FlightsFrom Miami

To Chicago

Cheap Flights from Miami to Chicago

Browse current best options from Miami. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Miami

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 3 days ago

402 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)

Today’s best flight deals from Miami to Chicago

Explore current cheapest deals departing from Miami to Chicago

August 28 - August 31

Cheapest
Best

MIA - Chicago

$302

$154

Round trip

August 18 - August 20

MIA - Chicago

$305

$170

Round trip

August 13 - August 27

MIA - Chicago

$195

$171

Round trip

August 25 - August 29

MIA - Chicago

$232

$171

Round trip

August 10 - August 12

MIA - Chicago

$241

$171

Round trip

August 25 - August 31

MIA - Chicago

$182

$171

Round trip

August 12 - August 18

MIA - Chicago

$188

$171

Round trip

August 6 - August 8

Earliest

MIA - Chicago

$243

$171

Round trip

August 26 - August 31

MIA - Chicago

$187

$171

Round trip

August 6 - August 10

Earliest

MIA - Chicago

$241

$171

Round trip

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

Miami to Chicago: Overview

Insights for flights from Miami to Chicago

For travelers seeking cheap flights from Miami to Chicago, prices typically range from $179–$668, with a median fare of $293. Right now, current fares are significantly above the typical level for this route. Only 6% of recent fares were classified as a good price, indicating that finding a low fare might require some flexibility.
When is the cheapest time to fly from Miami to Chicago? The data indicates that April is often the most affordable month, with a median fare of $121. Following closely, August also offers competitive prices, with a median of $125. May is another economical option, showing a median fare of $127.
Most itineraries for flights from Miami to Chicago connect at least once, with only 35.7% of recent fares being non-stop. For connecting flights, the typical number of stopovers is 2. New deals for this route appear almost daily, suggesting frequent opportunities to find a suitable fare.
A typical journey from Miami to Chicago takes approximately 3h 36m, including connections. For direct flights from Miami to Chicago, the median flight time is also 3h 36m. Connecting itineraries, however, typically extend the journey to about 10h 34m.
The distance between Miami and Chicago is approximately 1905 kilometers, classifying this as a medium-haul route. This distance typically translates to a flight duration that balances convenience with travel time.

How much is a round trip from Miami to Chicago

Regular price: $232 - $322

Prices are currently below the regular range for flights from Miami to Chicago.

The regular price range for flights from Miami to Chicago is between $232 and $322. The current lowest deal is $154 with Frontier Airlines for travel from Aug 28-Aug 31.

now $154

Low $232

High $322

The cheapest time to fly from Miami to Chicago

The cheapest month to fly from Miami to Chicago is October, with a median price of $171. The most expensive month is March, with a median price of $1341. Prices are generally lower from January to December.

October

Cheapest

Flights from $171

March

Most Expensive

Flights from $1,341

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Direct flights from Miami to Chicago

Airline logo

Southwest Airlines

Airline logo

United Airlines

Last-minute flights going from Miami to Chicago

Wed, Jul 15

⌛ Last-Minute

MIA - Chicago

Frontier Airlines

Miami (MIA) - Chicago (MDW)

Frontier Airlines

$511

$269

One-way

Sat, Jul 25

⌛ Last-Minute

MIA - Chicago

Frontier Airlines

Miami (MIA) - Chicago (MDW)

Frontier Airlines

$464

$243

One-way

Mon, Aug 3

⌛ Last-Minute

MIA - Chicago

Frontier Airlines

Miami (MIA) - Chicago (ORD)

Frontier Airlines

$340

$187

One-way

Tue, Aug 4

⌛ Last-Minute

MIA - Chicago

Frontier Airlines

Miami (MIA) - Chicago (MDW)

Frontier Airlines

$317

$183

One-way

Tue, Aug 4

⌛ Last-Minute

MIA - Chicago

Frontier Airlines

Miami (MIA) - Chicago (MDW)

