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Des Plaines

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Des Plaines Flights as Low as $66

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

Frontier Airlines
Wed, Sep 23 - Tue, Sep 29
MCO
Orlando Intl.
ORD
O'Hare Intl.
$66 Roundtrip, found 3 days ago
$66
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Sep 23 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 29, priced at $66 found 3 days ago
Frontier Airlines
Fri, Jul 3 - Sat, Jul 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$164 Roundtrip, found 6 days ago
$164
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Jul 3 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Jul 11, priced at $164 found 6 days ago
United
Wed, Aug 19 - Tue, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Select United flight, departing Wed, Aug 19 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 8, priced at $169 found 3 days ago
American Airlines
Wed, Aug 19 - Tue, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 19 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 8, priced at $169 found 3 days ago
Frontier Airlines
Tue, Oct 13 - Sat, Oct 17
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$182 Roundtrip, found 5 hours ago
$182
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Oct 17, priced at $182 found 5 hours ago
Frontier Airlines
Tue, Jun 9 - Wed, Jun 17
MCO
Orlando Intl.
MDW
Midway Intl.
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Orlando Intl. to Midway Intl., returning Wed, Jun 17, priced at $198 found 4 days ago
American Airlines
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
RFD
Greater Rockford
$222 Roundtrip, found 4 hours ago
$222
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Greater Rockford, returning Thu, May 28, priced at $222 found 4 hours ago
Bargain Flight
Wed, Aug 12 - Mon, Aug 17
SEA
Seattle - Tacoma Intl.
ORD
O'Hare Intl.
$264 Roundtrip, found 2 hours ago
$264
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Wed, Aug 12 from Seattle - Tacoma Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $264 found 2 hours ago
Delta
Sat, Jul 18 - Tue, Jul 28
DAL
Love Field
ORD
O'Hare Intl.
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jul 18 from Love Field to O'Hare Intl., returning Tue, Jul 28, priced at $301 found 1 day ago
Delta
Sat, Jul 25 - Sat, Aug 8
DAL
Love Field
MDW
Midway Intl.
$355 Roundtrip, found 4 days ago
$355
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Jul 25 from Love Field to Midway Intl., returning Sat, Aug 8, priced at $355 found 4 days ago
American Airlines
Wed, May 27 - Tue, Jun 2
SEA
Seattle - Tacoma Intl.
RFD
Greater Rockford
$363 Roundtrip, found 11 hours ago
$363
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, May 27 from Seattle - Tacoma Intl. to Greater Rockford, returning Tue, Jun 2, priced at $363 found 11 hours ago
American Airlines
Sun, May 24 - Tue, May 26
DFW
Dallas-Fort Worth Intl.
RFD
Greater Rockford
$371 Roundtrip, found 4 days ago
$371
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, May 24 from Dallas-Fort Worth Intl. to Greater Rockford, returning Tue, May 26, priced at $371 found 4 days ago
Alaska Airlines
Wed, Aug 12 - Mon, Aug 17
PAE
Seattle Paine Field Intl. Airport
ORD
O'Hare Intl.
$396 Roundtrip, just found
$396
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Aug 12 from Seattle Paine Field Intl. Airport to O'Hare Intl., returning Mon, Aug 17, priced at $396 just found
American Airlines
Mon, Jun 1 - Tue, Jun 2
YOW
Macdonald-Cartier Intl.
ORD
O'Hare Intl.
$448 Roundtrip, found 1 day ago
$448
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jun 1 from Macdonald-Cartier Intl. to O'Hare Intl., returning Tue, Jun 2, priced at $448 found 1 day ago
Delta
Wed, May 27 - Tue, Jun 2
SEA
Seattle - Tacoma Intl.
MDW
Midway Intl.
$499 Roundtrip, found 11 hours ago
$499
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, May 27 from Seattle - Tacoma Intl. to Midway Intl., returning Tue, Jun 2, priced at $499 found 11 hours ago
Porter Airlines
Mon, Jun 1 - Thu, Jun 4
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
$546 Roundtrip, found 1 day ago
$546
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Mon, Jun 1 from Macdonald-Cartier Intl. to Midway Intl., returning Thu, Jun 4, priced at $546 found 1 day 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 September, 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 $66, 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 $66 right now, why wait?

Des Plaines Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$66

Last Minute Hotel Deals in Des Plaines

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! (10,144 reviews)
The building is old and needs updates. The bathtub wouldn’t drain and maintenance tried twice to fix it. They did respond quickly, so that is a plus.

Reviewed on May 17, 2026

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Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,173 reviews)
Great room, breakfast buffet was fantastic Had a great stay

Reviewed on May 17, 2026

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Hotel Riu Plaza Chicago
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 ...
7.8/10 Good! (1,425 reviews)
Great stay

Reviewed on May 17, 2026

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The Chicago Hotel Collection - Magnificent Mile
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,705 reviews)
Ordered a high floor room and it didn't really seemed like a high floor. Overall, stay did it's job and the front desk staff is amazing! Hate that Everytime I went to the bar no one was available though.

Reviewed on May 17, 2026

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Hotel Felix River North/Magnificent Mile
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! (5,186 reviews)
This location is excellent for sightseeing and going to the theater.

Reviewed on May 17, 2026

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River Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (3,004 reviews)
CONS: stayed in room 808. super dark, only had low lighting, which my partner and i suspect was so they could hide the stains of the room. view was of the ugly back side of the building. worst part was the ac/heater. it was cold when we were there in early may and we were told the heater wasn't working ...

Reviewed on May 17, 2026

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Freehand Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (2,316 reviews)
Very close to everything

Reviewed on May 16, 2026

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Holiday Inn Chicago Dwtn - The Mart by IHG
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (2,156 reviews)
Very nice, wish there was a pool area Great location Very nice staff

Reviewed on May 17, 2026

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Fairmont Chicago at Millennium Park
See all 5,041 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 free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
8.4/10 Very Good! (1,004 reviews)
Room were clean. Didn't tell us about the deposit had to guess why they charge more then the rate or that you have to pay for the parking and pay for the breakfast Upfront.

Reviewed on May 16, 2026

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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 ...
8.4/10 Very Good! (148 reviews)
Clean room. I like it

Reviewed on May 17, 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 ...
7.6/10 Good! (1,002 reviews)
A

Reviewed on May 13, 2026

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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 ...
8.4/10 Very Good! (1,001 reviews)
Was as expected

Reviewed on May 11, 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 Lake Park ...
6.8/10 (1,001 reviews)
Pricing little off when adding a day. Cheaper thru Om line App

Reviewed on May 17, 2026

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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. ...
7.4/10 Good! (1,001 reviews)
Yes. All good.

Reviewed on May 3, 2026

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Extended Stay America Suites Chicago O'Hare Allstate Arena
See all 5,041 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.