Cheap Flights to Chicago from $35

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How Much Does it Cost To Fly To Chicago?

The cheapest prices found with in the last 7 days for return flights were $68 and $35 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLChicagoJune 2 to June 9$70
ATLChicagoMay 27 to May 28$86
LGAChicagoJune 2 to June 3$109
LGAChicagoJuly 4 to July 8$177
LGARockfordJuly 4 to July 8$185
LAXChicagoMay 30 to June 3$196
ATLRockfordMay 27 to May 29$196
LAXRockfordMay 26 to June 10$203
LAXChicagoMay 12 to May 13$205
DFWRockfordMay 29 to May 30$250
PVGChicagoJune 16 to August 27$1,214
PEKChicagoMay 20 to August 4$1,232
CANChicagoJune 3 to September 20$1,306
CTUChicagoMay 23 to July 1$1,648
XIYChicagoMay 11 to May 15$1,873
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLChicagoMay 9 to May 23$176
DFWChicagoMay 10 to May 13$192
ATLChicagoMay 9 to May 23$199
EWRChicagoMay 10 to May 13$217
LGAChicagoMay 8 to May 12$232
DFWChicagoMay 9 to May 10$256
LAXChicagoMay 9 to May 19$326
DFWRockfordMay 9 to May 16$333
LAXChicagoMay 8 to May 12$343
ATLRockfordMay 9 to May 11$389
LGARockfordMay 9 to May 11$392
LAXRockfordMay 8 to May 11$579
PEKChicagoMay 9 to May 25$1,248
CANChicagoMay 9 to May 10$1,464
PVGChicagoMay 8 to June 6$1,693
*Prices include taxes and fees

Chicago Flight Information

Traveling to
Chicago
Lowest Price
$68
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Chicago Accommodation Deals

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$88 nightly
The price is $105 total per night from May 25 to May 26
$105 total
May 25 - May 26
Total with taxes and fees
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! (2,934 reviews)
Very small room w/ a queen bed. Barely moved around the bed. Room was filled with dust... like literally dust everywhere. On the bed lamp, table/desk covered with dust as if no one ever stayed/cleaned there... carpet floor is very sticky and damp... the smell of room was very mouldy... But!!! The ...

Reviewed on May 1, 2026

Opens in a new windowFreehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$105 nightly
The price is $125 total per night from May 27 to May 28
$125 total
May 27 - May 28
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,570 reviews)
Apart from the location, there is not much to do in the Hotel. Okay for a night or so but not okay for families.

Reviewed on May 1, 2026

Opens in a new windowTravelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$55 nightly
The price is $62 total per night from May 18 to May 19
$62 total
May 18 - May 19
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,932 reviews)
Close to the ORD airport, good place for a cheap options to spend the night before or after traveling.

Reviewed on Apr 29, 2026

Opens in a new windowMotel 6 Elk Grove Village, IL - O'Hare
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Ohio House Motel

Ohio House Motel

3 out of 5
600 N La Salle Drive Chicago IL
$120 nightly
The price is $140 total per night from May 10 to May 11
$140 total
May 10 - May 11
Total with taxes and fees
Stay at this motel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...
9/10 Wonderful! (1,116 reviews)
Great hotel in the heart of the action in Chicago!

Reviewed on Apr 30, 2026

Opens in a new windowOhio House Motel
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.

Our Top Chicago with Airport Shuttles

Super 8 by Wyndham Chicago O'Hare Airport

Super 8 by Wyndham Chicago O'Hare Airport

3.5 out of 5
2951 Touhy Ave Elk Grove Village IL
$86 nightly
The price is $97 total per night from May 10 to May 11
$97 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.6/10 Good! (1,656 reviews)
Everything was exquisite

Reviewed on May 2, 2026

Opens in a new windowSuper 8 by Wyndham Chicago O'Hare Airport
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$93 nightly
The price is $103 total per night from May 25 to May 26
$103 total
May 25 - May 26
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.4/10 Good! (1,387 reviews)
Pool was warm! Hot tub was great. Room was comfortable. Breakfast area was crowded and the food was average. I would stay there again

Reviewed on May 2, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Chicago O'Hare South, IL
Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 out of 5
3939 N Mannheim Rd Schiller Park IL
$105 nightly
The price is $121 total per night from May 25 to May 26
$121 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,270 reviews)
I liked how clean the room was! Very comfy and cozy. Had plenty of clothes storage space. The breakfast was okay I've had better. The "hot breakfast" eggs, bacon, and potatoes weren't even warm. The drink machine was out of order.