Frontier Airlines

$315

$184

One-way

Wed, Aug 5

⌛ Last-Minute

MIA - Chicago

Southwest Airlines

Miami (MIA) - Chicago (MDW)

Southwest Airlines

$296

$181

One-way

Biggest price drops on these dates for flights from Miami to Chicago

4 nights

Jul 7 - Jul 11

$592  →  $268

55%

3 nights

Jul 8 - Jul 11

$595  →  $274

54%

2 nights

Jul 9 - Jul 11

$602  →  $306

49%

1 night

Jul 8 - Jul 9

$604  →  $310

49%

Popular Airports to fly from Miami to Chicago

Miami - Chicago route insights

💸 Price insights

Current fares are below the typical level

Recent fares from Miami to Chicago are currently available for $154, which is below the typical level.

📅 Best time to fly

Fly in October for the best prices

Historically, October has been the cheapest month to fly from Miami to Chicago, with a median price of $171.

⏱️ Flight duration

Direct flights take 3h 36m

The median flight time for a direct flight from Miami to Chicago is 3 hours and 36 minutes.

✈️ Airlines & availability

Connecting flights are common

Historically, 35.7% of flights from Miami to Chicago have been direct, with connecting flights being more common.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines is one of the carriers that offers direct flights from Miami to Chicago.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Miami to Chicago are frequently available, appearing often within a 30-day window.

Miami main airports to depart from

Miami International (MIA)

Cheapest

Miami International is a convenient departure airport for flights from Miami to Chicago.

📍 ~10 km from Miami (reachable by car)

💸 Flights from ~$154

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub for flights to Chicago, offering many connections from Miami.

📍 ~25 km from Chicago city center (reachable by car)

💸 Flights from ~$170

Chicago Midway International (MDW)

Chicago Midway International Airport is a convenient option for travelers flying from Miami to Chicago.

📍 ~14 km from Chicago city center (reachable by car)

💸 Flights from ~$171

Chicago Rockford International (RFD)

Chicago Rockford International Airport provides an alternative arrival option for flights to the Chicago area.

📍 ~126 km from Chicago city center (reachable by car)

💸 Flights from ~$257

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers a major international airport experience with significant carrier presence and direct flight options.

📍 ~135 km from Chicago (reachable by car or train)

💸 Flights from ~$212

Gerald R. Ford International (GRR)

Gerald R. Ford International is Michigan's second largest airport, providing a robust domestic network for travelers.

📍 ~250 km from Chicago (reachable by car)

💸 Flights from ~$203

Dane County Regional (MSN)

Dane County Regional is a reliable regional hub with efficient operations and good amenities for your travel.

📍 ~205 km from Chicago (reachable by car)

💸 Flights from ~$216

South Bend International (SBN)

Cheapest

South Bend International is the closest alternative airport to the Chicago metro area, offering convenient access.

📍 ~130 km from Chicago (reachable by car or train)

💸 Flights from ~$200

Fort Wayne International (FWA)

Fort Wayne International offers multiple cabin classes and solid connectivity for travelers heading to eastern domestic destinations.

📍 ~250 km from Chicago (reachable by car)

💸 Flights from ~$295

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from Miami to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From MIA

