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Flight Deals from Orlando International Airport to Chicago O Hare Airport from $47

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Stops

  • Nonstop
    from $97
  • Up to 1 stop
    $141
  • Up to 2 stops
    $297

Airlines

  • American Airlines
    $248
  • Delta Air Lines
    $198
  • Frontier Airlines
    $97
  • JetBlue
    $278
  • Spirit Airlines
    $119
  • United Airlines
    $248

Cabin Class

  • Economy
    $97

Departure Airports

  • Orlando International Airport
    $97

Arrival Airports

  • Chicago O Hare Airport
    $97

Layover Airports

  • Charlotte Douglas International Airport
    $297
  • Dallas Fort Worth International Airport
    $330
  • Detroit Metropolitan Airport
    $198
  • Fort Lauderdale Hollywood International Airport
    $155
  • George Bush Intercontinental Houston Airport
    $262
  • Harry Reid International Airport
    $162
  • Hartsfield Jackson Atlanta International Airport
    $141
  • Miami International Airport
    $287
  • Myrtle Beach International Airport
    $205
  • New York John F Kennedy Airport
    $278
  • New York LaGuardia Airport
    $167
  • Philadelphia International Airport
    $337
  • Reagan Washington National Airport
    $287
  • Washington Dulles Airport
    $258

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On average save $240 per traveler
Frontier Airlines Logo
Frontier Airlines

