Cheap flights To Des Plaines (CHI) from $49

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Cheap Flights to Des Plaines from $49 One Way, $97 Round Trip

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

Thu, Sep 3 - Mon, Sep 7
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$97 Roundtrip, found 8 hours ago
$97
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Thu, Sep 3 from Minneapolis - St. Paul Intl. to Midway Intl., returning Mon, Sep 7, priced at $97 found 8 hours ago
Wed, Aug 26 - Sat, Aug 29
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$97 Roundtrip, just found
$97
Roundtrip
just found
Select American Airlines flight, departing Wed, Aug 26 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Aug 29, priced at $97 just found
Tue, Aug 25 - Sat, Aug 29
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select American Airlines flight, departing Tue, Aug 25 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Aug 29, priced at $100 just found
Wed, Nov 4 - Sat, Nov 14
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$107 Roundtrip, found 10 hours ago
$107
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Minneapolis - St. Paul Intl. to Midway Intl., returning Sat, Nov 14, priced at $107 found 10 hours ago
Fri, Sep 11 - Mon, Sep 14
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 22 hours ago
$110
Roundtrip
found 22 hours ago
Select United flight, departing Fri, Sep 11 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Sep 14, priced at $110 found 22 hours ago
Tue, Oct 13 - Thu, Oct 15
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Delta flight, departing Tue, Oct 13 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $127 just found
Mon, Nov 23 - Thu, Nov 26
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 22 hours ago
$147
Roundtrip
found 22 hours ago
Select Sun Country Airlines flight, departing Mon, Nov 23 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Nov 26, priced at $147 found 22 hours ago
Sat, Aug 29 - Fri, Sep 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$172 Roundtrip, just found
$172
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 29 from Los Angeles Intl. to O'Hare Intl., returning Fri, Sep 4, priced at $172 just found
Wed, Aug 26 - Sat, Aug 29
MSP
Minneapolis - St. Paul Intl.
RFD
Greater Rockford
$180 Roundtrip, found 10 hours ago
$180
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, Aug 26 from Minneapolis - St. Paul Intl. to Greater Rockford, returning Sat, Aug 29, priced at $180 found 10 hours ago
Sat, Oct 3 - Mon, Oct 5
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 3 from Newark Liberty Intl. Airport to Greater Rockford, returning Mon, Oct 5, priced at $216 found 1 day ago

Des Plaines Flight Information

Traveling To
Des Plaines
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Southwest Airlines, American Airlines, United, Delta, Sun Country Airlines, Frontier Airlines
Flight Price
$97
Earliest Departing Flight
Latest Departing Flight

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Des Plaines economy flight packages

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
3.5-star property

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Sep 4 - Sep 7

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $722, price is now $535 per person
$535
per person
found 1 day ago
Hotel Saint Clair- Magnificent Mile
4.0-star property

Hotel Saint Clair- Magnificent Mile

Aug 25 - Aug 28

3 night stay

Boston (BOS) to Chicago (ORD)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $811, price is now $570 per person
$570
per person
found 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Aug 25 - Aug 28

3 night stay

Boston (BOS) to Chicago (ORD)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,206, price is now $849 per person
$849
per person
found 1 day ago
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Des Plaines premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Elk Grove Village/O'Hare
3.0-star property

Wyndham Garden Elk Grove Village/O'Hare

8.6/10 Excellent! (1,029 reviews)

Sep 10 - Sep 14

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $680, price is now $580 per person
$580
per person
found 1 day ago

The Guesthouse Hotel
4.0-star property

The Guesthouse Hotel

9.8/10 Exceptional! (407 reviews)

Sep 10 - Sep 14

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,290, price is now $1,105 per person
$1,105
per person
found 1 day ago
I loved this hotel! It’s in a beautiful part of uptown Chicago (Andersonville- an adorable gayborhood), near lots of cute shops, thrift stores, pubs, and bakeries. It sits right across the street from a beautiful cemetery, filled with gorgeous old trees. The lobby is charming and welcoming, as is the rooftop deck, where you can see the Chicago skyline in the distance. The rooms are nicely decorated-tasteful, not overly adorned. Our room had a lovely balcony that we enjoyed. Beds were comfortable and everything was spotlessly clean. Our room was near the elevator, and I was concerned it would be noisy, but it wasn’t. These older buildings are sturdy, and the walls were quite soundproof. Our two bedroom/two bath suite with kitchen was fully equipped and worked well for a four day stay with two adults children. You can even cook full meals if you want to. The hotel is certainly not cheap. You will absolutely pay for the quality of your stay, but if you can swing it, it’s worth every penny.

