FlightsFrom Tucson

To Chicago

Cheap Flights from Tucson to Chicago

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

Deals from

Tucson

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

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Tucson to Chicago

Explore current cheapest deals departing from Tucson to Chicago

October 22 - October 24

Cheapest

TUS - Chicago

$333

$240

Round trip

October 22 - October 26

Cheapest

TUS - Chicago

$332

$240

Round trip

September 10 - September 16

TUS - Chicago

$300

$246

Round trip

November 7 - November 10

TUS - Chicago

$389

$246

Round trip

August 8 - August 13

Earliest

TUS - Chicago

$246

$248

Round trip

October 14 - October 21

Best

TUS - Chicago

$505

$249

Round trip

August 12 - August 14

TUS - Chicago

$383

$267

Round trip

August 15 - August 17

TUS - Chicago

$362

$268

Round trip

November 14 - November 23

TUS - Chicago

$375

$268

Round trip

August 14 - August 17

TUS - Chicago

$249

$271

Round trip

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

Route Intelligence — 486,190 Searches this Week

Insights for flights from Tucson to Chicago

Flights from Tucson to Chicago typically range from $321–$734, with a median fare of $437. Right now, fares are significantly above the typical level, with only 8% of recent fares classified as a good price. For travelers looking for cheap flights from Tucson to Chicago, new deals appear almost daily, suggesting frequent opportunities to find better pricing.
When is the cheapest time to fly from Tucson to Chicago? The most affordable month to fly is typically April, with a median fare of $303. This is closely followed by March, where the median fare is $312. Another relatively inexpensive option is December, with a median fare of $337.
For this route, most itineraries connect at least once, with only 30.5% of recent fares being direct flights from Tucson to Chicago. When connecting, the typical number of stopovers is 2, which can significantly extend travel time.
A typical journey from Tucson to Chicago takes approximately 8h 44m, including connections. This duration reflects the prevalence of connecting itineraries on this route, as most flights involve at least one stopover.
The distance between Tucson and Chicago is 2314 kilometers, classifying this as a medium-haul route. This distance generally means a longer travel time, often involving connecting flights rather than direct options.

How much is a round trip from Tucson to Chicago

Regular price: $258 - $448

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

The regular price range for this route is $258 to $448. The current lowest deal is $240 with Southwest Airlines, for travel from Oct 22-Oct 24.

now $240

Low $258

High $448

The cheapest time to fly from Tucson to Chicago

Flights from TUS to CHI are cheapest in April, with a median price of $303. The most expensive month to fly is January, with a median price of $949. Prices are generally lower from March to December.

April

Cheapest

Flights from $303

January

Most Expensive

Flights from $949

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

Direct flights from Tucson to Chicago

Airline logo

American Airlines

Airline logo

Southwest Airlines

Last-minute flights going from Tucson to Chicago

Fri, Jul 3

⌛ Last-Minute

TUS - Chicago

American Airlines

Tucson (TUS) - Chicago (ORD)

American Airlines

$343

$320

One-way

Mon, Jul 6

⌛ Last-Minute

TUS - Chicago

American Airlines

Tucson (TUS) - Chicago (ORD)

American Airlines

$223

$310

One-way

Mon, Jul 6

⌛ Last-Minute

TUS - Chicago

American Airlines

Tucson (TUS) - Chicago (ORD)

American Airlines

$289

$319

One-way

Wed, Jul 8

⌛ Last-Minute

TUS - Chicago

American Airlines

Tucson (TUS) - Chicago (ORD)

American Airlines

$334

$319

One-way

Thu, Jul 9

⌛ Last-Minute

TUS - Chicago

American Airlines

Tucson (TUS) - Chicago (ORD)

American Airlines

$266

$310

One-way

Thu, Jul 9

⌛ Last-Minute

TUS - Chicago

American Airlines

Tucson (TUS) - Chicago (ORD)

American Airlines

$266

$311

One-way

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

7 nights

Oct 14 - Oct 21

$505  →  $249

51%

3 nights

Oct 23 - Oct 26

$521  →  $319

39%

2 nights

Oct 25 - Oct 27

$529  →  $329

38%

3 nights

Oct 25 - Oct 28

$527  →  $329

38%

Popular Airports to fly from Tucson to Chicago

Tucson - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Tucson to Chicago are below the typical level, with deals around $240.

📅 Best time to fly

April is historically the cheapest month to fly

Historically, April is the cheapest month to fly from Tucson to Chicago, with a median price of $303.

⏱️ Flight duration

Flights typically take 8h 44m

Flights from Tucson to Chicago typically take 8h 44m, with most routes involving connecting flights.

✈️ Airlines & availability

Frequent deals are available on this route

Deals on flights from Tucson to Chicago are frequent, with over 1 deal per day historically.