05/22/25

MCO
2h 3m
Direct

05/23/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/25/25

ORD
3h 54m
Direct

05/25/25

MCO
$97
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/23/25

MCO
2h 3m
Direct

05/24/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/24/25

ORD
3h 57m
Direct

05/24/25

MCO
$97
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/25/25

MCO
2h 8m
Direct

05/25/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/28/25

ORD
3h 39m
Direct

05/28/25

MCO
$119
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/24/25

MCO
2h 4m
Direct

05/24/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/26/25

ORD
3h 45m
Direct

05/26/25

MCO
$129
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/19/25

MCO
3h 40m
ATL

05/19/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/21/25

ORD
3h 39m
Direct

05/21/25

MCO
$141
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/16/25

MCO
3h 40m
ATL

05/16/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/19/25

ORD
3h 45m
Direct

05/19/25

MCO
$151
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/25/25

MCO
2h 8m
Direct

05/25/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/28/25

ORD
7h 56m
FLL

05/28/25

MCO
$155
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/18/25

MCO
8h 44m
LAS

05/19/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/25/25

ORD
3h 57m
Direct

05/25/25

MCO
$162
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/23/25

MCO
2h 8m
Direct

05/23/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/25/25

ORD
8h 49m
LGA

05/25/25

MCO
$167
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/09/25

MCO
2h 9m
Direct

05/09/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/18/25

ORD
11h 16m
LAS

05/19/25

MCO
$174
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/20/25

MCO
2h 8m
Direct

05/20/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/21/25

ORD
7h 56m
FLL

05/21/25

MCO
$186
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/24/25

MCO
5h 32m
ATL

05/24/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/25/25

ORD
5h 46m
DTW

05/25/25

MCO
$198
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/25/25

MCO
4h 33m
ATL

05/25/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/25/25

ORD
5h 48m
DTW

05/25/25

MCO
$198
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/23/25

MCO
3h 13m
MYR

05/23/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/26/25

ORD
6h 41m
MYR

05/26/25

MCO
$205
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

MCO
2h 14m
Direct

05/24/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
3h 47m
Direct

05/25/25

MCO
$248
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

MCO
2h 7m
Direct

05/25/25

ORD
American Airlines Logo
American Airlines

05/25/25

ORD
3h 43m
Direct

05/25/25

MCO
$248
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/25/25

MCO
2h 7m
Direct

05/25/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
3h 56m
Direct

05/25/25

MCO
$248
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

MCO
2h 7m
Direct

05/24/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
9h 7m
IAD

05/25/25

MCO
$258
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/03/25

MCO
5h 21m
IAH

05/03/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/06/25

ORD
3h 46m
Direct

05/06/25

MCO
$262
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

MCO
5h 23m
IAD

05/24/25

ORD
United Airlines Logo
United Airlines

05/25/25

ORD
9h 7m
IAD

05/25/25

MCO
$268
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/24/25

MCO
2h 7m
Direct

05/24/25

ORD
American Airlines Logo
American Airlines

05/25/25

ORD
3h 50m
Direct

05/25/25

MCO
$275
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/21/25

MCO
7h 34m
JFK

05/21/25

ORD
JetBlue Logo
JetBlue

05/25/25

ORD
7h 24m
JFK

05/25/25

MCO
$278
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/24/25

MCO
2h 5m
Direct

05/24/25

ORD
American Airlines Logo
American Airlines

05/30/25

ORD
7h 4m
MIA

05/30/25

MCO
$287
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

MCO
2h 10m
Direct

05/25/25

ORD
American Airlines Logo
American Airlines

06/01/25

ORD
8h 17m
DCA

06/01/25

MCO
$287
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

MCO
2h 7m
Direct

05/25/25

ORD
American Airlines Logo
American Airlines

05/31/25

ORD
8h 40m
DCA
CLT

06/01/25

MCO
$297
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/21/25

MCO
2h 10m
Direct

05/21/25

ORD
American Airlines Logo
American Airlines

05/26/25

ORD
6h 15m
CLT

05/26/25

MCO
$304
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/22/25

MCO
5h 51m
MIA

05/22/25

ORD
American Airlines Logo
American Airlines

05/28/25

ORD
3h 50m
Direct

05/28/25

MCO
$311
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/03/25

MCO
5h 21m
IAH

05/03/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/06/25

ORD
7h 39m
DFW

05/06/25

MCO
$330
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

MCO
7h 3m
CLT
PHL

05/25/25

ORD
American Airlines Logo
American Airlines

05/31/25

ORD
8h 38m
MIA

05/31/25

MCO
$337
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

MCO
6h 50m
CLT
PHL

05/25/25

ORD
American Airlines Logo
American Airlines

05/31/25

ORD
8h 40m
DCA
CLT

06/01/25

MCO
$342
Free cancellation within 83 hours of booking

Top Deals on flights from Orlando International Airport to Chicago O Hare Airport

Orlando, US (ORL) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 17

MCO
2h 9m
Direct

May 17

ORD

as low as

$47

Orlando, US (ORL) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 27

MCO
2h 8m
Direct

May 27

ORD

as low as

$54

Orlando, US (ORL) - Chicago, US (CHI)