Reviewed on Jul 13, 2026

Chez Hotel Arlington Heights
4.0-star property

Chez Hotel Arlington Heights

9/10 Wonderful! (696 reviews)

Sep 10 - Sep 14

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $819, price is now $706 per person
$706
per person
found 1 day ago

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Des Plaines first class flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
3.0-star property

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

8.8/10 Excellent! (1,928 reviews)

Sep 11 - Sep 17

6 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • FirstClass
Price was $1,578, price is now $1,289 per person
$1,289
per person
found 1 day ago
Clean room, easy parking, good location to the airport

Reviewed on Jul 21, 2026

The Guesthouse Hotel
4.0-star property

The Guesthouse Hotel

9.8/10 Exceptional! (407 reviews)

Sep 11 - Sep 17

6 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • FirstClass
Price was $2,589, price is now $2,069 per person
$2,069
per person
found 1 day ago
I loved this hotel! It’s in a beautiful part of uptown Chicago (Andersonville- an adorable gayborhood), near lots of cute shops, thrift stores, pubs, and bakeries. It sits right across the street from a beautiful cemetery, filled with gorgeous old trees. The lobby is charming and welcoming, as is the rooftop deck, where you can see the Chicago skyline in the distance. The rooms are nicely decorated-tasteful, not overly adorned. Our room had a lovely balcony that we enjoyed. Beds were comfortable and everything was spotlessly clean. Our room was near the elevator, and I was concerned it would be noisy, but it wasn’t. These older buildings are sturdy, and the walls were quite soundproof. Our two bedroom/two bath suite with kitchen was fully equipped and worked well for a four day stay with two adults children. You can even cook full meals if you want to. The hotel is certainly not cheap. You will absolutely pay for the quality of your stay, but if you can swing it, it’s worth every penny.

Reviewed on Jul 13, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5-star property

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8.6/10 Excellent! (2,933 reviews)

Sep 11 - Sep 17

6 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • FirstClass
Price was $1,716, price is now $1,404 per person
$1,404
per person
found 1 day ago
The rooms are very nice. I didn’t like the parking.

Reviewed on Jul 21, 2026

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Des Plaines

Snag some “suite” deals when you add cheap hotel rooms to Des Plaines flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

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Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Des Plaines. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Des Plaines?
Take your pick of 20 airlines that fly into O'Hare Intl. Airport (ORD), the leading airport in the city. With all those options, you're certain to walk away with a terrific deal. Here are some of the best international airlines that'll get you to Des Plaines — and then exploring every nook and cranny of this city:

  • United Airlines - 612 flights to Des Plaines per month
  • American Airlines - 339 flights to Des Plaines per month
  • Air Canada - 190 flights to Des Plaines per month

What is the best airport to fly to in Des Plaines?
O'Hare Intl. Airport (ORD), around 4 miles south of downtown Des Plaines, is one choice. Midway Intl. Airport (MDW) is another. Compare the flight deals to both airports, along with which terminal may be more convenient for you.
How much is a flight to Des Plaines?
Last week, prices fluctuated between $97 and $216 for a round-trip fare to Des Plaines. One-way fares originating from Minneapolis (MSP) dipped to a low $49 during the same time period.
How to book the cheapest flight to Des Plaines?
With some of the most incredible flight deals around, you'll get more for your money with Orbitz. The following tips and hints will help you snap up cheap flights to Des Plaines — and leave you with more money in your pocket:

  • Taking off from or arriving at nearby airports can be cheaper. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to look through your options.
  • If your plans aren't cast in stone, click on the 'Show flexible dates' link to browse flight deals for multiple departure dates. If you find a suitable cheaper fare, go with it.
  • To filter your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • The early bird gets the most rewarding deals, so book as soon as you've worked out your travel dates. The most affordable fares get snapped up fast and prices generally climb as the departure date nears.
  • Combine your flights, hotels and car rental into a value-for-money package deal. Save your hard-earned money for things that really excite you, like discovering every corner of Des Plaines.
  • Flying during peak season can mean steep airfares. Try to plan your trip outside of popular periods, such as Christmas, New Year's Eve and Easter.

