Cheap Flight Tickets from () to Chicago (CHI), Starting at $235

Good to Know: Cheapest and Fastest MCO - CHI Flights

Useful information for finding best airline tickets from Orlando International to Chicago All Airport on your next trip.

Cheapest Round Trip Flight

$235

AA American Airlines • nonstop • 5h 24m

Oct 08 – Oct 12

The cheapest round trip flight from Orlando to Chicago (MCO-CHI-MCO) is currently $235

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Cheapest Direct Flight

$309

UA United Airlines • nonstop • 5h 10m

Oct 08

The cheapest nonstop flight from Orlando to Chicago (MCO-CHI) is currently $309

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Fastest Flight

4h 10m

The fastest nonstop flight from Orlando to Chicago (MCO-CHI) takes 4h 10m

Latest Flight Deals from () to Chicago (CHI)

Compare and book low fare round-trip air tickets from to Chicago. Ideal for travelers with confirmed return itineraries.

Oct 08 - Oct 12, Economy
AA
Orlando → Chicago
5h 24m
7:31 PM - 9:55 PM • nonstop
AA
Orlando → Chicago
7h 32m
6:40 PM - 12:32 AM • 1 stop
$235
American Airlines
Oct 08 - Oct 12, Economy
F9
Orlando → Chicago
5h 11m
1:15 PM - 6:31 PM • 1 stop
F9
Orlando → Chicago
3h 59m
6:15 AM - 5:21 PM • 1 stop
$242
Frontier Airlines
Oct 08 - Oct 12, Economy
F9
Orlando → Chicago
5h 11m
6:45 PM - 11:21 AM • 1 stop
F9
Orlando → Chicago
3h 59m
6:15 AM - 5:21 PM • 1 stop
$245
Frontier Airlines
Oct 08 - Oct 12, Economy
F9
Orlando → Chicago
5h 11m
8:03 AM - 6:31 PM • 1 stop
F9
Orlando → Chicago
3h 59m
6:15 AM - 5:21 PM • 1 stop
$272
Frontier Airlines
Oct 08 - Oct 11, Economy
F9
Orlando → Chicago
5h 11m
5:15 PM - 11:43 PM • 1 stop
F9
Orlando → Chicago
3h 59m
3:30 PM - 8:08 AM • 2 stops
$289
Frontier Airlines
Oct 08 - Oct 12, Economy
UA
Orlando → Chicago
5h 10m
9:10 AM - 11:20 AM • nonstop
UA
Orlando → Chicago
9h 2m
7:15 AM - 1:57 PM • nonstop
$309
United Airlines

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Hotels in Chicago (CHI)

5 hotels near Chicago All Airport — compare rates from top booking sites.

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4.0-star hotel 4-star hotel

Virgin Hotels Chicago

📍 203 N Wabash Ave, Chicago, Illinois 60601

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4.0-star hotel 4-star hotel

Loews Chicago Hotel

📍 455 North Park Drive, Chicago, Illinois 60611

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3.0-star hotel 3-star hotel

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

📍 68 E. Wacker Place, Chicago, Illinois 60601

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3.0-star hotel 3-star hotel

Homewood Suites by Hilton Chicago Downtown/Magnificent Mile

📍 152 E Huron St, Chicago, Illinois 60611

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2.0-star hotel 2-star hotel

Rodeway Inn

📍 5952 N Lincoln Ave., Chicago, Illinois 60659

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Hotel Deals in Chicago (IL)
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
Red Roof Inn

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

6.6/10
★★☆☆☆ Hotel 132.0 rooms
✓ Free WiFi

📍 22 West Algonquin Road, Chicago (IL)

Experience an abundance of unparalleled facilities and features at Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts. Maintain seamless communication using the complimentary Wi-Fi at hotel.For visit…

Check-in 03:00 PM  ·  Check-out 12:00 PM

$74/night
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Baymont by Wyndham Glenview
Wyndham Hotels & Resorts

Baymont by Wyndham Glenview

8.1/10
★★★☆☆ Hotel 95.0 rooms
✓ Free WiFi ✓ Breakfast

📍 1625 Milwaukee Ave, Chicago (IL), Illinois

At Baymont by Wyndham Glenview, exceptional service and top-notch amenities create a memorable experience for guests.Complimentary internet access is available in the hotel to ensure you stay connect…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$94/night
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Radisson Hotel Schaumburg
Choice Hotels

Radisson Hotel Schaumburg

7.0/10
★★★☆☆ Hotel 127.0 rooms
✓ Free WiFi ✓ Breakfast

📍 1550 N. Roselle Rd, Chicago (IL), Illinois

Radisson Hotel Schaumburg provides flawless service and all the necessary facilities for visitors. Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. W…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$95/night
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Hyatt Regency Schaumburg Chicago
Hyatt Hotels

Hyatt Regency Schaumburg Chicago

8.1/10
★★★★☆ Hotel

📍 1800 E Golf Rd, Chicago (IL)

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Discovering Chicago (IL) becomes even more accessible, thanks to the car hire amenities provided at th…

Check-in 04:00 PM  ·  Check-out 11:00 AM

$175/night
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Holiday Inn O'Hare Area By IHG
InterContinental Hotels Group

Holiday Inn O'Hare Area By IHG

7.9/10
★★★☆☆ Hotel 245.0 rooms
✓ Free WiFi ✓ Breakfast

📍 5615 North Cumberland Avenue, Chicago (IL), Illinois

Holiday Inn O'Hare Area By IHG offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-F…

Check-in 03:00 PM  ·  Check-out 12:00 PM

$192/night
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SpringHill Suites by Marriott Chicago O'Hare
Marriott

SpringHill Suites by Marriott Chicago O'Hare

8.7/10
★★★☆☆ Hotel
✓ Breakfast

📍 8101 West Higgins Road, Chicago (IL)

Experience an abundance of unparalleled facilities and features at SpringHill Suites Chicago O'Hare.Car hire offerings at the hotel enhance the ease of discovering Chicago (IL).Guests can avail parki…

Check-in 04:00 PM  ·  Check-out 11:00 AM

$196/night
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Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
InterContinental Hotels Group

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8.3/10
★★★★☆ Hotel 503.0 rooms
✓ Free WiFi ✓ Breakfast

📍 5440 North River Road, Chicago (IL), Illinois

Experience an abundance of unparalleled facilities and features at Crowne Plaza Chicago O'Hare Hotel & Conference Center By IHG.Share your photos and respond to emails at your convenience, thanks to …

Check-in 03:00 PM  ·  Check-out 12:00 PM

$212/night
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Chicago South Loop
No chain

Chicago South Loop

7.7/10
★★★☆☆ Hotel 232.0 rooms
✓ Free WiFi

📍 11 W 26th Street, Chicago (IL), Illinois

Chicago South Loop offers top-notch services and amenities, ensuring guests experience utmost comfort.Maintain seamless communication using the complimentary Wi-Fi at hotel. For visitors traveling by…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$224/night
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Freehand Chicago
No chain

Freehand Chicago

8.0/10
★★★★☆ Hotel 215.0 rooms
✓ Free WiFi

📍 19 East Ohio Street, Chicago (IL), Illinois

At Freehand Chicago, exceptional service and top-notch amenities create a memorable experience for guests. Complimentary internet access is available in the hotel to ensure you stay connected during …

Check-in 03:00 PM  ·  Check-out 12:00 PM

$280/night
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() to Chicago (CHI): Airport Information

Origin Airport , ,
Destination Airport Chicago All Airport, Chicago, US
Origin Airport Terminals

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