🏆 Airline highlight

Southwest Airlines offers a recent deal for $240

Southwest Airlines recently offered a deal for $240 from Tucson to Chicago for an October trip.

🎯 Booking tip

Consider connecting flights for more options

Connecting flights are dominant on this route, with a median of 2 stopovers when connecting.

Tucson main airports to depart from

Tucson International (TUS)

Cheapest

Tucson International Airport is a good choice for flights from Tucson to Chicago.

📍 ~12 km from Tucson city center (reachable by car)

💸 Flights from ~$240

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International Airport is a convenient arrival option for flights from Tucson to Chicago.

📍 ~15 km from Chicago (reachable by car)

💸 Flights from ~$240

Chicago Rockford International (RFD)

Chicago Rockford International Airport serves as an alternative arrival airport for flights to Chicago.

📍 ~120 km from Chicago (reachable by car)

💸 Flights from ~$1004

O Hare International (ORD)

O Hare International Airport is a major hub for travelers arriving in Chicago from Tucson.

📍 ~25 km from Chicago (reachable by car)

💸 Flights from ~$246

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

Consider MKE for its excellent proximity to Chicago and direct rail access via Amtrak Hiawatha service.

📍 ~135 km from Chicago (reachable by rail)

💸 Flights from ~$363

South Bend International (SBN)

SBN is geographically the closest alternative to Chicago, with direct commuter rail connections to downtown.

📍 ~120 km from Chicago (reachable by rail)

💸 Flights from ~$308

Gerald R. Ford International (GRR)

GRR is a major regional hub offering a wide range of cabin classes, good for eastern Chicago travelers.

📍 ~220 km from Chicago (reachable by car)

💸 Flights from ~$368

Dane County Regional (MSN)

MSN is a reliable regional airport with consistent service, less congested than major Chicago hubs.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$313

Fort Wayne International (FWA)

Cheapest

FWA provides stable regional service and is an alternative for travelers in Chicago's southeastern suburbs.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$277