Elite

Sep 27

Chicago, United States

84% AI deal score

$4,187

$1,945

Save $2,242

From MIA

Elite

Aug 11

Chicago, United States

84% AI deal score

$1,172

$743

Save $429

From MIA

Elite

Aug 11

Chicago, United States

83% AI deal score

$1,494

$743

Save $751

From MIA

Elite

Aug 18

Chicago, United States

82% AI deal score

$1,395

$683

Save $712

From MIA

Elite

Sep 10

Chicago, United States

82% AI deal score

$1,274

$683

Save $591

From MIA

Elite

Aug 26

Chicago, United States

82% AI deal score

$1,396

$717

Save $679

From MIA

Elite

Aug 18

Chicago, United States

82% AI deal score

$1,054

$733

Save $321

From MIA

Elite

Aug 26

Chicago, United States

82% AI deal score

$1,100

$748

Save $352

From MIA

Elite

Aug 22

Chicago, United States

82% AI deal score

$1,175

$805

Save $370

From MIA

Elite

Jul 14

Chicago, United States

81% AI deal score

$2,896

$1,012

Save $1,884

From MIA

Elite

Aug 27

Chicago, United States

81% AI deal score

$1,349

$733

Save $616

From MIA

Elite

Aug 19

Chicago, United States

81% AI deal score

$1,171

$833

Save $338

From MIA

Elite

Jul 21

Chicago, United States

80% AI deal score

$1,402

$813

Save $589

From MIA

Elite

Aug 21

Chicago, United States

80% AI deal score

$1,151

$833

Save $318

From MIA

Elite

Aug 20

Chicago, United States

80% AI deal score

$1,167

$857

Save $310

From MIA

Elite

Sep 02

Chicago, United States

79% AI deal score

$1,322

$807

Save $515

From MIA

Elite

Aug 01

Chicago, United States

79% AI deal score

$1,061

$829

Save $232

From MIA

Elite

Aug 22

Chicago, United States

79% AI deal score

$1,169

$880

Save $289

From MIA

Elite

Aug 03

Chicago, United States

79% AI deal score

$1,200

$880

Save $320

From MIA

Elite

Aug 01

Chicago, United States

79% AI deal score

$1,185

$891

Save $294

From MIA

Elite

Jul 10

Chicago, United States

79% AI deal score

$1,748

$1,065

Save $683

From MIA

Elite

Sep 02

Chicago, United States

78% AI deal score

$1,018

$779

Save $239

From MIA

Elite

Nov 10

Chicago, United States

78% AI deal score

$1,060

$857

Save $203

From MIA

Elite

Aug 18

Chicago, United States

78% AI deal score

$1,042

$857

Save $185

From MIA

Elite

Aug 25

Chicago, United States

78% AI deal score

$1,122

$885

Save $237

From MIA

Elite

Jul 10

Chicago, United States

78% AI deal score

$1,727

$1,065

Save $662

From MIA

Elite

Oct 08

Chicago, United States

77% AI deal score

$1,100

$804

Save $296

From MIA

Elite

Sep 18

Chicago, United States

76% AI deal score

$1,292

$905

Save $387

From MIA

Elite

Oct 22

Chicago, United States

76% AI deal score

$1,334

$906

Save $428

From MIA

Elite

Aug 29

Chicago, United States

75% AI deal score

$1,105

$857

Save $248

From MIA

Elite

Sep 03

Chicago, United States

75% AI deal score

$1,301

$923

Save $378

From MIA

Elite

Jul 14

Chicago, United States

75% AI deal score

$1,322

$942

Save $380

From MIA

Elite

Oct 29

Chicago, United States

73% AI deal score

$1,063

$857

Save $206

From MIA

Elite

Jul 31

Chicago, United States

73% AI deal score

$1,062

$876

Save $186

From MIA

Elite

Aug 13

Chicago, United States

73% AI deal score

$1,043

$885

Save $158

From MIA

Elite

Aug 08

Chicago, United States

73% AI deal score

$1,061

$885

Save $176

From MIA

Elite

Aug 18

Chicago, United States

72% AI deal score

$2,988

$1,995

Save $993

From MIA

Elite

Sep 11

Chicago, United States

72% AI deal score

$1,011

$857

Save $154

From MIA

Elite