Reviewed on May 2, 2026

Opens in a new windowHampton Inn Chicago-O'Hare International Airport
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Holiday Inn Chicago O'Hare Area by IHG

Holiday Inn Chicago O'Hare Area by IHG

3 out of 5
5615 North Cumberland Avenue Chicago IL
$101 nightly
The price is $119 total per night from May 10 to May 11
$119 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.2/10 Very Good! (1,003 reviews)
Clean, convenient, nice restaurant on the property

Reviewed on May 1, 2026

Opens in a new windowHoliday Inn Chicago O'Hare Area by IHG
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.

Luxury Hotels in Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave Chicago IL
$446 nightly
The price is $531 total per night from May 25 to May 26
$531 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,854 reviews)
Yes

Reviewed on Apr 30, 2026

Opens in a new windowTrump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue Chicago IL
$509 nightly
The price is $605 total per night from May 24 to May 25
$605 total
May 24 - May 25
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.8/10 Exceptional! (1,004 reviews)
Our room was beautifully made up and located where I was pronised (overlooking the Chicago River) which isn't always a guarantee at some hotels. The bar was adequately staffed and the premium liquors were premium. The staff is cheerful, polite and prompt. However..no one could fix the Chicago ...

Reviewed on May 1, 2026

Opens in a new windowThe Langham, Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street Chicago IL
$625 nightly
The price is $743 total per night from May 25 to May 26
$743 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9.8/10 Exceptional! (1,001 reviews)
Best Hotel in Chicago

Reviewed on Apr 27, 2026

Opens in a new windowThe Peninsula Chicago
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
521 North Rush Street Chicago IL
$304 nightly
The price is $361 total per night from May 8 to May 9
$361 total
May 8 - May 9
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,001 reviews)
There is no coffee machine in the room.

Reviewed on May 1, 2026

Opens in a new windowThe Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
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.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$167 nightly
The price is $198 total per night from May 10 to May 11
$198 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,836 reviews)
Loved the parking option. Breakfast was fair, same for happy hour items.

Reviewed on May 1, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$172 nightly
The price is $199 total per night from May 25 to May 26
$199 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,424 reviews)
The best thing for me about the Palmer House Hotel is its location just steps from the Red Line El Monroe station and only a block from the Blue Line Monroe station that goes to O'Hare Airport. It is one block from a large, convenient Target, a spectacular Macy's in the old Marshall Fields building ...

Reviewed on May 1, 2026

Opens in a new windowPalmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$137 nightly
The price is $163 total per night from May 10 to May 11
$163 total
May 10 - May 11
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,917 reviews)
Great location - great team! Looking forward to our next visit !

Reviewed on May 1, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
$245 nightly
The price is $291 total per night from May 25 to May 26
$291 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,499 reviews)
great property

Reviewed on Apr 28, 2026

Opens in a new windowHyatt Regency Chicago
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.

Best Chicago Flight and Hotel Packages

Chicago flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Fairmont Chicago at Millennium Park
Holiday Inn Express & Suites Prospect Heights by IHG
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Chicago flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
Level Chicago - River North
Eurostars Magnificent Mile
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See all available trips from New York to Chicago
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Chicago flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Trump International Hotel & Tower Chicago
Level Chicago – Old Town
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Chicago flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Fairmont Chicago at Millennium Park
Trump International Hotel & Tower Chicago
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See all available trips from New York to Chicago
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Need a Car For After Your Flight?

Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Chicago?
When it comes to airlines that offer flights to Chicago, you're flush with choice. There are 20 companies that service this major city. Choose your favorite seat on one of these top carriers:

  • United Airlines
  • American Airlines
  • Southwest Airlines

What airport is best to fly into Chicago?
There are two airports servicing Chicago. If you fly into O'Hare Intl. Airport (ORD), you'll be 16 mi from the city center. The second option is Chicago Airport, roughly 9 mi from all the action of the downtown area.
Where to stay in Chicago
Researched Chicago, planned your vacation outfits but haven't yet locked in a place to stay? Travelocity can help. Select from 5,030 centrally located properties and start packing your bags!It's time for your vacation! Why not treat yourself to luxury? If you've been dreaming of first-class service and soft, silky sheets, book the Palmer House a Hilton Hotel or the Silversmith Hotel Chicago Downtown. That being said, you wouldn't go on vacation to stay in your room all week. If you've been looking for a more wallet-friendly option, consider the Hi Chicago or the Travelodge by Wyndham Downtown Chicago.Traveling is about absorbing those extraordinary sights. If McCormick Place is number one on your itinerary, you may want to stay a stone's throw away. The Hyatt Regency McCormick Place is 0.1 mi away, while the Marriott Marquis Chicago is 0.2 mi away.
Places to visit in Chicago
With so many remarkable attractions in Chicago, you might just have to tell your boss you need another week off. Start off with Art Institute of Chicago, and Millennium Park. You'd also be mad not to explore Skydeck Ledge, and Willis Tower.Ardent sightseers will want to visit Chicago Cultural Center, and Buckingham Fountain. After more things to see in this buzzing city? Merchandise Mart, and Wrigley Building should keep you occupied.Attend a play at Chicago Theatre and see the plot thicken! Seeking some more options? Many of the most popular attractions are located in Chicago Riverwalk area. And that's not all. Stop and look at Water Tower Place. You'll be able to see this impressive local skyscraper from different locations around town.
How to get through airport security fast when traveling to Chicago
Make your trip to Chicago a little easier by following these helpful tips and pointers:

  • Make sure you know the location of your travel ID and boarding pass. You don't want to hold up the line when you're asked to present them.
  • It's helpful to know that belts with metal buckles can set off the body scanner's alarms. If you have one on, you may be told to remove it before moving on.
  • Digital cameras, laptops and other electronic devices must be placed in separate tubs to be X-rayed.
  • When it comes to flying with liquids or gels, every passenger is allowed a quart-sized clear resealable bag to transport containers no bigger than 3.4 ounces (100 milliliters).
  • Undo your shoelaces as you approach the body scanner. Depending on the style of shoes you've got on, security may tell you to remove them.
  • Pack any multi-tools or other pointy metal items inside your checked luggage. Security personnel don't permit these on the plane.

Flights To Chicago

Each time you visit Chi-Town, you’ll fall in love anew. Even if you’ve stood in front of the famous metallic bean and stood along the Navy Pier, you won’t be left wanting for original ways to spend your time. As Mark Twain posited, “She is novelty, for she is never the same Chicago you saw when you passed through the last time.” The modern city on the shores of Lake Michigan is always evolving and will never fail to enchant you. Between the exciting sports culture and buildings that hearken back to a time when Frank Sinatra and Al Capone ran the scene, Chicago always impresses.

Flights to Chicago depart from tons of destinations; just sit back, start dreaming of deep-dish pizza, and before you know it you’ll be touching down in the Windy City. Book your airfare on Travelocity today, and you’ll save enough cash to afford all the famous frankfurters you want.

Transportation from Chicago Airports

Chicago flights land at one of the two major airports: O’Hare International Airport (ORD) and Midway International Airport (MDW). Getting to downtown Chicago from ORD is a breeze when you take the Blue line train, which is part of the Chicago Transit Authority train system. From MDW, jump on the Orange line train.

If you’re not staying downtown, buses are available to most parts of the city from both airports. When a private ride is more your style, hail a taxi outside the baggage claim area. Many hotels also have shuttle buses that will take you to and from the airport. But if independence is more your style, there are many rental car companies located within the airport if you need your own wheels; book your ride when you purchase your airfare to Chicago and your vacation is set.

Hotels Near ORD and MDW

A savvy traveler such as yourself is sure to purchase one of our top flight deals to Chicago. Not only will you travel on one of the most affordable and convenient flights, but you’re wise enough to book a Chicago hotel befitting of your fine taste:

  • The Palmer House Hilton: This hotel bills itself as hip and historic, and one step inside the lobby lets you know the description is spot on. Opulent ceilings and marble accents remind you of an era when dinner was always a formal affair, while the rooms are adorned in bright furniture and clean modern lines.
  • Wyndham Grand Chicago Riverfront: From the cocktails served fireside at Hoyt’s Patio to in-room massages, this downtown hotel is designed to pamper. Get a room with a view and overlook the Windy City from the moment you wake up, and let the concierge help you book excursions to Chicago attractions.
  • Hyatt Regency Chicago: This four-diamond hotel is connected to the Illinois Center downtown, right in the heart of the city. You’ll be just a short and leisurely walk from the Magnificent Mile and Grant Park.
  • Congress Plaza Hotel: Legendary hotels are just your style, so this Grant Park hotel has your name on it. Enjoy a view of Lake Michigan from your room, and revel in the property’s storied history, which dates back to 1893.

Things to Do in Chicago

The Windy City is known for its pizza and beloved sports teams, but the Midwest powerhouse packs a cultural punch and can impress even seasoned world travelers. Begin your exploration with an investigation of Millennium Park, and then get a taste of Chi-Town’s creative offerings at the Art Institute of Chicago. From the observation deck of the Willis Tower, you can spot your favorite attractions and plot your route of the city. Like the savvy tourist you are, you booked cheap plane tickets to Chicago. Go ahead, buy entrance to the Lincoln Park Conservatory and Brookfield Zoo.

Use Travelocity to search through the flight options to the Windy City. Once you find one of the cheapest flights to Chicago and buy your tickets, there is nothing left to do but start dreaming of mozzarella and pack your bags. Chi-Town is waiting to welcome you with open arms and delight you with its Midwest charms.

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.