Business & First Class Flight Deals to Chicago

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

Elite

Best Elite deals to Chicago

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

From TUS

Elite

Dec 12

Chicago, United States

88% AI deal score

$2,696

$1,149

Save $1,547

From TUS

Elite

Dec 12

Chicago, United States

88% AI deal score

$2,728

$1,193

Save $1,535

From TUS

Elite

Nov 12

Chicago, United States

87% AI deal score

$2,399

$1,119

Save $1,280

From TUS

Elite

Aug 11

Chicago, United States

87% AI deal score

$2,939

$1,311

Save $1,628

From TUS

Elite

Aug 10

Chicago, United States

87% AI deal score

$2,940

$1,315

Save $1,625

From TUS

Elite

Aug 03

Chicago, United States

87% AI deal score

$3,245

$1,479

Save $1,766

From TUS

Elite

Jul 05

Chicago, United States

87% AI deal score

$1,353

$761

Save $592

From TUS

Elite

Jul 03

Chicago, United States

86% AI deal score

$1,520

$849

Save $671

From TUS

Elite

Sep 13

Chicago, United States

85% AI deal score

$2,932

$1,361

Save $1,571

From TUS

Elite

Aug 07

Chicago, United States

85% AI deal score

$1,650

$938

Save $712

From TUS

Elite

Jul 30

Chicago, United States

85% AI deal score

$1,316

$812

Save $504

From TUS

Elite

Sep 04

Chicago, United States

84% AI deal score

$2,822

$1,355

Save $1,467

From TUS

Elite

Sep 04

Chicago, United States

84% AI deal score

$2,778

$1,360

Save $1,418

From TUS

Elite

Oct 14

Chicago, United States

84% AI deal score

$1,615

$950

Save $665

From TUS

Elite

Dec 11

Chicago, United States

84% AI deal score

$1,658

$964

Save $694

From TUS

Elite

Jul 03

Chicago, United States

84% AI deal score

$1,594

$968

Save $626

From TUS

Elite

Jul 30

Chicago, United States

84% AI deal score

$1,331

$856

Save $475

From TUS

Elite

Jul 22

Chicago, United States

84% AI deal score

$1,341

$856

Save $485

From TUS

Elite

Jul 30

Chicago, United States

84% AI deal score

$1,316

$856

Save $460

From TUS

Elite

Jul 29

Chicago, United States

84% AI deal score

$1,316

$856

Save $460

From TUS

Elite

Jul 24

Chicago, United States

84% AI deal score

$1,317

$860

Save $457

From TUS

Elite

Jul 04

Chicago, United States

84% AI deal score

$1,353

$911

Save $442

From TUS

Elite

Sep 12

Chicago, United States

83% AI deal score

$1,270

$822

Save $448

From TUS

Elite

Jul 31

Chicago, United States

83% AI deal score

$1,323

$886

Save $437

From TUS

Elite

Jul 31

Chicago, United States

83% AI deal score

$1,369

$886

Save $483

From TUS

Elite

Jul 16

Chicago, United States

83% AI deal score

$1,327

$909

Save $418

From TUS

Elite

Jul 30

Chicago, United States

83% AI deal score

$1,353

$911

Save $442

From TUS

Elite

Jul 22

Chicago, United States

83% AI deal score

$1,341

$911

Save $430

From TUS

Elite

Sep 25

Chicago, United States

82% AI deal score

$1,458

$948

Save $510

From TUS

Elite

Jun 19

Chicago, United States

82% AI deal score

$1,793

$1,184

Save $609

From TUS

Elite

Jul 23

Chicago, United States

82% AI deal score

$1,326

$911

Save $415

From TUS

Elite

Jul 15

Chicago, United States

82% AI deal score

$1,351

$933

Save $418

From TUS

Elite

Jul 18

Chicago, United States

82% AI deal score

$1,341

$941

Save $400

From TUS

Elite

Jul 30

Chicago, United States

82% AI deal score

$1,344

$941

Save $403

From TUS

Elite

Jul 18

Chicago, United States

82% AI deal score

$1,360

$941

Save $419

From TUS

Elite

Jul 23

Chicago, United States

82% AI deal score

$1,350

$941

Save $409

From TUS

Elite

Nov 12

Chicago, United States

81% AI deal score

$2,454

$1,441

Save $1,013

From TUS

Elite

Aug 08

Chicago, United States

81% AI deal score

$1,384

$950

Save $434

From TUS

Elite

Aug 13

Chicago, United States

81% AI deal score

$1,406

$964

Save $442

From TUS

Elite

Aug 03

Chicago, United States

81% AI deal score

$1,361

$972

Save $389

From TUS

Elite

Jun 19

Chicago, United States

81% AI deal score

$1,444

$1,059

Save $385

From TUS

Elite

Jun 18

Chicago, United States

81% AI deal score

$1,216

$916

Save $300

From TUS

Elite

Jun 19

Chicago, United States

81% AI deal score

$1,263

$932

Save $331

From TUS

Elite

Jun 20

Chicago, United States

81% AI deal score

$1,242

$938

Save $304

From TUS

Elite

Jul 15

Chicago, United States

81% AI deal score

$1,322

$941

Save $381

From TUS

Elite

Jul 21

Chicago, United States

81% AI deal score

$1,324

$941

Save $383

From TUS

Elite

Jul 28

Chicago, United States

81% AI deal score

$1,331

$941

Save $390

From TUS

Elite

Jul 29

Chicago, United States

81% AI deal score

$1,330

$941

Save $389

From TUS

Elite

Jul 21

Chicago, United States

81% AI deal score

$1,329

$941

Save $388

From TUS

Elite

Jul 31

Chicago, United States

81% AI deal score

$1,331

$943

Save $388

From TUS

Elite

Jul 29

Chicago, United States

81% AI deal score

$1,343

$960

Save $383

From TUS

Elite

Jul 18

Chicago, United States

81% AI deal score

$1,351

$967

Save $384

From TUS

Elite

Jul 31

Chicago, United States

81% AI deal score

$1,351

$967

Save $384

From TUS

Elite

Jul 25

Chicago, United States

81% AI deal score

$1,354

$967

Save $387

From TUS

Elite

Jul 23

Chicago, United States

81% AI deal score

$1,360

$971

Save $389

From TUS

Elite

Jul 27

Chicago, United States

81% AI deal score

$1,363

$980

Save $383