Dec 24

Chicago, United States

72% AI deal score

$1,066

$913

Save $153

From MIA

Elite

Dec 28

Chicago, United States

72% AI deal score

$1,073

$913

Save $160

From MIA

Elite

Aug 10

Chicago, United States

71% AI deal score

$2,665

$1,970

Save $695

From MIA

Elite

Aug 10

Chicago, United States

71% AI deal score

$2,661

$1,972

Save $689

From MIA

Elite

Aug 10

Chicago, United States

71% AI deal score

$2,717

$1,972

Save $745

From MIA

Elite

Aug 24

Chicago, United States

71% AI deal score

$2,781

$1,985

Save $796

From MIA

Elite

Aug 18

Chicago, United States

71% AI deal score

$2,715

$1,995

Save $720

From MIA

Elite

Aug 10

Chicago, United States

71% AI deal score

$2,725

$2,030

Save $695

From MIA

Elite

Aug 03

Chicago, United States

71% AI deal score

$2,661

$2,046

Save $615

From MIA

Elite

Aug 07

Chicago, United States

71% AI deal score

$2,701

$2,046

Save $655

From MIA

Elite

Aug 17

Chicago, United States

71% AI deal score

$2,720

$2,055

Save $665

From MIA

Elite

Aug 17

Chicago, United States

71% AI deal score

$2,713

$2,057

Save $656

From MIA

Elite

Aug 17

Chicago, United States

71% AI deal score

$2,892

$2,057

Save $835

From MIA

Elite

Aug 16

Chicago, United States

71% AI deal score

$2,802

$2,057

Save $745

From MIA

Elite

Aug 16

Chicago, United States

71% AI deal score

$2,704

$2,057

Save $647

From MIA

Elite

Aug 10

Chicago, United States

71% AI deal score

$2,897

$2,114

Save $783

From MIA

Elite

Aug 17

Chicago, United States

71% AI deal score

$3,001

$2,115

Save $886

From MIA

Elite

Aug 03

Chicago, United States

70% AI deal score

$2,612

$2,043

Save $569

From MIA

Elite

Aug 07

Chicago, United States

70% AI deal score

$2,649

$2,043

Save $606

From MIA

Elite

Aug 03

Chicago, United States

70% AI deal score

$2,612

$2,046

Save $566

From MIA

Elite

Aug 07

Chicago, United States

70% AI deal score

$2,612

$2,046

Save $566

From MIA

Elite

Aug 02

Chicago, United States

70% AI deal score

$2,664

$2,064

Save $600

From MIA

Elite

Aug 02

Chicago, United States

70% AI deal score

$2,628

$2,064

Save $564

From MIA

Elite

Aug 03

Chicago, United States

70% AI deal score

$2,665

$2,104

Save $561

From MIA

Elite

Aug 07

Chicago, United States

70% AI deal score

$2,709

$2,104

Save $605

From MIA

Elite

Aug 02

Chicago, United States

70% AI deal score

$2,676

$2,122

Save $554

From MIA

Elite

Sep 01

Chicago, United States

70% AI deal score

$940

$857

Save $83

From MIA

Elite

Sep 08

Chicago, United States

70% AI deal score

$935

$857

Save $78

From MIA

Elite

Sep 05

Chicago, United States

70% AI deal score

$932

$857

Save $75

From MIA

Elite

Sep 30

Chicago, United States

70% AI deal score

$945

$857

Save $88

From MIA

Elite

Sep 10

Chicago, United States

70% AI deal score

$949

$857

Save $92

From MIA

Elite

Sep 02

Chicago, United States

70% AI deal score

$990

$885

Save $105

From MIA

Elite

Dec 25

Chicago, United States

70% AI deal score

$1,066

$965

Save $101

From MIA

Elite

Dec 03

Chicago, United States

70% AI deal score

$2,013

$1,659

Save $354

From MIA

Elite

Dec 04

Chicago, United States

70% AI deal score

$2,034

$1,664

Save $370

From MIA

Elite

Dec 07

Chicago, United States

70% AI deal score

$2,124

$1,780

Save $344

From MIA

Elite

Dec 03

Chicago, United States

70% AI deal score

$2,124

$1,780

Save $344

From MIA

Elite

Dec 10

Chicago, United States

70% AI deal score

$2,106

$1,780

Save $326

