American Airlines
Tue, Dec 15 - Tue, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Dec 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jan 5, priced at $197 found 5 hours ago
Southwest Airlines
Wed, Dec 16 - Tue, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Wed, Dec 16 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jan 5, priced at $197 found 5 hours ago
Delta
Tue, Dec 15 - Tue, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Dec 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jan 5, priced at $197 found 5 hours ago
Delta
Tue, Dec 15 - Wed, Dec 16
DAL
Love Field
ORD
O'Hare Intl.
$229 Roundtrip, found 5 hours ago
$229
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Dec 15 from Love Field to O'Hare Intl., returning Wed, Dec 16, priced at $229 found 5 hours ago
Southwest Airlines
Sat, Dec 5 - Tue, Dec 15
DEN
Denver Intl.
MDW
Midway Intl.
$242 Roundtrip, found 6 hours ago
$242
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Sat, Dec 5 from Denver Intl. to Midway Intl., returning Tue, Dec 15, priced at $242 found 6 hours ago
Southwest Airlines
Tue, Dec 8 - Tue, Dec 15
DAL
Love Field
MDW
Midway Intl.
$265 Roundtrip, found 1 hour ago
$265
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Dec 8 from Love Field to Midway Intl., returning Tue, Dec 15, priced at $265 found 1 hour ago
Contour Airlines
Thu, Dec 3 - Wed, Dec 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$269 Roundtrip, found 11 hours ago
$269
Roundtrip
found 11 hours ago
Select Contour Airlines flight, departing Thu, Dec 3 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Dec 9, priced at $269 found 11 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Tue, Dec 29 - Sat, Jan 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$448 Roundtrip, found 6 hours ago
$448
Roundtrip
found 6 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Tue, Dec 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jan 2, priced at $448 found 6 hours ago
Alaska Airlines
Mon, Dec 14 - Thu, Dec 17
DEN
Denver Intl.
ORD
O'Hare Intl.
$533 Roundtrip, found 4 hours ago
$533
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Mon, Dec 14 from Denver Intl. to O'Hare Intl., returning Thu, Dec 17, priced at $533 found 4 hours ago
Sun Country Airlines
Wed, Nov 25 - Fri, Nov 27
DEN
Denver Intl.
ORD
O'Hare Intl.
$698 Roundtrip, found 6 hours ago
$698
Roundtrip
found 6 hours ago
Select Sun Country Airlines flight, departing Wed, Nov 25 from Denver Intl. to O'Hare Intl., returning Fri, Nov 27, priced at $698 found 6 hours ago

Cheap Flights to Des Plaines

Fall in love at first flight with your vacation to Des Plaines 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 Des Plaines on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Des Plaines

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Des Plaines 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 CHI airport.

What is the cheapest month to fly to Des Plaines?

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 Des Plaines are in January, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Des Plaines?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Des Plaines.

What airport is best to fly into Des Plaines?

When you’re planning your trip to Des Plaines, convenience is the name of the game. Luckily, Des Plaines O'Hare Intl. Airport is nearby so you can deplane and get going on checking off everything on your Des Plaines must-do list.

How much are flights to Des Plaines?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Des Plaines on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $98, 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 Des Plaines?

The trick to saving a stack of cash on your flight to Des Plaines? 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 $98 right now, why wait?

Des Plaines Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$98

Last Minute Hotel Deals in Des Plaines

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3 out of 5
3001 South Mannheim Road Des Plaines IL
Book a stay at this business-friendly hotel in Des Plaines. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
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Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,171 reviews)
"Great stay!"

Reviewed on Nov 11, 2026

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Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,696 reviews)
"Very clean ans nice hotel"

Reviewed on Nov 11, 2026

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The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,614 reviews)
"Room was cleaned and nicely kept up. Convenient location and nice view of the river."

Reviewed on Nov 10, 2026

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River Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
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The Wade
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (2,587 reviews)
"Very convenient with a nice room and view"

Reviewed on Nov 10, 2026

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The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
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Hilton Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
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THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
See all 4,819 properties in Des Plaines
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.

Top Hotels With Free Airport Shuttle

Wyndham Chicago O'Hare

Wyndham Chicago O'Hare

3 out of 5
1450 E Touhy Ave Des Plaines IL
Book a stay at this business-friendly hotel in Des Plaines. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
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Wyndham Chicago O'Hare
Spark by Hilton Des Plaines Chicago O'Hare

Spark by Hilton Des Plaines Chicago O'Hare

3 out of 5
2175 E Touhy Ave Des Plaines IL
Book a stay at this business-friendly hotel in Des Plaines. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff ...
8.2/10 Very Good! (352 reviews)
"There was a chunk of dried blonde hair in the tub drain. Shower curtain rod was broken and the curtain did it stay shut, causing floor to get all wet every time we showered. The toilet didn’t flush well and always had to try several times to flush. Everything else was OK."

Reviewed on Nov 10, 2026

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Spark by Hilton Des Plaines Chicago O'Hare
Best Western Des Plaines/O’Hare

Best Western Des Plaines/O’Hare

2.5 out of 5
1231 Lee St Des Plaines IL
Stay at this hotel in Des Plaines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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Best Western Des Plaines/O’Hare
Courtyard by Marriott Chicago O'Hare

Courtyard by Marriott Chicago O'Hare

3 out of 5
2950 S River Rd Des Plaines IL
Book a stay at this business-friendly hotel in Des Plaines. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.6/10 Excellent! (1,000 reviews)
"Airport shuttle"

Reviewed on Nov 9, 2026

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Courtyard by Marriott Chicago O'Hare
Extended Stay America Select Suites Chicago O'Hare

Extended Stay America Select Suites Chicago O'Hare

2.5 out of 5
1201 E Touhy Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Allstate Arena and Rosemont ...
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Extended Stay America Select Suites Chicago O'Hare
Extended Stay America Suites Chicago O'Hare Allstate Arena

Extended Stay America Suites Chicago O'Hare Allstate Arena

2.5 out of 5
1207 E Touhy Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
7.6/10 Good! (1,001 reviews)
"Best for extended stays…not for short ones"

Reviewed on Nov 9, 2026

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Extended Stay America Suites Chicago O'Hare Allstate Arena
See all 4,819 properties in Des Plaines
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.