How long is a flight to Des Plaines?
The United States is big, so that depends on where you're departing from. To make vacation planning a bit easier, we've selected three of the top routes to Des Plaines and worked out their average flight times:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Des Plaines?
If you can, book your flights to Des Plaines in January. This is the best month to score low airfares, followed by February and August. With a bit of organizing, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Des Plaines?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Des Plaines. If you're looking for unbeatable airfares, search across those days and you're likely to score a terrific flight deal.
What is the cheapest day of the week to fly to Des Plaines?
If you're searching for cheap flights to Des Plaines, depart early in the week. Orbitz data from 2020 shows Monday is the cheapest day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your wallet a favor.
What is the cheapest month to fly to Des Plaines?
Jet off in August if you're sticking to a budget. Orbitz data shows that this is generally the best month for cheap flights to Des Plaines. June is when ticket prices really go up.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. That means you can relax knowing that if things unexpectedly change, your ticket can too.
What do I need for the flight to Des Plaines?
The secret to a successful flight is to prepare well. Listed below are some tips that'll help get you ready for your adventure:

  • Before you board the plane, you'll need to present a valid form of government ID, like a passport. You'll also need your ticket. If you're traveling with the kids, check with your airline about which documents they may need.
  • To keep you occupied on the short hop to Des Plaines, download some new tracks or restock the audiobook library on your smartphone. Food can also be a tasty distraction while in the air, so maybe even bring some light snacks.
  • No matter what the temperature is doing outside, plane cabins can get seriously cold. Bring a hoodie on board to keep yourself comfortable.

How many direct flights are there to Des Plaines?
Each month, there are 2,332 direct flights to Des Plaines. Select from an excellent range of airlines, including United Airlines, American Airlines and Delta Air Lines. Other carriers that jet to Des Plaines nonstop are Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Des Plaines?
There are ways of booking first or business-class fares to Des Plaines that won't burn a hole through your savings. Pick up a seat in the pointy end of the plane for less with these handy tips:

  • Be more flexible with your travel dates and wait for early bird or last-minute sales on first or business-class airfares.
  • Plenty of low-cost airlines these days have superb business or premium-class seating for a reasonable price.
  • Bid for an upgrade in online auctions or upgrade your seat through your flight loyalty scheme.

How to get into Des Plaines from the airport?
Zip into central Des Plaines with an O'Hare Intl. Airport (ORD) car rental. Thrifty Car Rental and Dollar are two leading agencies at O'Hare Intl. Airport (ORD). Throw your bags in the trunk, head 4 miles to the north and you'll be in the hustle and bustle of the city in next to no time. Plenty of travelers also use public transportation or taxis to travel into town. From there, you can still rent a ride to explore more of the region with one of our Des Plaines car rentals.
What is the best time to go to Des Plaines?
Anytime is a fantastic time to experience Des Plaines, though May, July and August are the liveliest months. As with most places in the Northern Hemisphere, summer kicks off June 20. If you'd like to spend your days in a short-sleeved top than a heavy winter jacket, this time of year may be ideal for you. Expect average daytime highs of 75 ºF and nightly lows around 65 ºF.
Travel tips for Des Plaines

  • Wear your most comfortable kicks and explore this city on foot. There are plenty of fantastic attractions to take in, such as Allstate Arena and Rivers Casino.
  • You'll also want to check out the sights a quick drive from Des Plaines's center. Set out for Wrigley Field and McCormick Place and see another side of this vibrant destination.
  • When you want to explore other parts of Chicago, arrange a car rental and follow the road signs to Calumet City. Harvey is another popular city with a great deal to do and see.

More to Explore

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.