From MIA

Elite

Dec 07

Chicago, United States

70% AI deal score

$2,135

$1,780

Save $355

From MIA

Elite

Dec 10

Chicago, United States

70% AI deal score

$2,125

$1,780

Save $345

From MIA

Elite

Jul 26

Chicago, United States

69% AI deal score

$2,306

$1,989

Save $317

From MIA

Elite

Dec 07

Chicago, United States

69% AI deal score

$2,043

$1,780

Save $263

From MIA

Elite

Dec 03

Chicago, United States

69% AI deal score

$2,034

$1,780

Save $254

From MIA

Elite

Dec 03

Chicago, United States

69% AI deal score

$2,020

$1,780

Save $240

From MIA

Elite

Dec 10

Chicago, United States

69% AI deal score

$2,030

$1,780

Save $250

From MIA

Elite

Dec 25

Chicago, United States

69% AI deal score

$2,035

$1,780

Save $255

From MIA

Elite

Dec 25

Chicago, United States

69% AI deal score

$2,054

$1,780

Save $274

From MIA

Elite

Dec 23

Chicago, United States

69% AI deal score

$2,099

$1,780

Save $319

From MIA

Elite

Dec 30

Chicago, United States

69% AI deal score

$2,073

$1,780

Save $293

From MIA

Elite

Dec 04

Chicago, United States

69% AI deal score

$2,046

$1,786

Save $260

From MIA

Elite

Jul 27

Chicago, United States

68% AI deal score

$2,327

$2,043

Save $284

From MIA

Elite

Jul 29

Chicago, United States

68% AI deal score

$2,311

$2,043

Save $268

From MIA

Elite

Jul 26

Chicago, United States

68% AI deal score

$2,310

$2,043

Save $267

From MIA

Elite

Jul 29

Chicago, United States

68% AI deal score

$2,316

$2,046

Save $270

From MIA

Elite

Jul 27

Chicago, United States

68% AI deal score

$2,322

$2,046

Save $276

From MIA

Elite

Jul 29

Chicago, United States

68% AI deal score

$2,311

$2,046

Save $265

From MIA

Elite

Jul 26

Chicago, United States

68% AI deal score

$2,306

$2,047

Save $259

From MIA

Elite

Jul 27

Chicago, United States

68% AI deal score

$2,322

$2,104

Save $218

From MIA

Elite

Jul 29

Chicago, United States

68% AI deal score

$2,311

$2,104

Save $207

From MIA

Elite

Dec 07

Chicago, United States

68% AI deal score

$1,994

$1,780

Save $214

From MIA

Elite

Dec 03

Chicago, United States

68% AI deal score

$2,005

$1,780

Save $225

From MIA

Elite

Dec 23

Chicago, United States

68% AI deal score

$1,997

$1,780

Save $217

Frequently Asked Questions About Flights to Chicago

Historically, the optimal booking window for flights from Miami to Chicago is typically 7-13 days before departure. During this period, the average price observed was $260. Booking within 0-6 days of departure saw an average price of $285, which is slightly higher. Prices tend to increase further out, with flights booked 28-59 days in advance averaging $413, and those booked 14-27 days in advance averaging $343. For the best value, consider booking within the 7-13 day window.

Across the trailing quarter, a good price for a flight from Miami to Chicago was considered to be $179 or less. The median price for this route was $293. Prices can vary significantly, with 75% of observed fares being $668 or less. Travelers aiming for a budget-friendly trip should target prices around or below the $179 threshold.

Historically, the cheapest months to fly from Miami to Chicago include April, with a median price of $121, and August, with a median price of $125. May also offered competitive prices, with a median of $127. These months tend to be more affordable compared to the annual median price of $293 for this route. Travelers looking for the lowest fares should consider planning their trips during these periods.