 Logo

Jun 10

MCO
2h 8m
Direct

Jun 10

ORD

as low as

$67

Orlando, US (ORL) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 21

MCO
10h 38m
ATL

May 22

ORD

as low as

$70

Orlando, US (ORL) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 19

MCO
11h 42m
DFW

May 19

ORD

as low as

$72

Orlando, US (ORL) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 20

MCO
11h 8m
FLL

May 21

ORD

as low as

$82

Orlando, US (ORL) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 28

MCO
8h 49m
LAS

May 29

ORD

as low as

$92

Orlando, US (ORL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jun 10

MCO
2h 2m
Direct

Jun 10

ORD

as low as

$98

Orlando, US (ORL) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 23

MCO
3h 13m
MYR

May 23

ORD

as low as

$102

Orlando, US (ORL) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 14

MCO
5h 30m
ATL

Jun 14

ORD

as low as

$108

Orlando, US (ORL) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 19

MCO
8h 7m
DEN

May 19

ORD

as low as

$108

Orlando, US (ORL) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 7

MCO
3h 51m
DTW

Jun 7

ORD

as low as

$108

Frequently Asked Questions

What is the typical flight duration from Orlando International Airport to Chicago O Hare Airport?
The typical flight duration between Orlando International Airport and Chicago O Hare Airport is usually between 3 to 4 hours for a direct flight. This estimate assumes normal weather conditions and a non-stop service. However, if you choose flights with layovers or connecting segments, the overall travel time can extend up to 5 to 7 hours. Always consider additional time for boarding, taxiing, and potential delays. It is advisable to check with your carrier for the most current timings to plan your journey efficiently.
Are there any direct flights from Orlando International Airport to Chicago O Hare Airport?
Yes, there are direct flights running between Orlando International Airport and Chicago O Hare Airport. These non-stop flight options typically offer a travel time between 3 to 4 hours, making them convenient for travelers who want to minimize travel interruptions. Not every airline may offer this service daily, so it is recommended to confirm schedules and availability. Additionally, booking in advance can sometimes secure a better fare, while flexible dates might help you find the most convenient times and competitive pricing.
What are the best transportation options from Chicago O Hare Airport to downtown Chicago?
For travelers arriving at Chicago O Hare Airport, the best transportation options to downtown Chicago include the CTA Blue Line train, taxis, rideshare services, and shuttle buses. The Blue Line train provides a cost-effective and efficient service with travel times typically ranging from 30 to 45 minutes, while taxis and rideshares may take around 30 to 50 minutes depending on traffic. Prices vary from $5 to $15 for the train and between $30 to $50 for rideshare, offering multiple choices to suit your budget and schedule.
What are the must-see attractions in Chicago for travelers arriving from Orlando?
Travelers arriving from Orlando should consider exploring several must-see attractions in Chicago such as Millennium Park, Willis Tower Skydeck, Navy Pier, and the Art Institute of Chicago. These landmarks provide iconic views, rich history, and engaging cultural experiences. Additionally, exploring the Magnificent Mile for shopping and dining, and enjoying an architecture river cruise are excellent ways to immerse yourself in the local vibe. Each attraction offers a distinct experience that adds to the adventure of exploring a vibrant city.
What are the top dining options in Chicago that travelers from Orlando should try?
Chicago is known for its diverse culinary scene, so travelers from Orlando should not miss out on trying top dining spots like deep-dish pizza at Giordano's or Lou Malnati's, innovative dishes at Girl & The Goat, and hearty Midwestern comfort food at local bistros. Additionally, neighborhoods such as River North and West Loop offer an array of trendy eateries and ethnic restaurants that provide unique tastes. It is wise to check for seasonal specials and reserve ahead during peak dining hours to fully enjoy the gastronomic experience.
Is there a specific time of year when Chicago is best visited by travelers from Orlando?
Yes, many experts recommend visiting Chicago during the late spring to early fall, specifically from May to September. During this period, Chicago enjoys mild to warm weather that is ideal for outdoor sightseeing, festival participation, and exploring the city's expansive parklands. Although each season has its own charm, summer events and clear skies make it particularly attractive for travelers from Orlando looking to make the most of their visit. However, the city also offers holiday festivities during winter if you enjoy a different, more festive experience.
What are the best family-friendly activities in Chicago for visitors from Orlando?
Family-friendly activities in Chicago offer engaging experiences for all age groups. Consider visiting the Shedd Aquarium, Field Museum, and Lincoln Park Zoo, which provide educational and interactive exhibits. Navy Pier features rides, boat tours, and seasonal events that can keep children entertained. Additionally, Millennium Park and Maggie Daley Park offer expansive outdoor spaces for relaxation and play. Planning your itinerary with a blend of indoor and outdoor attractions ensures a balanced and enjoyable trip, making it convenient for families traveling from Orlando to experience the city’s attractions.