From TUS

Elite

Jul 30

Chicago, United States

81% AI deal score

$1,362

$989

Save $373

From TUS

Elite

Jul 01

Chicago, United States

81% AI deal score

$1,366

$1,005

Save $361

From TUS

Elite

Jul 01

Chicago, United States

81% AI deal score

$1,366

$1,005

Save $361

From TUS

Elite

Jul 01

Chicago, United States

81% AI deal score

$1,366

$1,013

Save $353

From TUS

Elite

Jul 14

Chicago, United States

80% AI deal score

$1,263

$938

Save $325

From TUS

Elite

Dec 21

Chicago, United States

80% AI deal score

$1,914

$1,081

Save $833

From TUS

Elite

Aug 05

Chicago, United States

80% AI deal score

$1,160

$775

Save $385

From TUS

Elite

Jun 20

Chicago, United States

80% AI deal score

$1,244

$938

Save $306

From TUS

Elite

Jun 19

Chicago, United States

80% AI deal score

$1,244

$941

Save $303

From TUS

Elite

Jun 19

Chicago, United States

80% AI deal score

$1,242

$976

Save $266

From TUS

Elite

Jul 15

Chicago, United States

80% AI deal score

$1,323

$989

Save $334

From TUS

Elite

Jul 29

Chicago, United States

80% AI deal score

$1,352

$989

Save $363

From TUS

Elite

Jul 24

Chicago, United States

80% AI deal score

$1,350

$989

Save $361

From TUS

Elite

Jul 24

Chicago, United States

80% AI deal score

$1,324

$989

Save $335

From TUS

Elite

Jul 29

Chicago, United States

80% AI deal score

$1,326

$989

Save $337

From TUS

Elite

Jul 23

Chicago, United States

80% AI deal score

$1,341

$1,001

Save $340

From TUS

Elite

Jul 25

Chicago, United States

80% AI deal score

$1,363

$1,015

Save $348

From TUS

Elite

Jun 19

Chicago, United States

80% AI deal score

$1,321

$1,019

Save $302

From TUS

Elite

Jun 18

Chicago, United States

80% AI deal score

$1,310

$1,019

Save $291

From TUS

Elite

Jul 06

Chicago, United States

79% AI deal score

$1,267

$968

Save $299

From TUS

Elite

Jul 05

Chicago, United States

79% AI deal score

$1,309

$1,007

Save $302

From TUS

Elite

Aug 01

Chicago, United States

79% AI deal score

$1,204

$824

Save $380

From TUS

Elite

Jun 22

Chicago, United States

79% AI deal score

$1,203

$971

Save $232

From TUS

Elite

Jul 28

Chicago, United States

79% AI deal score

$1,317

$1,014

Save $303

From TUS

Elite

Jul 31

Chicago, United States

79% AI deal score

$1,323

$1,015

Save $308

From TUS

Elite

Aug 07

Chicago, United States

78% AI deal score

$1,410

$938

Save $472

From TUS

Elite

Aug 18

Chicago, United States

77% AI deal score

$1,386

$948

Save $438

From TUS

Elite

Aug 22

Chicago, United States

74% AI deal score

$1,149

$954

Save $195

From TUS

Elite

Jun 22

Chicago, United States

74% AI deal score

$1,306

$1,039

Save $267

From TUS

Elite

Sep 19

Chicago, United States

74% AI deal score

$1,429

$1,095

Save $334

From TUS

Elite

Aug 08

Chicago, United States

74% AI deal score

$1,428

$1,095

Save $333

From TUS

Elite

Aug 23

Chicago, United States

74% AI deal score

$1,712

$1,235

Save $477

From TUS

Elite

Sep 05

Chicago, United States

74% AI deal score

$1,116

$812

Save $304

From TUS

Elite

Sep 03

Chicago, United States

74% AI deal score

$1,108

$812

Save $296

From TUS

Elite

Aug 18

Chicago, United States

74% AI deal score

$1,158

$812

Save $346

From TUS

Elite

Jun 22

Chicago, United States

74% AI deal score

$1,155

$976

Save $179

From TUS

Elite

Jun 18

Chicago, United States

74% AI deal score

$1,244

$1,001

Save $243

From TUS

Elite

Nov 05

Chicago, United States

73% AI deal score

$984

$791

Save $193

From TUS

Elite

Sep 03

Chicago, United States

73% AI deal score

$1,098

$812

Save $286

From TUS

Elite

Aug 22

Chicago, United States

73% AI deal score

$1,169

$860

Save $309

From TUS

Elite

Sep 17

Chicago, United States

73% AI deal score

$1,121

$860

Save $261

From TUS

Elite

Sep 04

Chicago, United States

73% AI deal score

$1,115

$860

Save $255

From TUS

Elite

Sep 04

Chicago, United States

73% AI deal score

$1,108

$860

Save $248

From TUS

Elite

Sep 18

Chicago, United States

73% AI deal score

$1,122

$860

Save $262

Frequently Asked Questions About Flights to Chicago

Historically, the lowest average prices for flights from Tucson to Chicago are found in the 0-6 days before departure, with an average price of $467. Prices tend to be higher for bookings made 14-27 days out, averaging $665. For those booking 28-59 days in advance, the average price rises to $747. Even further out, 60+ days before departure, the average price is $573, which is still higher than the closest booking window. Therefore, waiting until closer to the departure date typically results in lower fares.

Across the trailing quarter, a good deal for a flight from Tucson to Chicago is considered to be $321 or less. The median price for this route during the same period was $437. Prices at the 75th percentile reached $734. By comparing potential fares to these historical benchmarks, travelers can assess whether an offered price is favorable.

Historically, April has been the cheapest month to fly from Tucson to Chicago, with a median price of $303. March also offers competitive fares, with a median price of $312. The annual median price for this route is $437, indicating that these months are significantly below the yearly average. While December also shows a median of $337, it is also noted as the most expensive month, suggesting price volatility.