What are the customs requirements for travelers flying from Orlando to Chicago?
Since Orlando and Chicago are both within the United States, there are no international customs requirements for this trip. You will still need to comply with Transportation Security Administration (TSA) guidelines, which include carrying a valid government-issued photo ID for security screening. It is advisable to review specific airport security procedures before departure and arrive at the airport well in advance—typically 2 hours prior for domestic flights—to ensure a smooth check-in process. This helps in avoiding any delays associated with security or boarding.
Are there any seasonal events in Chicago that travelers from Orlando should not miss?
Yes, Chicago hosts numerous seasonal events that are highly recommended for visitors from Orlando. During the summer, you can enjoy outdoor festivals such as the Taste of Chicago and various music concerts at Millennium Park. In the fall, art fairs and cultural festivals add a vibrant touch to the city’s atmosphere, while winter brings festive holiday markets and ice-skating rinks. Each event reflects the local culture and offers a unique way to experience Chicago’s community spirit. Check local event calendars to align your visit with these special occasions.
What are the most affordable dining options in Chicago for travelers from Orlando?
For budget-conscious travelers, affordable dining options in Chicago include food trucks, casual diners, and ethnic restaurants offering meals in the $10 to $25 range. Areas like Pilsen and Logan Square have a variety of local eateries serving delicious ethnic cuisines at reduced prices. Many fast-casual chains and neighborhood cafes also provide quality meals without hefty price tags. Exploring local markets and lunch specials can offer additional savings. Prior research and checking current menus online can help ensure you find a satisfying meal that fits your budget while enjoying Chicago’s vibrant food scene.
What are the best seating options for families traveling from Orlando to Chicago?
For families traveling from Orlando to Chicago, it is recommended to select seating options that offer extra legroom and the ability to secure seats together for convenience. Airlines often provide bulkhead seats or seats in the exit rows, which typically have extra space; however, these may come with specific eligibility criteria. Reserving seats in advance through the airline’s booking system can secure these spots. Additionally, consider choosing seats that allow parents to be close to their children during the flight, making travel more comfortable and stress-free for the entire family.
What unique cultural experiences can travelers from Orlando enjoy in Chicago?
Travelers from Orlando can immerse themselves in Chicago’s rich cultural diversity by exploring its world-class museums, live jazz and blues clubs, and neighborhood festivals. The city offers a blend of architectural tours, local art galleries, and vibrant street performances that highlight its multicultural history. Visiting unique landmarks such as the Chicago Cultural Center or joining a food tour through various ethnic neighborhoods showcases the city’s diverse heritage. These experiences not only provide historical insights but also allow visitors to engage directly with Chicago’s creative and thriving local community.
Are there any budget-friendly hotels in Chicago for visitors from Orlando?
Yes, budget-friendly hotel options are available in Chicago, often in neighborhoods outside the main downtown area or closer to public transportation routes. Prices typically range from $80 to $150 per night, depending on the time of year and booking conditions. Some hotels near transit hubs offer comfortable accommodations with essential amenities, making them ideal for travelers from Orlando who are looking to save on accommodation costs while staying centrally connected. Early bookings, package deals, or seasonal discounts can further enhance affordability, ensuring a pleasant and cost-effective stay.
What are the safety tips for travelers from Orlando visiting Chicago?
Travelers visiting Chicago should stay aware of their surroundings and follow general safety guidelines. It is advisable to secure your belongings, avoid poorly lit or isolated areas at night, and use reputable transportation options, particularly when traveling to or from the airport. Familiarize yourself with local emergency numbers and consult local advisories for any updates on transportation or weather. Keeping a copy of your identification and travel itinerary is also prudent. Additionally, being respectful of local customs and staying informed about neighborhood-specific tips can enhance your overall travel experience.
What are the unique airport amenities in Chicago O Hare Airport for travelers arriving from Orlando?
Chicago O Hare Airport offers a range of unique amenities designed to enhance the traveler experience. Arriving passengers can enjoy upscale lounges, free high-speed Wi-Fi, a variety of dining options, and retail shops that cater to both quick essentials and luxury items. The airport also features art installations and interactive exhibits that showcase local culture, providing a pleasant diversion while awaiting your connection. Additionally, there are designated rest areas and spa services that offer relaxation options, ensuring that your transition from the flight to the city experience is both comfortable and engaging.